BIOSYNTHESIS OF (-)-INDOLACTAM-V, THE BASIC RING-STRUCTURE OF TUMOR PROMOTERS TELEOCIDINS

被引:26
作者
IRIE, K
KAJIYAMA, S
FUNAKI, A
KOSHIMIZU, K
HAYASHI, H
ARAI, M
机构
[1] KYOTO UNIV,FAC AGR,DEPT FOOD SCI & TECHNOL,KYOTO 606,JAPAN
[2] UNIV OSAKA PREFECTURE,COLL AGR,DEPT AGR CHEM,SAKAI,OSAKA 591,JAPAN
关键词
D O I
10.1016/S0040-4039(00)94344-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(-)-Indolactam V (1) was shown to be biosynthesized from L-tryptophan, L-valine and L-methionine via N-methyl-L-valyl-L-tryptophanol (3) by feeding experiments with several D or 13C-labelled amino acids and possible biosynthetic precursors. © 1990.
引用
收藏
页码:101 / 104
页数:4
相关论文
共 10 条
[2]   SYNTHESIS AND STEREOCHEMISTRY OF INDOLACTAM-V, AN ACTIVE FRAGMENT OF TELEOCIDINS - STRUCTURAL REQUIREMENTS FOR TUMOR-PROMOTING ACTIVITY [J].
ENDO, Y ;
SHUDO, K ;
ITAI, A ;
HASEGAWA, M ;
SAKAI, S .
TETRAHEDRON, 1986, 42 (21) :5905-5924
[3]   INDOLE ALKALOIDS - DIHYDROTELEOCIDIN-B, TELEOCIDIN, AND LYNGBYATOXIN-A AS MEMBERS OF A NEW CLASS OF TUMOR PROMOTERS [J].
FUJIKI, H ;
MORI, M ;
NAKAYASU, M ;
TERADA, M ;
SUGIMURA, T ;
MOORE, RE .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1981, 78 (06) :3872-3876
[4]  
Hitotsuyanagi Y., 1985, 27TH S CHEM NAT PROD, P624
[5]   IDENTIFICATION OF THE MICROORGANISM WHICH PRODUCES EPSTEIN-BARR VIRUS EARLY ANTIGEN-INDUCING INDOLE ALKALOIDS [J].
IRIE, K ;
HAGIWARA, N ;
KOSHIMIZU, K ;
HAYASHI, H ;
MURAO, S ;
ITO, Y .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1985, 49 (03) :845-847
[6]   THE EPSTEIN-BARR VIRUS EARLY ANTIGEN INDUCING INDOLE ALKALOIDS, (-)-INDOLACTAM-V AND ITS RELATED-COMPOUNDS, PRODUCED BY ACTINOMYCETES [J].
IRIE, K ;
HIROTA, M ;
HAGIWARA, N ;
KOSHIMIZU, K ;
HAYASHI, H ;
MURAO, S ;
TOKUDA, H ;
ITO, Y .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1984, 48 (05) :1269-1274
[7]  
NAKATA H, 1966, TETRAHEDRON LETT, P2515
[8]   SYNTHETIC STUDIES ON TELEOCIDIN .4. AN EFFICIENT SYNTHESIS OF (-)-INDOLACTAM-V [J].
NAKATSUKA, S ;
MASUDA, T ;
SAKAI, K ;
GOTO, T .
TETRAHEDRON LETTERS, 1986, 27 (47) :5735-5738
[9]  
SAKAI S, 1987, 31ST M PHARM SOC JAP, P92
[10]   A NEW TOXIC SUBSTANCE, TELEOCIDIN, PRODUCED BY STREPTOMYCES .1. PRODUCTION, ISOLATION AND CHEMICAL STUDIES [J].
TAKASHIMA, M ;
SAKAI, H .
BULLETIN OF THE AGRICULTURAL CHEMICAL SOCIETY OF JAPAN, 1960, 24 (07) :647-651