UNUSUALLY FACILE AROMATIZATION OF 2BETA-HYDROXY-19-OXO-4-ANDROSTENE-3,17-DIONE TO ESTRONE - IMPLICATIONS IN ESTROGEN BIOSYNTHESIS

被引:62
作者
HOSODA, H [1 ]
FISHMAN, J [1 ]
机构
[1] MONTEFIORE HOSP & MED CTR,INST STEROID RES,NEW YORK,NY 10467
关键词
D O I
10.1021/ja00830a025
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:7325 / 7329
页数:5
相关论文
共 26 条
[1]   INTERMEDIARY ROLE OF A 19-OXOANDROGEN IN BIOSYNTHESIS OF OESTROGEN [J].
AKHTAR, M ;
SKINNER, SJM .
BIOCHEMICAL JOURNAL, 1968, 109 (02) :318-&
[2]   SYNTHETIC STUDIES ON C-19 OXYGENATED PREGNANES [J].
BAGLI, JF ;
MORAND, PF ;
GAUDRY, R .
JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (05) :1207-&
[3]  
BRAUN AM, 1965, TETRAHEDRON LETT, P4733
[4]   STUDIES ON MECHANISM OF ESTROGEN BIOSYNTHESIS .6. STEREOCHEMISTRY OF HYDROGEN ELIMINATION AT C-2 DURING AROMATIZATION [J].
BRODIE, HJ ;
KRIPALANI, KJ ;
POSSANZA, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (05) :1241-+
[5]   SYNTHESIS AND ANABOLIC ACTIVITY OF 4-SUBSTITUTED TESTOSTERONE ANALOGS [J].
CAMERINO, B ;
PATELLI, B ;
VERCELLONE, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (14) :3540-3541
[6]   PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES [J].
COREY, EJ ;
VENKATESWARLU, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) :6190-+
[7]   CRYSTALLINE MOLECULAR STRUCTURES OF 2 DERIVATIVES OF 2BETA-HYDROXYTESTOSTERONE HAVING AN UNUSUAL A-RING CONFORMATION [J].
DUAX, WL ;
EGER, C ;
POKRYWIECKI, S ;
OSAWA, Y .
JOURNAL OF MEDICINAL CHEMISTRY, 1971, 14 (04) :295-+
[8]  
EHRENSTEIN M, 1960, ENDOCRINOLOGY, V67, P843
[9]   PATHWAY AND STEREOCHEMISTRY OF FORMATION OF ESTRIOLS IN MAN [J].
FISHMAN, J ;
HELLMAN, L ;
ZUMOFF, B ;
CASSOUTO, J .
BIOCHEMISTRY, 1966, 5 (06) :1789-&
[10]   STEREOCHEMISTRY OF ESTROGEN BIOSYNTHESIS [J].
FISHMAN, J ;
GUZIK, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (10) :2805-&