EVIDENCE FOR AMINOGLYCOSIDE PARTICIPATION IN THIOL ACTIVATION OF NEOCARZINOSTATIN CHROMOPHORE - SYNTHESIS AND REACTIVITY OF THE EPOXY DIENEDIYNE CORE

被引:71
作者
MYERS, AG
HARRINGTON, PM
KWON, BM
机构
[1] Arnold and Mabel Beckman Laboratories of Chemical Synthesis, California Institute of Technology, Pasadena
关键词
D O I
10.1021/ja00029a046
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:1086 / 1087
页数:2
相关论文
共 23 条
[1]   STUDIES WITH TRIALKYLSILYLTRIFLATES - NEW SYNTHESES AND APPLICATIONS [J].
COREY, EJ ;
CHO, H ;
RUCKER, C ;
HUA, DH .
TETRAHEDRON LETTERS, 1981, 22 (36) :3455-3458
[2]   KINETICS OF TRISULFIDE CLEAVAGE IN CALICHEAMICIN-ASSESSING THE ROLE OF THE ETHYLAMINO GROUP [J].
CRAMER, KD ;
TOWNSEND, CA .
TETRAHEDRON LETTERS, 1991, 32 (36) :4635-4638
[3]   CRYOSPECTROKINETIC EVIDENCE FOR THE MODE OF REVERSIBLE BINDING OF NEOCARZINOSTATIN CHROMOPHORE TO POLY(DEOXYADENYLIC-THYMIDYLIC ACID) [J].
DASGUPTA, D ;
AULD, DS ;
GOLDBERG, IH .
BIOCHEMISTRY, 1985, 24 (25) :7049-7054
[4]  
DOI T, 1991, J ORG CHEM, V56, P3465, DOI 10.1021/jo00011a002
[5]   ABSOLUTE-CONFIGURATION OF THE AMINO SUGAR MOIETY OF THE NEOCARZINOSTATIN CHROMOPHORE [J].
EDO, K ;
AKIYAMA, Y ;
SAITO, K ;
MIZUGAKI, M ;
KOIDE, Y ;
ISHIDA, N .
JOURNAL OF ANTIBIOTICS, 1986, 39 (11) :1615-1619
[6]   THE STRUCTURE OF NEOCARZINOSTATIN CHROMOPHORE POSSESSING A NOVEL BICYCLO-[7,3,0]DODECADIYNE SYSTEM [J].
EDO, K ;
MIZUGAKI, M ;
KOIDE, Y ;
SETO, H ;
FURIHATA, K ;
OTAKE, N ;
ISHIDA, N .
TETRAHEDRON LETTERS, 1985, 26 (03) :331-334
[7]   REACTIONS OF THE TRISULFIDE MOIETY IN CALICHEAMICIN [J].
ELLESTAD, GA ;
HAMANN, PR ;
ZEIN, N ;
MORTON, GO ;
SIEGEL, MM ;
PASTEL, M ;
BORDERS, DB ;
MCGAHREN, WJ .
TETRAHEDRON LETTERS, 1989, 30 (23) :3033-3036
[8]   2 DIVERSE MODES OF AROMATIZATION OF A NEW 10-MEMBERED RING ANALOG OF NEOCARZINOSTATIN CHROMOPHORE [J].
FUJIWARA, K ;
KURISAKI, A ;
HIRAMA, M .
TETRAHEDRON LETTERS, 1990, 31 (30) :4329-4332
[9]   NEOCARZINOSTATIN CHROMOPHORE - PRESENCE OF A HIGHLY STRAINED ETHER RING AND ITS REACTION WITH MERCAPTAN AND SODIUM-BOROHYDRIDE [J].
HENSENS, OD ;
DEWEY, RS ;
LIESCH, JM ;
NAPIER, MA ;
REAMER, RA ;
SMITH, JL ;
ALBERSSCHONBERG, G ;
GOLDBERG, IH .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1983, 113 (02) :538-547
[10]   THE 10-MEMBERED RING ANALOGS OF NEOCARZINOSTATIN CHROMOPHORE - DESIGN, SYNTHESIS, AND MODE OF DECOMPOSITION [J].
HIRAMA, M ;
FUJIWARA, K ;
SHIGEMATU, K ;
FUKAZAWA, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (11) :4120-4122