The first 12-methylhopanoid:: 12-methylbacteriohopanetetrol from the marine sponge Plakortis simplex

被引：20

作者：

Costantino, V ^{[1
]}

Fattorusso, E ^{[1
]}

Imperatore, C ^{[1
]}

Mangoni, A ^{[1
]}

机构：

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

来源：

TETRAHEDRON | 2000年 / 56卷 / 23期

关键词：

marine metabolites; terpenes and terpenoids; natural products; polyols;

D O I：

10.1016/S0040-4020(00)00304-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Large amounts of bacteriohopanoids have been isolated from the marine sponge Plakortis simplex. In addition to the common bacteriohopanetetrol, the new 12-methylbacteriohopanetetrol, with an unprecedented methylation at C-12, was isolated and characterized by an extensive NMR analysis. While bacteriohopanetetrol is most likely of dietary origin, the unusual methylation at C-12 could be carried out by the sponge. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：3781 / 3784

页数：4

共 10 条

[1] Steroids from sponges: Recent reports [J].

Aiello, A ;

Fattorusso, E ;

Menna, M .

STEROIDS, 1999, 64 (10) :687-714

[2] BACTERIAL STEROL SURROGATES - DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF BACTERIOHOPANETETROL SIDE-CHAIN BY HEMISYNTHESIS OF ITS DIASTEREOISOMERS [J].

BISSERET, P ;

ROHMER, M .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (12) :2958-2964

[3] PHOSPHOLIPID STUDIES OF MARINE ORGANISMS .25. SPONGE PHOSPHOLIPIDS [J].

DJERASSI, C ;

LAM, WK .

ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (03) :69-75

[4] MARINE STEROLS [J].

KERR, RG ;

BAKER, BJ .

NATURAL PRODUCT REPORTS, 1991, 8 (05) :465-497

[5] NOVEL HOPANOIDS FROM THE METHYLOTROPHIC BACTERIA METHYLOCOCCUS-CAPSULATUS AND METHYLOMONAS-METHANICA - (22S)-35-AMINOBACTERIOHOPANE-30,31,32,33,34-PENTOL AND (22S)-35-AMINO-3-BETA-METHYLBACTERIOHOPANE-30,31,32,33,34-PENTOL [J].

NEUNLIST, S ;

ROHMER, M .

BIOCHEMICAL JOURNAL, 1985, 231 (03) :635-639

[6] PROKARYOTIC TRITERPENOIDS - THE HOPANOIDS OF THE PURPLE NON-SULFUR BACTERIUM RHODOMICROBIUM-VANNIELII - AN AMINOTRIOL AND ITS AMINOACYL DERIVATIVES, N-TRYPTOPHANYL AND N-ORNITHINYL AMINOTRIOL [J].

NEUNLIST, S ;

HOLST, O ;

ROHMER, M .

EUROPEAN JOURNAL OF BIOCHEMISTRY, 1985, 147 (03) :561-568

[7] HOPANOIDS .2. BIOHOPANOIDS - A NOVEL CLASS OF BACTERIAL LIPIDS [J].

OURISSON, G ;

ROHMER, M .

ACCOUNTS OF CHEMICAL RESEARCH, 1992, 25 (09) :403-408

[8]

ROHMER M, 1976, TETRAHEDRON LETT, P3633

[9] 35-O-BETA-6-AMINO-6-DEOXYGLUCOPYRANOSYL BACTERIOHOPANETETROL, A NOVEL TRITERPENOID OF THE HOPANE SERIES FROM THE CYANOBACTERIUM SYNECHOCYSTIS SP PCC-6714 [J].

SIMONIN, P ;

JURGENS, UJ ;

ROHMER, M .

TETRAHEDRON LETTERS, 1992, 33 (25) :3629-3632

[10] Structures of two bacteriohopanoids with acyclic pentol side-chains from the cyanobacterium Nostoc PCC 6720 [J].

Zhao, N ;

Berova, N ;

Nakanishi, K ;

Rohmer, M ;

Mougenot, P ;

Jurgens, UJ .

TETRAHEDRON, 1996, 52 (08) :2777-2788

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