Simple synthesis of climacostol, a defensive secretion by the ciliate Climacostomum virens

被引：12

作者：

Abe, Y

Mori, K

机构：

[1] Sci Univ Tokyo, Fac Sci, Dept Chem, Shinjuku Ku, Tokyo 1628601, Japan

[2] Sci Univ Tokyo, Dept Math & Sci Educ, Grad Sch Sci, Shinjuku Ku, Tokyo 1628601, Japan

来源：

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY | 2001年 / 65卷 / 09期

关键词：

alkenyl resorcinol; ciliate; Climacostomum virens; defensive toxin; resorcinolic lipid;

D O I：

10.1271/bbb.65.2110

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Climacostol {1,3-dihydroxy-5-[(Z)-2'-nonenyl] benzene, 1}, a defensive secretion by the protozoan ciliate Climacostomum virens against predators, was synthesized in a 43% overall yield in three steps by starting from methyl 1,3-bis(tert-butyldimethylsilyloxy) phenylacetate (3).

引用

页码：2110 / 2112

页数：3

共 5 条

[1] Synthesis of gibbilimbols A-D, cytotoxic and antibacterial alkenylphenols isolated from Piper gibbilimbum [J].

Abe, Y ;

Takikawa, H ;

Mori, K .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2001, 65 (03) :732-735

[2]

BESTMANN HJ, 1980, CHEM BER, V113, P2939

[3] Resorcinolic lipids, the natural non-isoprenoid phenolic amphiphiles and their biological activity [J].

Kozubek, A ;

Tyman, JHP .

CHEMICAL REVIEWS, 1999, 99 (01) :1-25

[4] Climacostol, a defense toxin of the heterotrich ciliate Climacostomum virens against predators [J].

Masaki, ME ;

Harumoto, T ;

Terazima, MN ;

Miyake, A ;

Usuki, Y ;

Iio, H .

TETRAHEDRON LETTERS, 1999, 40 (47) :8227-8229

[5] SYNTHESIS OF 3,5-DIHYDROXYPHENYLGLYCINE DERIVATIVES AND THE C-TERMINAL DIPEPTIDE OF VANCOMYCIN [J].

STONE, MJ ;

MAPLESTONE, RA ;

RAHMAN, SK ;

WILLIAMS, DH .

TETRAHEDRON LETTERS, 1991, 32 (23) :2663-2666

← 1 →