Dehydroconicasterol and Aurantoic Acid, a Chlorinated Polyene Derivative, from the Indonesian Sponge Theonella swinhoei

被引：16

作者：

Angawi, Rihab F. ^{[1
]}

Calcinai, Barbara ^{[2
]}

Cerrano, Carlo ^{[3
]}

Dien, Henny Adeleida ^{[4
]}

Fattorusso, Ernesto ^{[1
]}

Scala, Fernando ^{[1
]}

Taglialatela-Scafati, Orazio ^{[1
]}

机构：

[1] Univ Naples Federico 2, Dipartimento Chim Sostanze Nat, I-80131 Naples, Italy

[2] Univ Politecn Marche, Dipartimento Sci Mare, I-60131 Ancona, Italy

[3] Univ Genoa, Dipartimento Studio Terr & Risorse, I-16132 Genoa, Italy

[4] Sam Ratulangi Univ, Fac Fishery & Marine Sci, Manado, Indonesia

来源：

JOURNAL OF NATURAL PRODUCTS | 2009年 / 72卷 / 12期

关键词：

PAPUA-NEW-GUINEA; MARINE SPONGE; BIOSYNTHESIS; GLYCOSIDES; MACROLIDE; STEROLS;

D O I：

10.1021/np900669d

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

The chlorinated polyene aurantoic acid (1) and the 4-methylene sterol dehydroconicasterol (2) were isolated from the Indonesian sponge Theonella swinhoei, and their structures were elucidated by interpretation of spectroscopic data. Aurantoic acid is a unique member in the class of naturally occurring conjugated polyene derivatives, while dehydroconicasterol is the likely biogenetic precursor of the major Theonella 4-methylene sterols.

引用

页码：2195 / 2198

页数：4

共 16 条

[1] Isolation of swinholide A and related glycosylated derivatives from two field collections of marine cyanobacteria [J].

Andrianasolo, EH ;

Gross, H ;

Goeger, D ;

Musafija-Girt, M ;

McPhail, KP ;

Leal, RM ;

Mooberry, SL ;

Gerwick, WH .

ORGANIC LETTERS, 2005, 7 (07) :1375-1378

[2] STRUCTURE OF SWINHOLIDE-A, A NEW MACROLIDE FROM THE MARINE SPONGE THEONELLA-SWINHOEI [J].

CARMELY, S ;

KASHMAN, Y .

TETRAHEDRON LETTERS, 1985, 26 (04) :511-514

[3] IDENTIFICATION OF 2 CONJUGATED PENTAENOIC ACIDS IN INSECT FAT, AJE [J].

CASON, J ;

DAVIS, R ;

SHEEHAN, MH .

JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (18) :2621-&

[4] Oxygenated cembranoids of the decaryiol type from the Indonesian soft coral Lobophytum sp. [J].

Fattorusso, Ernesto ;

Romano, Adriana ;

Taglialatela-Scafati, Orazio ;

Irace, Carlo ;

Maffettone, Carmen ;

Bavestrello, Giorgio ;

Cerrano, Carlo .

TETRAHEDRON, 2009, 65 (15) :2898-2904

[5] Papuamides A-D, HIV-inhibitory and cytotoxic depsipeptides from the sponges Theonella mirabilis and Theonella swinhoei collected in Papua New Guinea [J].

Ford, PW ;

Gustafson, KR ;

McKee, TC ;

Shigematsu, N ;

Maurizi, LK ;

Pannell, LK ;

Williams, DE ;

de Silva, ED ;

Lassota, P ;

Allen, TM ;

Van Soest, R ;

Andersen, RJ ;

Boyd, MR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (25) :5899-5909

[6] BIOSYNTHESIS OF STEROLS IN HIGHER PLANTS [J].

GOAD, LJ ;

GOODWIN, TW .

BIOCHEMICAL JOURNAL, 1966, 99 (03) :735-&

[7] Polytheonamides A and B, highly cytotoxic, linear polypeptides with unprecedented structural features, from the marine sponge, Theonella swinhoeiii [J].

Hamada, T ;

Matsunaga, S ;

Yano, G ;

Fusetani, N .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (01) :110-118

[8] STEROLS IN MARINE-INVERTEBRATES .22. ISOLATION AND STRUCTURE ELUCIDATION OF CONICASTEROL AND THEONELLASTEROL, 2 NEW 4-METHYLENE STEROLS FROM THE RED-SEA SPONGES THEONELLA-CONICA AND THEONELLA-SWINHOEI [J].

KHO, E ;

IMAGAWA, DK ;

ROHMER, M ;

KASHMAN, Y ;

DJERASSI, C .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (09) :1836-1839

[9] STRUCTURE OF SWINHOLIDE-A - A POTENT CYTO-TOXIC MACROLIDE FROM THE OKINAWAN MARINE SPONGE THEONELLA-SWINHOEI [J].

KOBAYASHI, M ;

TANAKA, J ;

KATORI, T ;

MATSUURA, M ;

KITAGAWA, I .

TETRAHEDRON LETTERS, 1989, 30 (22) :2963-2966

[10] THEONELLAMIDES A-E, CYTOTOXIC BICYCLIC PEPTIDES, FROM A MARINE SPONGE THEONELLA SP [J].

MATSUNAGA, S ;

FUSETANI, N .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05) :1177-1181

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