Biomimetic approach to communesin B (a.k.a. nomofungin)

被引：110

作者：

May, JA ^{[1
]}

Zeidan, RK ^{[1
]}

Stoltz, BM ^{[1
]}

机构：

[1] CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Lab Chem Synth, Pasadena, CA 91125 USA

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 06期

关键词：

D O I：

10.1016/S0040-4039(02)02790-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The development of an approach to the alkaloid communesin B (2) is presented. The approach is based on considerations of a possible biosynthetic sequence involving an oxidative coupling of tryptamine with a derivative of the ergot alkaloid aurantioclavine. Structure revision is also suggested for the recently isolated microfilament disrupting alkaloid nomofungin. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：1203 / 1205

页数：3

共 26 条

[1] FURANO-IDOLINES AND PYRANO-IDOLINES - MODEL COMPOUNDS FOR INDOLE ALKALOID STUDIES [J].

BRITTEN, AZ ;

BARDSLEY, WG ;

HILL, CM .

TETRAHEDRON, 1971, 27 (22) :5631-&

[2]

CHAN TL, 1968, J BIOL CHEM, V243, P6284

[3]

Dachriyanus, 2000, AUST J CHEM, V53, P159

[4] ALKYLATION OF INDOLE COMPOUNDS BY HYDROXYMETHYLPHENOL, AMINOMETHYLPHENOL AND HALOMETHYLPHENOL [J].

DECODTS, G ;

WAKSELMA.M ;

VILKAS, M .

TETRAHEDRON, 1970, 26 (13) :3313-&

[5] RAPID SYNTHESES OF SOME INDOLE ALKALOIDS OF THE CALABAR BEAN [J].

HORNE, S ;

TAYLOR, N ;

COLLINS, S ;

RODRIGO, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (12) :3047-3051

[6]

IWAO M, 1995, TETRAHEDRON LETT, V36, P5929, DOI 10.1016/00404-0399(50)1197P-

[7]

Jackson A.H., 1964, J. Chem. Soc, P5510, DOI DOI 10.1039/JR9640005510

[8] BIOSYNTHESIS OF CHIMONANTHINE FROM [2-3H]TRYPTOPHAN AND [2-3H]-TRYPTAMINE [J].

KIRBY, GW ;

SHAH, SW ;

HERBERT, EJ .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (14) :1916-&

[9]

KOZLOVSKII AG, 1981, DOKL AKAD NAUK SSSR+, V260, P230

[10]

Li J, 2001, ANGEW CHEM INT EDIT, V40, P4765, DOI 10.1002/1521-3773(20011217)40:24<4765::AID-ANIE4765>3.0.CO

← 1 2 3 →