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
收藏
页码：1203 / 1205
页数：3
相关论文
共 26 条
  • [1] FURANO-IDOLINES AND PYRANO-IDOLINES - MODEL COMPOUNDS FOR INDOLE ALKALOID STUDIES
    BRITTEN, AZ
    BARDSLEY, WG
    HILL, CM
    [J]. 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
    DECODTS, G
    WAKSELMA.M
    VILKAS, M
    [J]. TETRAHEDRON, 1970, 26 (13) : 3313 - &
  • [5] RAPID SYNTHESES OF SOME INDOLE ALKALOIDS OF THE CALABAR BEAN
    HORNE, S
    TAYLOR, N
    COLLINS, S
    RODRIGO, R
    [J]. 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
    KIRBY, GW
    SHAH, SW
    HERBERT, EJ
    [J]. 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
123