Fiche participant :
Nom : Debitus
Prénom : Cécile
Liste des participations aux campagnes accessibles [+] [-]
- BIOMAGLO
- LEG 1 (Sun Jan 22 00:00:00 CET 2017 - Mon Jan 30 00:00:00 CET 2017)
- Collecte - Tri (Chimie, Institut de Recherche pour le Développement)
- LEG 2 (Thu Feb 02 00:00:00 CET 2017 - Thu Feb 09 00:00:00 CET 2017)
- Collecte - Tri (Chimie, Institut de Recherche pour le Développement)
- CORAIL 2
- Profond
- Collecte - Tri (Chimie, Office de la Recherche Scientifique et Technique Outre-Mer)
- KANADEEP 2
- Leg.1 (Thu Sep 05 00:00:00 CEST 2019 - Wed Sep 18 00:00:00 CEST 2019)
- Tri et identification des éponges (Biologie, Institut de Recherche pour le Développement)
- Leg.2 (Sun Sep 22 00:00:00 CEST 2019 - Tue Oct 01 00:00:00 CEST 2019)
- Tri et identification des éponges (Biologie, Institut de Recherche pour le Développement)
- KARUBENTHOS 2
- Leg 1 (Sun Jun 07 00:00:00 CEST 2015 - Tue Jun 16 00:00:00 CEST 2015)
- Tri, conditionnement Porifera ( Institut de Recherche pour le Développement)
- Leg 2 (Sun Jun 21 00:00:00 CEST 2015 - Mon Jun 29 00:00:00 CEST 2015)
- Tri, conditionnement Porifera ( Institut de Recherche pour le Développement)
- PAPUA NIUGINI
- Shore-based sampling (Mon Nov 05 00:00:00 CET 2012 - Fri Dec 14 00:00:00 CET 2012)
- ( Institut de Recherche pour le Développement)
- SMIB 1
- Chef de mission (Chimie, Office de la Recherche Scientifique et Technique Outre-Mer)
- SMIB 2
- Chef de mission (Chimie, Office de la Recherche Scientifique et Technique Outre-Mer)
- SMIB 4
- Chef de mission (Chimie, Office de la Recherche Scientifique et Technique Outre-Mer)
- SMIB 6
- Chef de mission (Chimie, Office de la Recherche Scientifique et Technique Outre-Mer)
- SMIB 8
- Chef de mission (Chimie, Office de la Recherche Scientifique et Technique Outre-Mer)
- TERRASSES
- (Wed Oct 15 00:00:00 CEST 2008 - Fri Oct 31 00:00:00 CET 2008)
- Collecte - Tri (Chimie, Institut de Recherche pour le Développement)
- Tuhaa Pae 2013
- (Wed Mar 06 00:00:00 CET 2013 - Wed Apr 10 00:00:00 CEST 2013)
- Wed Mar 06 00:00:00 CET 2013 - Wed Apr 10 00:00:00 CEST 2013 Chef de mission (Chimiste, Institut de Recherche pour le Développement)
Bibliographie (53) [+] [-]
Exporter les bibliographies
-
Barnathan G., Mirallès J., Njinkoué J.M., Mangoni A., Fattorusso E., Debitus C., Boury-esnault N. & Kornprobst J.M. 1992. STEROL COMPOSITION OF THREE MARINE SPONGE SPECIES FROM THE GENUS CINACHYRELLA. Comparative Biochemistry and Physiology 103B(4): 1043-1047
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IP (Porifères) -
Barnathan G., Doumenq P., Njinkoué J.M., Mirallès J., Debitus C., Lévi C. & Komprobst J.M. 1994. Sponge Fatty Acids. 3. Occurrence of Series of n-7 Monoenoic and iso-5,9 Dienoic Long-Chain Fatty Acids in the Phospholipids of the Marine Sponge Cinachyrella aff. schulzei Keller. Lipids 29(4): 297-303
Résumé [+] [-]The fatty acid composition of phospholipids from the New Caledonian sponge Cinachyrella aff.schulzei Keller was studied. More than 60 fatty acids were identified as methyl esters and N-acyl pyrrolidides by gas chromatography and gas chromatography/mass spectrometry. Two isoprenoid fatty acids also were shown to be present, namely 4,8,12-trimethyltridecanoic and 5,9,13-trimethyltetradecanoic acids. The unusual 6-tetradecenoic, 6-pentadecenoic, 12-nonadecenoic and 26-methylheptacosanoic (iso-28:0) acids were found for the first time in sponge phospholipids. A series of six n-7 monoenoic long-chain fatty acids (C-23 to C-28) were identified, including the rare 16-tricosenoic, 18-pentacosenoic and 21-octacosenoic acids. Fifteen fatty acids possessing the typical 5,9 dienoic moiety accounted for 30% of the total fatty acid mixture. Two new fatty acids were identified, namely 5(Z)-octacosenoic and 27-methyl-5(Z),9(Z)-octacosadienoic (iso-5,9-29:2). Based on gas chromatography/Fourier transform infrared experiments, the double bonds were assigned the (Z) configuration.
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IP (Porifères) -
Bewley C.A., Debitus C. & Faulkner D.J. 1994. MICROSCLERODERMIN-A AND B -ANTIFUNGAL CYCLIC-PEPTIDES FROM THE LITHISTID SPONGE MICROSCLERODERMA SP. Journal of the American Chemical Society 116(17): 7631-7636
Campagnes accessibles citées (7) [+] [-]
Codes des collections associés: IP (Porifères) -
Bouquet-kondracki M., Martin M., Debitus C. & Guyot M. 1994. 12-epi-Heteronemin New Sesterterpene From The Marine From The Marine Sponge Hyrtios erecta. Tetrahedron letters 35(1): 109-110
Campagnes accessibles citées (8) [+] [-]
Codes des collections associés: IP (Porifères) -
Bourguet-kondracki M.L., Debitus C. & Guyot M. 1996. Biologically Active Sesterterpenes from a New Caledonian Marine Sponge Hyrtios sp. Journal of chemical research: 192-193
Résumé [+] [-]Biologically active sesterterpenes of the manoalide family, thorectolide monoacetate (1) co-occurring with thorectolide (2), were isolated from a marine sponge Hyrtios sp. collected in New Caledonia.
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IE (Échinodermes) -
Bultei-poncé V., Debitus C., Blond A., Cerceau C. & Guyot M. 1997. Lutoside : an Acyl-l-(Acyl-6'.Mannobiosyl)-3-Glycerol Isolated from the Sponge-associated Bacterium Micrococcus luteus. Tetrahedron letters 38(33): 5805-5808
Résumé [+] [-]Lutoside, an unusual acyl-l-(acyl-6'-mannobiosyl)-3-glycerol 1 was isolated from the sponge-associated bacterial strain Microccocus luteus. Sructure elucidation was performed by sprectroscopic analysis and chemical transformations.
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IP (Porifères) -
Chbani M., Païs M., Delauneux J.M. & Debitus C. 1993. Brominated Indole Alkaloids from the Marine Tunicate Pseudodistoma arborescens. Journal of Natural Products 56(1): 99-104
Résumé [+] [-]Chemical investigation of the cytotoxic CH2Cl2-soluble extract of the marine tunicate Pseudodistoma arborescens led to the isolation of four brominated indole alkaloids, arborescidines A [1], B [2], C (3), and D [4], which were characterized by their spectral data, especially 2D nmr. Only arborescidine D [4] showed moderate activity (IC50 3 mug/ml) in vitro against the growth of KB human buccal carbinoma cells.
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IT (Tuniciers/ascidies) -
D'ambrosio M., Guerriero A., Debitus C., Ribes O., Richer de forges B. & Pietra F. 1989. Corallistin A, a Second Example of a Free Porphyrin from a Living Organism. Isolation from the Demosponge Corallistes sp. of the Coral See and Inhibition of Abnormal Cells. Helvetica chimica Acta 72: 1451-1454
Résumé [+] [-]It is shown that the demosponge Corallistes sp. (Tetractinomorpha, Lithistida, Corallistidae) collected in the Coral Sea, contains corallistin A (1), the second example, of a free porphyrin from a living organism. The compound proved to be active against the Kb cell line. In contrast with the geoporphyrins which do not bear any O-atom corallistin A (1) carries two carboxylic groups.
Campagnes accessibles citées (4) [+] [-]
Codes des collections associés: IP (Porifères) -
D'ambrosio M., Guerriero A., Debitus C., Ribes O. & Pietra F. 1993. 96. On the Novel Free Porphyrins Corallistin B, C, D, and E: Isolation from the Demosponge Corallistes sp. of the Coral Sea and Reactivity of Their Nickel(II) Complexes toward Formylating Reagents. Helvetica chimica Acta 76: 1489-1496
Résumé [+] [-]Reported here are the novel free porphyrins corallistin B, C, D, and E, isolated as methyl esters 2a, 3a, da, and 5a, respectively, from the sponge Corallistes sp. (Lithistida) collected at the basis of the south New Caledonian coral reef. A protocol is also established for formylation of their Ni" complexes, which show a different reactivity pattern toward DMF/POCI, from metal complexes of deuteroporphyrins. Together with corallistin A, previously isolated as the methyl ester la, and the known deuteroporphyrin IX (isolated as 6a) also present in the sponge, the new corallistins, which may be thought to derive from protoporphyrin viu heme, account for an amazing 60% of the EtOH extract from the sponge.
Campagnes accessibles citées (6) [+] [-]
Codes des collections associés: IP (Porifères) -
D'ambrosio M., Guerriero A., Debitus C., Ribes O., Pusset J., Leroy S. & Pietra F. 1993. Agelastatin A, a New Skeleton Cytotoxic Alkaloid of the Oroidin Family. Isolation from the Axinellid Sponge Agelas dendromorpha of the Coral Sea. Journal of Chemical Society Chemical Communications: 1305-1306
Résumé [+] [-]Agelastatin A, isolated from the axinellid sponge Agelas dendromorpha of the Coral Sea, is a new-skeleton alkaloid with, unusually for the oroidin family to which it belongs, marked cytotoxicity toward tumour cells in culture.
Campagnes accessibles citées (2) [+] [-]
Codes des collections associés: IP (Porifères) -
D'ambrosio M., Guerriero A., Ripamonti M., Debitus C., Waikedre J. & Pietra F. 1996. The Active Centres of Agelastatin A, a Strongly Cytotoxic Alkaloid of the Coral Sea Axinellid Sponge Agelas dendromorpha, as Determined by Comparative Bioassays with Semisynthetic Derivatives. Helvetica Chimica Acta 79: 727-735
Résumé [+] [-]Agelastatin A (l),a n unusual alkaloid ofthe axinellid sponge Agelas dendromorpha from the Coral Sea, can be selectively acetylated (+ 7) or methylated at OH-C(8a) (-+ 4), peracetylated (+ 8) or permethylated at OH-C(8a), NH(5), and NH(6) (+5), or, finally, subjected to C(9)-C(8a) (+ 14) or C(Sb)-C(Sa)B-elirnination (+11-13), in a regiospecific manner or not, depending on the reaction conditions. Under acidic conditions, compound 12 adds H,O or MeOH, regioselectively though not endolexo stereoselectively, giving transoidlcisoid mixtures 1/18 or 4/19, respectively. Similarly 11 or 13 add MeOH to give mixtures (-)-2/20 or 15/16, respectively. Compound 13 also adds AcOH giving mixture 8/17. The intermediate cisoid form obtained on treatment of 21 with H30+ undergoes N(5)-N(6) bridging affording pentacyclic 22 which constitutes a proof for the cisoid configuration. From conformational studies, rules are devised that allow assigning the configuration of these compounds from NMR data. In vitro comparative cytotoxicity assays of these compounds show that for high cytotoxic activity, such as of 1 in vivo, unsubstituted OH-C(8a), H-N(S), H-N(6) moieties are needed in the natural B/D transoid configuration.
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IP (Porifères) -
D'ambrosio M., Guerriero A., Dahero E., Debitus C., Munoz V. & Pietra F. 1998. New Types of Potentially Antimalarial Agents: Epidioxy-Substituted Norditerpene and Norsesterpenes from the Marine Sponge Diacarnus levii. Helvetica Chimica Acta 81: 1285-1292
Résumé [+] [-]Natural free carboxylic acids from the hadromerid sponge Diacornus levii (Kelly-Borges and Vacelet) were esterified to yield the new cyclic norditerpene peroxides ent-muqubilin benzyl ester (= (aR,3S.6R)-a,6-dimethyl- 6-[(E )-4-methyl-6-(2,6,6-trimethyl-cyclohex-l-en-l-yl)hex-3-enyl]-l,2-dioxan-3-acaectiidc benzyl ester; 6), diacarnoate B methyl ester (= (aS,3S,6R)-a,6-dimethyl-6-{2-[(4aS,8aS)-3.4,4a,5,6,7,8,8a-octahydro-3-oxo- 2,5,5,8a-tetramethylnaphthalen-l-yl)ethyl}-l,2-dioxan-3-acetica cid methyl ester; 9). and deoxydiacarnoate B benzyl ester (= (ccS,3R,6R)-cc,6-dimethyl-6-{2-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-lnaphthalenyl]ethyl]-1,2-dioxan-3-acetiacc id benzyl ester; lo), which were isolated following extensive chromatography. The relative configuration of the peroxideicc-methylacetate moiety of 6, 9, and 10 was directly determined from their NMR spectra. The absolute configurations of the peroxide/cc-methylacetate moiety was deduced from comparative 'H-NMR data of the (S)- and (R)-phenylglycine methyl ester derivatives 7 and 8 as well as 11/13 and 12/14, all obtained from a mixture of the precursors of 3,6, and 10. The absolute configuration at the carbobicyclic moiety of enone 9 and of 10, is identical, as established by chemical interconversion, 9 and 10 belong to the normal labdane series according to empirical CD rules, applied either directly to 9 or to the parent (+)-sclareolide-derived enone 20. In contrast, molar rotation additivity rules suggest the enr-labdane configuration for 9 and 10. The epidioxides 1-3, 6, and 10 proved active in vim against the malaria parasite PIasmodiumfalciparum; especially the previously isolated methyl 3-epinuapapuanoate (2) was active against a chloroquine-resistant strain, and this with a good security index.
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IP (Porifères) -
D'auria V., Gomez-paloma L., Minale L., Riccio R. & Debitus C. 1991. Jereisterol a and B: Two 3-BETA -Methoxy-Secosterolds from the Pacific Sponge Jereicopsis graphidiophora. Tetrahedron letters 32(19): 2149-2152
Résumé [+] [-]Two 3 beta-methoxy secosteriods, named jereisterol A and B were isolated from the pacific sponge Jereicopsis graphidiophora Levi & Levi. Their structures, which combine rare 3 beta-methoxy and seco features, were determined as (24 R) 24-methyl-3-beta-methoxy-8-alpha,9-alpha-oxido-8,9-secocholesta-7,9(11)-diene (1) and (24R) 24-methyl-3-beta-methoxy-8,14-secocholesta-8,14-dione (2).
Campagnes accessibles citées (8) [+] [-]
Codes des collections associés: IP (Porifères) -
D'auria V., De riccardis F., Gomez-paloma L., Iorizzi M., Riccio R., Minale L., Debitus C. & Richer de forges B. 1991. Marine natural products : chemical constituents from New Caledonian deep-water species, in Troisième Symposium sur les substances naturelles d'intérêt biologique de la région Pacifique-Asie, Nouméa, CNRS-ORSTOM
Résumé [+] [-]During our ongoing program of searching for new bioactive molecules from new-caledonian marine invertebrates, the opportunities occured recently to examine a "living fossil" crinoid Gymnocrinus richeri, discovered by B. Richer de Forges at 520m depth. In vivo this crinoid is saffron yellow with the stalk darker and tentacles dark yellow-green inside. A few minutes after collecting, outside the water, it turns readily dark-green. The green pigments, extractable with methanol, turned violet on very mild acidification. In this communication the structure of five violet pigments, which constitute a novel group of brominated phenanthroperylenequinones, will be discussed. These pigments have interesting stereochemical features, i.e. the axial chirality generated by the phenanthroperylenequinone system forced into a non planar helical shape. The assignment of the stereochemistry based on CD, NMR data and correlation with natural occuring perylenequinones will he presented. There is also considered the possible relationship between the violet pigments and the native yellow and green ones. A second "living fossil" organism from New Caledonia which we had the opportunity to examine is the starfish species Tremaster novae caledoniae collected at 530m depth off Nouméa. This organism contains a group of unusual steroids in which one hydroxyl group is sulphated, one is acetylated and a third one is esterified with glucose-I-phosphate. The results of the chemical investigation of the sponge Jereicopsis graphidiophora (new genus) and Erylus sp. collected at ca. 500m depth off Nouméa, will he also presented. While the 3B- hydroxy steroids were totally absent, the extracts of J. graphidiophora contain unique 38- hydroxy steroids. L'wo of them combine the unique 38- methoxyl group with a rare secostructure. The polar extracts of Erylus sp. contain two terpenoid oligoglycosides. Sequential analysis of the oligosaccharide portions was achieved by modern 2D-NMR techniques.
Campagnes accessibles citées (6) [+] [-]
Codes des collections associés: IE (Échinodermes), IP (Porifères) -
D'auria V., Gomez-paloma L., Minale L., Riccio R. & Debitus C. 1992. Structure Chacterization By Two-Dimensional NMR Spectroscopy, of Two Marine Triterpene Oligoglycosides From A Pacific Sponge of The Genus Erylus. Tetrahedron letters 48(3): 491-498
Résumé [+] [-]The isolation acd characterization of two novel triterpene glycosides from a sponge of the genus Eryhs, collected at a depth of 500 m in the South of New Caledonia, are described. The structures are characterized by the presence of a branched oligosaccharide chain, composeí1 of three (1) and four (2) D-galactopyranose units, respectively. Analysis of the oligosaccaride structures was achieved by { 'H, 'H} correlation spectroscopy, two-dimensional homonuclear Hartmann-Hahn, and 'H-detected ('H, I3C} one bond (HMQC) and multiple-bond (HMI3C) shift correlation NMR experiments. The novel lanostane derived aglycone features a mre 14-carboxyl grdup and a 24-methylene, 25-methyl side chain.
Campagnes accessibles citées (6) [+] [-]
Codes des collections associés: IP (Porifères) -
D'auria V., Gomez L., Minale L., Zampella A., Verbist J.F., Roussakis C. & Debitus C. 1993. 3 NEW POTENT CYTOTOXIC MACROLIDES CLOSELY-RELATED TO SPHINXOLIDE FROM THE NEW CALEDONIAN SPONGE Neosiphonia superstes. Tetrahedron letters 49(38): 8657-8664
Résumé [+] [-]Three new macrolides 2-4 have been isolated with sphinxolide 1 from the manne sponge N. superstes collected off New Caledonia . The structures of the new compounds were determined by interpretation of NMR spectral data as well as by comparison of spectral data with those of 1. These compounds were highly cytotoxic against various human carcinoma cells.
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IP (Porifères) -
D'auria V., Paloma L.G., Minale L., Zampella A., Verbist J.F., Roussakis C., Debitus C. & Patissou J. 1994. Reidispongiolide A and B, Two New Potent Cytotoxic Macrolides from the New Caledonian Sponge Reidispongia coerulea. Tetrahedron letters 50(16): 4829-4834
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IP (Porifères) -
D'auria V., Debitus C., Paloma L.G., Minale L. & Zampella A. 1994. Superstolide A: A Potent Cytotoxic Macrolide of a New Type from the New Caledonian Deep Water Marine Sponge Neosiphonia superstes. Journal of the American Chemical Society 116(15): 6658-6663
Campagnes accessibles citées (8) [+] [-]
Codes des collections associés: IP (Porifères) -
D'auria V., Paloma L.G., Minale L., Zampella A., Debitus C. & Pérez J. 1995. Neosiphoniamolide-A, a novel cyclodepsipeptide, with antifungal activity from the marine sponge Neosiphonia superstes. Journal of Natural Products 58(1): 121-123
Résumé [+] [-]A novel cyclodepsipeptide, neosiphoniamolide A [1], has been isolated from the sponge Neosiphonia superstes. The structure of 1, which contains a 12-carbon hydroxy acid, glycine, valine, and a halogenated tyrosine residue in an 18-membered ring, is related to jaspamide and the geodiamolides, previously isolated from sponges. The structure was solved by spectroscopic analysis.
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IP (Porifères) -
D'auria V., Zampella A., Paloma L.G., Minale L., Debitus C., Roussakis C. & Le bert V. 1996. Callipeltins B and C; Bioactive Peptides from a Marine Lithistida Sponge Callipelta sp. Tetrahedron letters 52(48): 9589-9596
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IP (Porifères) -
D'auria V., Giannini C., Minale L., Zampella A., Debitus C. & Frostin M. 1997. Bengamides and Related New Amino Acid Derivatives from the New Caledonian Marine Sponge Jaspis carteri. Journal of natural products 60(8): 814-816
Résumé [+] [-]Five new amino acid derivatives were isolated from the New Caledonian sponge Jaspis carteri, together with known bengamides A and B. The structures of the new compounds were determined by interpretation of their spectral data and by comparison with spectral data of known bengamides. Compounds 4-7 are simply the tridecanoate and pentadecanoate analogues of the original bengamides A and B, whereas compound 8 is a caprolactam formamide derivative of bengamide B.
Campagnes accessibles citées (2) [+] [-]
Codes des collections associés: IP (Porifères) -
De riccardis F., Giovannitti B., Iorizzi M., Minale L., Riccio R., Debitus C. & Richer de forges B. 1991. STEROL COMPOSITION OF THE “LIVING FOSSIL” CRINOID GYMNOCRINUS RICHERI. Comparative Biochemistry and Physiology. A, Comparative Physiology 100B(3): 647-651
Résumé [+] [-]1. The composition of sterol mixture from the “living fossil” crinoid Gymnocrinus richeri collected off Nouméa (New Caledonia) was investigated. The free 3P-OH sterol mixture was found to contain 14 components, A: and ring saturated stanols, identified .by GC-MS. 3. Cholest-4-en-3-one, cholesta-1, 4-dien-3-one (this latter firstly isolated from a marine source), 5cr-8a-epidioxy sterols, and 5a-ergosta-7,22-diene-3/?,5,6j-triowl ere also present, their characterization being accomplished by EI-MS and ‘H-NMR. The methanol extract also contained sterol sulphates, which were identified by GC-MS after solvolysis to remove the sulphate group.
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IE (Échinodermes) -
De riccardis F., Iorizzi M., Minale L., Riccio R., Richer de forges B. & Debitus C. 1991. The Gymnochromes: Novel Marine Brominated Phenanthroperylenequinone Pigments from the Stalked Crinoid Gymnocrinus richeri. Journal of Organic Chemistry 56(24): 6781-6787
Résumé [+] [-]Five novel brominated phenanthroperylenequinone pigments, gymnochromes A-D (1-4) and isogymnochrome D (5), were isolated from the stalked crinoid Gymnocrinus richeri. The structures of the compounds were inferred from their spectra (IR, UV-vis, H-1 and C-13 NMR, FABMS). The presence of both bulky hydroxy groups at positions 10 and 11 and side chains at positions 3 and 4 causes sufficient crowding to force the octacyclic phenanthroperylenequinone system into a nonplanar helical shape. This helicity generates axial chirality in the molecules. The presence of chiral carbon atoms in the side chains gives rise to diastereomers. The absolute configurations of the chiral carbons and the axial chirality of the natural pigments was inferred from CD and NMR data and by correlations made with cercosporin and other naturally occurring perylenequinones. The configurations assigned to the chiral carbons in the side chains of compounds 4 and 5 were confirmed by the results of the application of Horeau's method of kinetic resolution.
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IP (Porifères) -
De riccardis F., Minale L., Iorizzi M., Debitus C. & Lévi C. 1993. MARINE STEROLS. SIDE-CHAIN-OXYGENATED STEROLS, POSSIBLY OF ABIOTIC ORIGIN, FROM THE NEW CALEDONIAN SPONGE STELODORYX CHLOROPHYLLA. Journal of natural products 56(2): 282-287
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IP (Porifères) -
De riccardis F., Minale L., Riccio R., Giovannitti B., Iorizzi M. & Debitus C. 1993. Phosphated and sulphated marine polyhydroxylated steroids from the starfish Tremaster novaecaledoniae. Gazzeta Chimica Italiana 123: 79-86
Résumé [+] [-]Beside tremasterols A-C, first phosphated steroid glycosides to be found from a natural source, the starfish Tremaster novaecaledoniae contains nine more novel steroid constituents. One, 4, is related to the previous tremasterols by having the same 6-O-phosphated function. A secound of compounds (5-8) possesses the same 3,6-disulphated 3 beta, 6 alpha, (22R)- trihydroxycholestane structure, differing for the presence of the delta 9 double bond in 5 and 6 and for the acetate conjugation of the 22-hydroxyl group in 6 and 8. The remaining compounds 9-12 are highly hydroxylated steroids, among which the steroids 11 features the cis A/B ring junction, never encountered before among steroids derived from starfishes.
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IE (Échinodermes) -
Debitus C., La barre S., Laurent D., Minale L., Païs M., Richer de forges B., Brun L., Carré J., Duhet D., Holué A., Marcillaud C., Patissou J. & Ribes O. 1985. ETUDE BIOLOGIQUE ET CHIMIQUE DE LA FAUNE PROFONDE DE NOUVELLE CALEDONIE, communication Poster, in Symposium de chimie des substances naturelles d'origine marine, Dakar, ORSTOM: 1 pp.
Résumé [+] [-]Le benthos profond récolté tout d'abord lors des campagnes océanographiques MUSORSTOM IV (1) et CHALCAL (2), puis lors des campagnes de récoltes SMlB (1986, 1987, 1989) s'est avéré être extrèmement riche en invertébrés divers dont beaucoup sont nouveaux. L'abondance et l'originalité de cette faune nous a conduit à étudier une cinquantaine d'organismes recoltés entre 200 et 700m: éponges (40), échinodermes (1 O), alcyonaires (2), madréporaires (1).
Campagnes accessibles citées (2) [+] [-] -
Debitus C., Cesario M., Guilhem J., Pascard C. & Païs M. 1989. Corallistine, a new Polynitrogen Compound from the Sponge Corallistes fulvodesmus L. & L. Tetrahedron letters 30(12): 1535-1538
Résumé [+] [-]Two polynitrogen compounds 1-methyl-pteridine-2,4-dione 1b and corallistine 2 were isolated from new-caledonian sponge Corallistes fulvodesmus L. & L. The structure of corallistine was determinated by X-ray single cristal analysis of its 6'-isobutyloxycarbonyl derivative 3.
Campagnes accessibles citées (4) [+] [-]
Codes des collections associés: IP (Porifères) -
Depeso J., Quiñoa E., Riguera R., Debitus C. & Bergquist P.R. 1994. Euryspongiols: Ten New Highly Hydroxylated 9,11 -Secosteroids with Antihistaminic Activity from the Sponge Euryspongia sp. Stereochemistry and Reduction. Tetrahedron letters 50(12): 3813-3828
Résumé [+] [-]Ten novel polyhydroxylated 9,ll-secosterols, 1-10, have been isolated from the New Caledonian sponge Euryspongiu sp. and their structures elucidated by spectroscopic studies, selcctive acetylation and reduction, leading to the complete assignment of all the NMR signals. Euryspongiols Al-A5 differ in their side chains but have the same 2a,3ß,4a,6ß,11,19 hexahydroxy-9,ll-secocholestane skeleton. Euryspongiols B 1-B5 are the corresponding 3a epimers. Compounds 1-10 are the most highly hydroxylated secosteroids isolated so far, and are the first hydroxylatcd at C4. NaBH4 reduction of the carbonyl group at C-9 of 1 and 2 is stereospecific, producing the heplahydroxylated secosteroids la and 2b with a ß C-9 hydroxyl group. Compounds 1 and 2 have been found to strongly inhibit the release of histaminc from rat mastocysts.
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IP (Porifères) -
Ekins M., Debitus C., Erpenbeck D. & Hooper J.N. 2018. A new species of the sponge Raspailia (Raspaxilla) (Porifera: Demospongiae: Axinellida: Raspailiidae) from deep seamounts of the Western Pacific. Zootaxa 4410(2): 379. DOI:10.11646/zootaxa.4410.2.7
Résumé [+] [-]A new species of Raspailia (Raspaxilla) frondosa sp. nov. is described from the deep seamounts of the Norfolk and New Caledonia Ridges. The morphology of the species resembles that of a frond or a fern, and its unique highly compressed axial skeleton of interlaced spongin fibres without spicules in combination with a radial extra axial skeleton of a perpendicular palisade of spicules, differentiate it from all other species of the subgenus. This species is compared morphologically to all 18 other valid species described in Raspailia (Raspaxilla).
Campagnes accessibles citées (2) [+] [-]
Codes des collections associés: IP (Porifères) -
Espada A., Jiménez C., Debitus C. & Riguera R. 1993. Villagorgin A and B. New Type of Indole Alkaloids with Acetylcholine Antagonist Activity from the Gorgonian Villagorgia rubra. Tetrahedron letters 34(48): 7773-7776
Campagnes accessibles citées (6) [+] [-]
Codes des collections associés: IK (Cnidaires) -
Garcia A., Lenis L.A., Jiménez C., Debitus C., Quiñoá E. & Riguera R. 2000. The Occurrence of the Human Glycoconjugate C 2 -α- d -Mannosylpyranosyl- l -tryptophan in Marine Ascidians. Organic Letters 2(18): 2765-2767. DOI:10.1021/ol0061384
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IT (Tuniciers/ascidies) -
Gomez-paloma L., Randazzo A., Minale L., Debitus C. & Roussakis C. 1997. New Cytotoxic Sesterterpenes From The New Caledonian Marine Sponge Petrosaspongia nigra (Bergquist). Tetrahedron letters 53(30): 10451-10458
Résumé [+] [-]Along with two known cheilanthane sesterterpene lactones, 1 and 2, eight new related sesterterpenes (3-10) and two new nor-sesterterpenes (11 and 12) have been isolated from the New Caledonian marine sponge Petrosuspongia nigra Bergquist 1995 (new genus, new species). Their structures were determined from 1D and 2D NMR studies and mass spectral data. They exhibited cytoxicity against the NSCLC-N6 human bronchopulmunary non-small-cell-lung carcinoma cell lines.
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IP (Porifères) -
Guerriero A., Debitus C. & Pietra F. 1991. On the First Marine Stigmastane Sterols and Sterones Having a 24,25-Double Bond. Isolation from the Sponge Stelletta sp. of Deep Coral Sea. Helvetica chimica Acta 74(3): 487-494
Résumé [+] [-]The sponge Stelletta sp. (Astrophorida, Stellettidae), collected at - 700 m in the Coral Sea, is shown to contain sterones and sterols of the stigmastane type with a C(24) = C(25) bond for which there is no precedent in the sea. Structure elucidation of the second abundant of these steroids, stigmasta-4,24(25)-dien-3-one((+)-1), is based on 1D and 2D NMR spectra and chemical transformation to acetate (-)-5. Stigmasta-4,24(25)-diene-3,6-dione ((-)-3), present in trace amounts in the sponge, was obtained in sufficient quantity for NMR study by oxidation of the also present, inseparable, and abundant 4:1 mixture of stigmasta-5,24(25)-dien-3-beta-ol (6) and its 5,6-dihydro derivative 7 (Scheme 1). This oxidation also afforded the ketone analogues (+)-8 and (+)-9, which could be separated, thus making structure elucidation possible. The 6-beta-hydroxystigmasta-4,24(25)-dien-3-one ((+)-4), also present in trace amounts in the sponge, was obtained in sufficient amount for NMR study, together with its C(6) epimer (+)-11, by hydroperoxidation of (+)-8 followed by deoxygenation (Scheme 2). The last trace steroid of the sponge, stigmasta-4,6,24(25)-trien-3-one ((-)-2), was structurally elucidated using limited NMR data and comparison with the other stigmastanes. These stigmastanes, as the only steroids of this sponge, are likely to function as stabilizers of its cell walls; their phytosteroid structure, for a sponge which lives in the dark of deep waters, suggest origin through a complex food chain, possibly followed by bioelaboration in the sponge.
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IP (Porifères) -
Guerriero A., D'ambrosio M., Pietra F., Debitus C. & Ribes O. 1993. PTERIDINES, STEROLS, AND INDOLE DERIVATIVES FROM THE LITHISTID SPONGE CORALLISTES UNDULATUS OF THE CORAL SEA. Journal of Natural Products 56(11): 1962-1970
Résumé [+] [-]The lithistid sponge Corallistes undulatus, which inhabits the base (- 510 m) of the New Caledonian coral reef, is shown here to contain the pteridines 1-methylpteridine-2,4- dione, already known from another Corallistes, and the new(1'R,2'S)-6-(1',2'-dihydroxypropyl)- 1-methylpteridine-2,4-dione together with the steroids 3ß-hydroxy-24- methylenecholest-5-en-7-one, 7-ALPHA-hydroxysitosterol,7ß -hydroxysitosterol, and 3ß-hydroxystigmast-5-en-7-one, typical of higher terrestrial plants, and the indole derivatives methyl(2E)-3-(indol-3-yl)-2-propenoate, methyl(2E)-3-(6-bromoindol-3-yl)- 2-propenoate, and serotonin. The presence of the same compounds in taxonomically, phyletically, and ecologically unrelated organisms is viewed here as resulting from evolutionary convergence toward adaptive products.
Campagnes accessibles citées (2) [+] [-]
Codes des collections associés: IP (Porifères) -
Guerriero A., Debitus C., Laurent D., D'ambrosio M. & Pietra F. 1998. Aztéquynol A, the first clearly defined, C-branched polyacetylene and the analogue Aztéquynol B. Isolation from the tropical marine sponge Petrosia sp. Tetrahedron letters 39: 6395-6398
Résumé [+] [-]Aztequynol A (1), isolated from the nepheliospongid sponge, Petrosia sp., from the Banc Azteque off New Caledonia, represents the first case of a structurally defined C-branched polyacetylene based on high-energy collisionally-activated decomposition tandem mass spectrometry of lithium adducts which may have wide application in natural product structural analysis.
Campagnes accessibles citées (8) [+] [-]
Codes des collections associés: IP (Porifères) -
Iorizzi M., De riccardis F., Minale L., Palagiano E., Riccio R., Debitus C. & Duhet D. 1994. POLYOXYGENATED MARINE STEROIDS FROM THE DEEP WATER STARFISH STYRACASTER CAROLI. Journal of Natural Products 57(10): 1361-1373
Résumé [+] [-]Ten marine polyhydroxysteroids, 1-10, of which two, 1 and 5, are known compounds previously isolated from starfish, have been isolated from the deep water starfish Styracaster caroli, collected at a depth of 2000 m off New Caledonia. The 3ß,5,6ß-trihydroxy functionality is the common element in these steroids, and additional hydroxylgroups were found at positions 8,15a (or ß) and lbß. Greater differences are observed in the structure of the sidechains, which showed multiple functionalities and different alkylationpatterns. Characterization was accomplished by fabms and 'H- and "C-nmr spectroscopy, with the assignments of the configurations to the stereogenic centers of the side-chains being made by 'H-nmr comparison with appropriate models and on analysis of their derivatives with a chiral reagent.
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IE (Échinodermes) -
Kourany-lefoll E., Païs M., Sévenet T., Guillet E., Montagnac A., Fontaine C., Guénard D., Adeline M.T. & Debitus C. 1992. Phloeodictines A and B: New antibacterial and cytotoxic Bicyclic Amidinium Salts from the New Caledonian Sponge, Phleodictyon sp. Journal of Organic Chemistry 57(14): 3832-3835
Résumé [+] [-]Two new alkaloids, phloeodictine A (1) and phloeodictine B (21, possessing an unprecedented 6-hydroxy- 1,2,3,4 tetrahydropyrrolo[ 1,2-a]pyrimidinium skeleton have been isolated from an undescribed species of the deep sponge Phbeodictyon. The structures were determined by extensive spectroscopic analysis particularly two-dimensional NMR experiments. Both compounds exhibited in vitzo antibacterial activity against Gram-positive and Gram-negative bacteria and were moderately cytotoxic against KB cells.
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IP (Porifères) -
Laille M., Gerald F. & Debitus C. 1998. In vitro antiviral activity on dengue virus of marine natural products. Cellular and Molecular Life Sciences 54: 167-170
Résumé [+] [-]Metabolites isolated from marine inverte-brates, callipeltin A 1, crambescidin 2, ptilomycalin A 3,celeromycalin 4, gymnochrome B 5, gymnochrome D 6 and isogymnochrome D 7 previously shown bioactive on either herpes simplex virus 1 (2, 3, 4) or human immunodeficiency virus (1, 5, 6, 7), were tested on a new in vitro bioassay using the dengue virus 1. Only gymnochrome D and isogymnochrome D isolated from the living fossil crinoid Gymnocrinus richeri are highly potent dengue antiviral agents.
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IE (Échinodermes), IP (Porifères) -
Lenis L.A., Ferreiro M.J., Debitus C., Jiménez C., Quiñoá E. & Riguera R. 1998. The Unusual Presence of Hydroxylated Furanosesquiterpenes in the Deep Ocean Tunicate Ritterella rete. Chemical Interconversions and Absolute Stereochemistry. Tetrahedron letters 54: 5385-5406
Résumé [+] [-]Six new dendrolasin-type hydroxylated sesquiterpenes have been isolated from the cytotoxic extracts of the marine tunicate Ritterella rete. The absolute stereochemistry of the new compounds was determined by a combination of spectroscopic and chemical correlations, including derivatization with a recently introduced NMR reagent. This is the first time furanoterpenes have been isolated from a marine tunicate.
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IT (Tuniciers/ascidies) -
Malochet-grivois C., Roussakis C., Robillard N., Biard J., Riou D., Debitus C. & Verbist J.F. 1992. Effects in vitro of two marine substances, chlorolissoclimide and dichlorolissoclimide ,on a non-small-cell bronchopulmonary carcinoma line (NSCLC-N6). Anti-Cancer Drug Design 7: 493-502
Résumé [+] [-]The antiproliferative activity of two nitrogenous labdane cytotoxic substances from Lissoclinum voeltzkowi Michaelson (Urochordata), dichlorolissoclimide (P2) and chlorolissoclimide (P1), was studied in vitro on a continuous human non small- cell bronchopulmonary carcinoma line (NSCLC-N6) at the cell cycle level. This antiproliferative effect resulted from a blockade of G1 phase cells. Mortality occurred, regardless of the degree of cell ploidy, with cell transition to an out-of-cycle situation characteristic of a G1D terminal maturation state.
Campagnes accessibles citées (6) [+] [-]
Codes des collections associés: IT (Tuniciers/ascidies) -
Mancini I., Guella G., Debitus C., Duhet D. & Pietra F. 1994. 168. Imidazolone and lmidazolidinone Artifacts of a Pivotal Imidazolthione, Zyzzin, from the Poecilosclerid Sponge Zyzza inassalis from the Coral Sea. The First Thermochromic Systems of Marine Origin. Helvetica Chimica Acta 77: 1886-1894
Campagnes accessibles citées (1) [+] [-]
Codes des collections associés: IP (Porifères) -
Mancini I., Guella G., Debitus C., Waikedre J. & Pietra F. 1996. From Inactive Nortopsentin D, a Novel Bis(indole) Alkaloid Isolated from the Axinellid Sponge Dragmacidon sp. from Deep Waters South of New Caledonia, to a Strongly Cytotoxic Derivative. Helvetica Chimica Acta 79: 2075-2082
Résumé [+] [-]Nortopsentin D (S), a bis(indo1e) alkaloid unique for bearing a 2-amino-methylimidazole appendage at the central lH-imidazol-5(4H)-one nucleus, was isolated in abundance, besides the putative biogenetic precursor 6 of its appendage, from the deep-water axinellid sponge Dragmacidon sp. Structural elucidation of 5 by NMR and MS methods heavily relied on its N-methyl derivatives 8-11. Unusually for topsentin-type structures, natural 5 and semisynthetic methyl derivatives 8 and 10 proved inactive on KB tumoural cells, while introduction of the last three methyl groups, amazingly led to highly cytotoxic 11.
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IP (Porifères) -
Montagnac A., Païs M. & Debitus C. 1994. FASCIOSPONGIDES A, B, AND C, NEW MANOALIDE DERIVATIVES FROM THE SPONGE FASCIOSPONGIA SP. Journal of Natural Products 57(1): 186-190
Résumé [+] [-]Three new manoalide-related sesrerrerpenes. fasciospongides A [1], B [2], and C [3], have been isolated from the sponge Fasciospongia sp. and their structures elucidated by spectral methods.
Campagnes accessibles citées (8) [+] [-] -
Montagnac A., Martin M.T., Debitus C. & Païs M. 1996. Drimane sesquiterpenes from the sponge Dysidea fusca. Journal of Natural Products 59: 866-868
Résumé [+] [-]One known drimane sesquiterpene (1) and five new ones (2-6) have been isolated from the sponge Dysidea fusca. Their structures were elucidated mainly by 2D NMR. The relative stereochemistry at C-11 of 1 has been corrected to H-11 beta.
Campagnes accessibles citées (8) [+] [-]
Codes des collections associés: IT (Tuniciers/ascidies) -
Moretti C., Debitus C., Fournet A., Sauvain M., Bourdy G. & Laurent D. 1993. DIVERSITE BIOLOGIQUE TROPICALE ET INNOVATION THERAPEUTIQUE. LES RECHERCHES MENEES PAR L’ORSTOM. Ann. Soc. belge Méd. trop. 73: 169-178
Campagnes accessibles citées (6) [+] [-] -
Oger J.M., Richomme P., Bruneton J., Guinaudeau H., Sévenet T. & Debitus C. 1991. Steroids from Neosiphonia supertes, a marine fossil Sponge. Journal of Natural Products 54(1): 273-275
Résumé [+] [-]The sponge Neosiphonia supertes contains 24(28)-dehydroaplysterol [1] and the new steroid (25S)-26-methyl-24-methylenecholest-4-en-3-one [2].
Campagnes accessibles citées (4) [+] [-]
Codes des collections associés: IP (Porifères) -
Pusset J., Maillere B. & Debitus C. 1996. Evidence that Bistramide a, from the Ascidian Lissoclinum bistratlm Sluiter, has Immunomodulating Properties in vitro. Journal of Natural Toxins 5(1): 1-6
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IT (Tuniciers/ascidies) -
Rodriguez J., Riguera R. & Debitus C. 1992. NEW MARINE CYTOTOXIC BISPYRONES. ABSOLUTE STEREOCHEMISTRY OF ONCHITRIOLS I AND II. Tetrahedron letters 33(8): 1089-1092
Résumé [+] [-]The complete absolute stereochemistry of two new cytotoxic marine polypropionaies isolated from the saponified extract of the pulmonate mollusc Onchidium sp., onchitriol I and II (4, 5)was established using Mosher-Trost's methodology.
Campagnes accessibles citées (5) [+] [-]
Codes des collections associés: IM (Mollusques) -
Roussakis C., Robillard N., Riou D., Biard J., Pradal P., Piloquet P., Debitus C. & Verbist J. 1991. Effects of bistramide A on a non-small-cell bronchial carcinoma line. Cancer Chemother Pharmacol 28: 283-292
Campagnes accessibles citées (6) [+] [-]
Codes des collections associés: IT (Tuniciers/ascidies) -
Schubot F.D., Bilayet hossain M., Van der helm D., Païs M. & Debitus C. 1998. Crystal structure and absolute configuration of the indole alkaloid arborescidine C. Journal of Chemical Crystallography 28(1): 23-26
Résumé [+] [-]The structure and absolute configuration (3R, 17R) of the indole alkaloid arborescidine C were determined by x-ray diffraction. The six-membered ring assumes a half-chair conformation and the seven-membered ring has a twist-like conformation. The crystal packing is characterized by intermolecular hydrogen-bonding between the hydroxyl group and nitrogen atom N4 which leads to the formation of infinite chains of molecules along the a-axis of the crystal. The absolute configurations of two related indole alkaloids, arborescidine B and arborescidine D are inferred from the experimentally determined configuration of arborescidin C molecule. A comparison of the present structure with that of a related indole alkaloid akagerine showed significant conformational and configurational differences. Crystal data: C16H19N2OBr, orthorhombic, P21212, a = 10.3376(8), b = 15.461(4), c = 9.2094(9)A, V = 1471.9(6)A3, Z = 4, Dcalc = 1.510 g cm-3, A = 1.54178A.
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IT (Tuniciers/ascidies) -
Vassas A., Bourdy G., Paillard J., Lavayre J., Païs M., Quirion J. & Debitus C. 1996. Naturally Occurring Somatostatin and Vasoactive Intestinal Peptide Inhibitors. Isolation of haloids from Two Marine Sponges. Planta Medica 62: 28-30
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IP (Porifères) -
Zampella A., D'auria V., Minale L., Debitus C. & Roussakis C. 1996. Callipeltoside A: A Cytotoxic Aminodeoxy Sugar-Containing Macrolide of a New Type from the Marine Lithistida Sponge Callìpelta sp. Journal of American Chemical Society 118(45): 11085-11088
Résumé [+] [-]A cytotoxic glycoside macrolide, callipeltoside A, has been isolated from the marine lithistid sponge Callipelta sp., collected off New Caledonia. Structural assignent was accomplished through extensive 2D NMR spectroscopy. The complete relative stereochemistry is proposed from the analysis of ROESY and NOE difference experiments. Callipeltoside A (1) represents the first member of a new class of marine-derived macrolides, containing unusual structural features including a 4-amino-4,6-dideoxy-2-0,3-C-dimethyl-& talopyranosyl-3,4-urethane unit.
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IP (Porifères) -
Zampella A., D'auria V., Minale L. & Debitus C. 1997. Callipeitosides B and C, Two Novel Cytotoxic Glycoside Macrolides from a Marine Lithistida Sponge Callipelta sp. Tetrahedron letters 53(9): 3243-3248
Résumé [+] [-]Following the characterization of callipeltoside A (1), the first member of a novel class of marine glycoside macrolides, two more bioactive constituents, callipeltoside B (2) and C(3), were isolated from Callipelta sp. in very low amounts. The structures, assigned on the basis of spectral analysis, include the same 14-membered macrolide as in callipeltoside A (1) but differed in the saccharide moieties.
Campagnes accessibles citées (9) [+] [-]
Codes des collections associés: IP (Porifères)