Climacostol, a defense toxin of the heterotrich ciliate Climacostomum virens against predators

被引：32

作者：

Masaki, ME

Harumoto, T

Terazima, MN

Miyake, A

Usuki, Y

Iio, H ^{[1
]}

机构：

[1] Osaka City Univ, Grad Sch Sci, Dept Mat Sci, Osaka 5588585, Japan

[2] Nara Womens Univ, Dept Biol Sci, Nara 6308285, Japan

[3] Univ Camerino, Dept Mol Cellular & Anim Biol, Camerino, MC, Italy

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 47期

关键词：

biologically active compounds; toxins; phenols; cobalt; cobalt compounds;

D O I：

10.1016/S0040-4039(99)01722-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A toxic substance (climacostol) of the protozoan ciliate Climacostomum virens against the predatory ciliate Dileptus margaritifer was established as 1,3-dihydoxy-5-[(Z)-2'-nonenyl]benzene. The structure was rigorously confirmed by the total synthesis. (C) 1999 Elsevier Science Ltd. All rights reserved.

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页码：8227 / 8229

页数：3

相关论文

共 19 条

[1] Simple synthesis of 5-substituted resorcinols: A revisited family of interesting bioactive molecules [J].

Alonso, E ;

Ramon, DJ ;

Yus, M .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (02) :417-421

[2]

BANDYOPADHYAY C, 1985, J AGR FOOD CHEM, V33, P377, DOI 10.1021/jf00063a014

[3] Chemical structure of blepharismin, the photosensor pigment for Blepharisma japonicum [J].

Checcucci, G ;

Shoemaker, RS ;

Bini, E ;

Cerny, R ;

Tao, NB ;

Hyon, JS ;

Gioffre, D ;

Ghetti, F ;

Lenci, F ;

Song, PS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (24) :5762-5763

[4] Chemical defense by means of pigmented extrusomes in the ciliate Blepharisma japonicum [J].

Harumoto, T ;

Miyake, A ;

Ishikawa, N ;

Sugibayashi, R ;

Zenfuku, K ;

Iio, H .

EUROPEAN JOURNAL OF PROTISTOLOGY, 1998, 34 (04) :458-470

[5]

Harumoto T., 1994, Zoological Science (Tokyo), V11, P24

[6]

Hosokawa S, 1996, SYNLETT, P351

[7] Reductive decomplexation of biscobalthexacarbonyl acetylenes into olefins [J].

Hosokawa, S ;

Isobe, M .

TETRAHEDRON LETTERS, 1998, 39 (17) :2609-2612

[8] AN EFFICIENT ROUTE TO SKIPPED DIYNES AND TRIYNES, (Z,Z) DIENES AND (Z,Z,Z) TRIENES [J].

JEFFERY, T ;

GUEUGNOT, S ;

LINSTRUMELLE, G .

TETRAHEDRON LETTERS, 1992, 33 (39) :5757-5760

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

Kozubek, A ;

Tyman, JHP .

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

[10] Phospholipase Cγ1 inhibitory principles from the sarcotestas of Ginkgo biloba [J].

Lee, JS ;

Cho, YS ;

Park, FJ ;

Kim, J ;

Oh, WK ;

Lee, HS ;

Ahn, JS .

JOURNAL OF NATURAL PRODUCTS, 1998, 61 (07) :867-871