Blazeispirol D and Z, as the actual intermediates of blazeispirol A biosynthesis from the cultured mycelia of the fungus Agaricus blazei

被引：11

作者：

Hirotani, M ^{[1
]}

Hirotani, S ^{[1
]}

Yoshikawa, T ^{[1
]}

机构：

[1] Kitasato Univ, Sch Pharmaceut Sci, Minato Ku, Tokyo 1088641, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 31期

关键词：

fungi; natural products; des-A-steroid; NMR;

D O I：

10.1016/S0040-4039(01)00949-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

Two novel blazeispirol derivatives, blazeispirol D and ZI as the actual intermediates of blazeispirol A biosynthesis have been isolated from the cultured mycelia of Agaricus blazei (Agaricaceae). The structures were elucidated to be (20S,22S,23R,24S)-14 beta, 22: 22, 25-diepoxy-des-A-ergosta-5,7,9,11-tetraene-5,23-diol and (20S,22S,23R,24S)-14 beta ,22:22,22-diepoxy-23-hydroxy-4,5-seco-ergosta-6,8,11-triene-3,5-dione by comparison of extensive 1D and 2D NMR spectral data with that of blazeispirol A. It is discussed that the compounds are the actual intermediates of blazeispirol A biosynthesis. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：5261 / 5264

页数：4

共 13 条

[1]

PHOTO-CHEMICAL OR PHOTO-MIMETIC FOSSIL TRITERPENOIDS IN SEDIMENTS AND PETROLEUM [J].

CORBET, B ;

ALBRECHT, P ;

OURISSON, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (03) :1171-1173

[2]

Biosynthesis of blazeispirol A, an unprecedented skeleton from the cultured mycelia of the fungus Agaricus blazei [J].

Hirotani, M ;

Kaneko, A ;

Asada, Y ;

Yoshikawa, T .

TETRAHEDRON LETTERS, 2000, 41 (32) :6101-6104

[3]

Blazeispirol A, an unprecedented skeleton from the cultured mycelia of the fungus Agaricus blazei [J].

Hirotani, M ;

Hirotani, S ;

Takayanagi, H ;

Yoshikawa, T .

TETRAHEDRON LETTERS, 1999, 40 (02) :329-332

[4]

Blazeispirol X and Y, two novel carbon skeletal sterols from the cultured mycelia of the fungus Agaricus blazei [J].

Hirotani, M ;

Hirotani, S ;

Yoshikawa, T .

TETRAHEDRON LETTERS, 2000, 41 (26) :5107-5110

[5]

DE-A-STEROIDS IN IMMATURE MARINE SHALES [J].

PEAKMAN, TM ;

FARRIMOND, P ;

BRASSELL, SC ;

MAXWELL, JR .

ORGANIC GEOCHEMISTRY, 1986, 10 (4-6) :779-789

[6]

PEAKMAN TM, 1988, TETRAHEDRON, V44, P1559

[7]

SCOTT AI, 1964, INTERPRETATION ULTRA, P222

[8]

SPYCKERELLE C, 1977, J CHEM RES S, P332

[9]

SPYCKERELLE C, 1977, J CHEM RES S, P330

[10]

SPYCKERELLE C, 1977, J CHEM RES M, P3801

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