SYNTHETIC STUDIES ON THE FURAN RING OF WORTMANNIN

被引:26
作者
NORMAN, BH
PASCHAL, J
VLAHOS, CJ
机构
[1] Cancer Research, Eli Lilly and Company, Lilly Corporate Center, Indianapolis
关键词
D O I
10.1016/0960-894X(95)00191-U
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Synthetic studies on the fungal metabolite, wortmannin, were undertaken in an effort to gain insight into the structure activity relationships of wortmannin analogs on phosphatidylinositol-3'-kinase (PI-3-kinase). Our work has focused on the chemistry of the previously unexplored furan ring and has uncovered several interesting and novel chemical transformations, which are described herein.
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页码:1183 / 1186
页数:4
相关论文
共 11 条
[1]   SYNTHETIC STUDIES ON WORTMANNIN AND 11-DESACETOXYWORTMANNIN [J].
BROKA, CA ;
RUHLAND, B .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (18) :4888-4894
[2]   DIMETHYLOXOSULFONIUM METHYLIDE ((CH3)2SOCH2) AND DIMETHYLSULFONIUM METHYLIDE ((CH3)2SCH2) FORMATION AND APPLICATION TO ORGANIC SYNTHESIS [J].
COREY, EJ ;
CHAYKOVSKY, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (06) :1353-+
[3]   ISOLATION AND STRUCTURAL ELUCIDATION OF 11-DEACETOXYWORTMANNIN [J].
HAEFLIGE.W ;
HAUSER, D .
HELVETICA CHIMICA ACTA, 1973, 56 (08) :2901-2904
[4]   SELECTIVE FUNCTIONALIZATION OF WORTMANNIN USING FURAN RING MASKING [J].
HAEFLIGER, W ;
KIS, Z ;
HAUSER, D .
HELVETICA CHIMICA ACTA, 1975, 58 (06) :1620-1628
[5]   INTRODUCTION OF CORTICOID SIDE-CHAIN IN WORTMANNIN [J].
HAEFLIGER, W ;
HAUSER, D .
HELVETICA CHIMICA ACTA, 1975, 58 (06) :1629-1633
[6]   FUNGAL PRODUCTS .3. STRUCTURE OF WORTMANNIN AND SOME HYDROLYSIS PRODUCTS [J].
MACMILLAN, J ;
VANSTONE, AE ;
YEBOAH, SK .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (22) :2898-2903
[7]   ABSOLUTE STEREOCHEMISTRY OF FUNGAL PRODUCT, WORTMANNIN [J].
MACMILLAN, J ;
YEBOAH, SK ;
SIMPSON, TJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (19) :1063-+
[8]   CRYSTAL-STRUCTURE AND ABSOLUTE CONFIGURATION OF WORTMANNIN AND OF WORTMANNIN PARA BROMOBENZOATE [J].
PETCHER, TJ ;
WEBER, HP ;
KIS, Z .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (19) :1061-&
[9]   INHIBITORS OF PHOSPHATIDYLINOSITOL SIGNALING AS ANTIPROLIFERATIVE AGENTS [J].
POWIS, G .
CANCER AND METASTASIS REVIEWS, 1994, 13 (01) :91-103
[10]  
POWIS G, 1994, CANCER RES, V54, P2419