Anti-implantation activity of S(-)- and R(+)-camphor-yuehchukene in rats

(+/-)-Yuehchukene is a dimeric indole alkaloid with potent anti-implantation activity in rats. Since (+/-)-yuehchukene occurs in nature as a racemate, it would be desirable to find out which enantiometer is the bio-active form. To this end, S(-)-camphor-yuehchukene and R(+)-camphor-yuehchukene were...

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Bibliographic Details
Published inEuropean journal of pharmacology Vol. 205; no. 2; p. 209
Main Authors Ho, D D, Lau, C P, Ng, K H, Kong, Y C, Cheng, K F, Chan, K P
Format Journal Article
LanguageEnglish
Published Netherlands 26.11.1991
Subjects
Alkaloids - pharmacology
Animals
Camphor - pharmacology
Chromatography, High Pressure Liquid
Contraceptives, Postcoital - pharmacology
Dose-Response Relationship, Drug
Drug Combinations
Embryo Implantation - drug effects
Ethinyl Estradiol - pharmacology
Female
Rats
Rats, Inbred Strains
Stereoisomerism
Structure-Activity Relationship
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Summary:(+/-)-Yuehchukene is a dimeric indole alkaloid with potent anti-implantation activity in rats. Since (+/-)-yuehchukene occurs in nature as a racemate, it would be desirable to find out which enantiometer is the bio-active form. To this end, S(-)-camphor-yuehchukene and R(+)-camphor-yuehchukene were synthesised and tested in three bioassay models. It was found that the R(+) enantiomer was the active form. It was equipotent with (+/-)-yuehchukene in both anti-implantation and estrogenic activity tests. It seems fair to conclude that both activities reside in the same molecule.
ISSN:0014-2999
DOI:10.1016/0014-2999(91)90822-8