PROSTAGLANDINS-V .1. SYNTHESIS AND PHARMACOLOGY OF (+/-)-11-DEOXY-10-HYDROXYPROSTAGLANDIN-E1 METHYL-ESTER

被引:4
作者
CATON, MPL
DARNBROUGH, G
HAMBLING, DJ
JORDAN, R
PARKER, T
机构
[1] The Research Laboratories, May and Baker Ltd., Dagenham
来源
PROSTAGLANDINS | 1979年 / 18卷 / 04期
关键词
D O I
10.1016/0090-6980(79)90024-8
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
(±)-11-Deoxy-10-hydroxy-PGE1 methyl ester (Va) has been synthesised via conjugate addition of the cuprate (III) to the 5-tetrahydropyranyloxycyclopentenone (IId). Va was found to be 0.1 times as active as PGE1 as a uterine stimulant in the anaesthetized pregnant rat, 0.25 times as active as PGE1 in causing vasodepression in the anaesthetized cat, and approximately equiactive to PGE1 in inducing bronchoconstriction. © 1979.
引用
收藏
页码:569 / 576
页数:8
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共 6 条
[1]   PROSTAGLANDINS .4. SYNTHESIS OF (+/-)-11-DEOXYPROSTAGLANDINS FROM 2-(OMEGA-HYDROXYHEPTYL)CYCLOPENT-2-ENONES [J].
BURTON, TS ;
CATON, MPL ;
COFFEE, ECJ ;
PARKER, T ;
STUTTLE, KAJ ;
WATKINS, GL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (23) :2550-2556
[2]   SYNTHESIS AND REARRANGEMENT OF "2-ALKYL-5-HYDROXYCYCLOPENT-2-ENONES [J].
CATON, MPL ;
DARNBROUGH, G ;
PARKER, T .
SYNTHETIC COMMUNICATIONS, 1978, 8 (03) :155-161
[3]   SYNTHESIS OF 11-DEOXY-10-ALPHA-HYDROXY PROSTAGLANDINS [J].
CRABBE, P ;
CERVANTE.A ;
MEANA, MC .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (04) :119-120
[4]   A COMPARISON OF BIOLOGICAL ACTIVITIES OF 4 PROSTAGLANDINS [J].
HORTON, EW ;
MAIN, IHM .
BRITISH JOURNAL OF PHARMACOLOGY AND CHEMOTHERAPY, 1963, 21 (01) :182-&
[5]   INHIBITORY ACTIONS OF PROSTAGLANDINS ON RESPIRATORY SMOOTH MUSCLE [J].
MAIN, IHM .
BRITISH JOURNAL OF PHARMACOLOGY AND CHEMOTHERAPY, 1964, 22 (03) :511-&
[6]   TOTAL SYNTHESIS OF PROSTAGLANDINS .7. ASYMMETRIC TOTAL SYNTHESIS OF (-)-PROSTAGLANDIN E1 AND (-)-PROSTAGLANDIN E2 [J].
SIH, CJ ;
HEATHER, JB ;
SOOD, R ;
PRICE, P ;
PERUZZOTTI, G ;
LEE, LFH ;
LEE, SS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (04) :865-875