Synthesis of 5-epiaragusterol A

被引:7
作者
Mitome, H [1 ]
Miyaoka, H [1 ]
Takahashi, H [1 ]
Yamada, Y [1 ]
机构
[1] TOKYO UNIV PHARM & LIFE SCI,SCH PHARM,HACHIOJI,TOKYO 19203,JAPAN
关键词
D O I
10.1016/S0960-894X(97)00089-9
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Synthesis of 5-epiaragusterol A (1) from deoxycholic acid was achieved. 5-Epiaragusterol A (1) showed antiproliferative activity against KB cells, which was equivalent to that of aragusterol A. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:691 / 692
页数:2
相关论文
共 8 条
[1]   SYNTHETIC STUDIES ON POLYETHER ANTIBIOTICS .6. TOTAL SYNTHESIS OF MONENSIN .3. STEREOCONTROLLED TOTAL SYNTHESIS OF MONENSIN [J].
FUKUYAMA, T ;
AKASAKA, K ;
KARANEWSKY, DS ;
WANG, CLJ ;
SCHMID, G ;
KISHI, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (01) :262-263
[2]   ARAGUSTEROL-B AND ARAGUSTEROL-D, NEW 26,27-CYCLOSTEROLS FROM THE OKINAWAN MARINE SPONGE OF THE GENUS XESTOSPONGIA [J].
IGUCHI, K ;
SHIMURA, H ;
TAIRA, S ;
YOKOO, C ;
MATSUMOTO, K ;
YAMADA, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (24) :7499-7502
[3]   ARAGUSTEROL-A - A POTENT ANTITUMOR MARINE STEROID FROM THE OKINAWAN SPONGE OF THE GENUS, XESTOSPONGIA [J].
IGUCHI, K ;
FUJITA, M ;
NAGAOKA, H ;
MITOME, H ;
YAMADA, Y .
TETRAHEDRON LETTERS, 1993, 34 (39) :6277-6280
[4]   A simple decomposition of bile acid-side chain of the methyl ketone level [J].
Meystre, C ;
Frey, H ;
Wettstein, A ;
Miescher, K .
HELVETICA CHIMICA ACTA, 1944, 27 :1815-1824
[5]   SYNTHESIS OF ANTITUMOR MARINE STEROID ARAGUSTEROLS [J].
MITOME, H ;
MIYAOKA, H ;
NAKANO, M ;
YAMADA, Y .
TETRAHEDRON LETTERS, 1995, 36 (45) :8231-8234
[6]   HIGH STEREOSELECTIVITIES AND REGIOSELECTIVITIES IN TRANSITION-METAL CATALYZED EPOXIDATIONS OF OLEFINIC ALCOHOLS BY TERT-BUTYL HYDROPEROXIDE [J].
SHARPLES.KB ;
MICHAELS.RC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (18) :6136-6137
[7]   ARAGUSTEROL-C - A NOVEL HALOGENATED MARINE STEROID FROM AN OKINAWAN SPONGE, XESTOSPONGIA SP, POSSESSING POTENT ANTITUMOR-ACTIVITY [J].
SHIMURA, H ;
IGUCHI, K ;
YAMADA, Y ;
NAKAIKE, S ;
YAMAGISHI, T ;
MATSUMOTO, K ;
YOKOO, C .
EXPERIENTIA, 1994, 50 (02) :134-136
[8]   SYNTHESIS AND BIOLOGICAL-ACTIVITY OF BILE ACID-DERIVED HMG-COA REDUCTASE INHIBITORS - THE ROLE OF 21-METHYL IN RECOGNITION OF HMG-COA REDUCTASE AND THE ILEAL BILE-ACID TRANSPORT-SYSTEM [J].
WESS, G ;
KRAMER, W ;
HAN, XB ;
BOCK, K ;
ENHSEN, A ;
GLOMBIK, H ;
BARINGHAUS, KH ;
BOGER, G ;
URMANN, M ;
HOFFMANN, A ;
FALK, E .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (20) :3240-3246