Antiprogestational agents. The synthesis of 7-alkyl steroidal ketones with anti-implantational and antidecidual activity

Grunwell, J. F.; Benson, Harvey D.; Johnston, J.O'Neal; Petrow, Vladimir

doi:10.1016/0039-128x(76)90136-7

Cited by 35 publications

(10 citation statements)

References 16 publications

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“…In the field of Endocrinology, the antihormonal agents capable of counteracting the physiological effects of endogenous hormones could serve as important biochemical and clinical tools. 3 Several papers have previously described the efficacy of succinyl-substituted steroids as conjugates. For instance, Erlanger et al have demonstrated, by using deoxycorticosterone 21-hemisuccinate and bovine serum albumin (BSA), that 20 NH 2 groups over 60 were substituted giving an efficacy of 33.33%.…”

Section: Introductionmentioning

confidence: 99%

An efficient enzymatic preparation of 20-pregnane succinates: chemoenzymatic synthesis of 20β-hemisuccinyloxy-5αH-pregnan-3-one

et al. 2008

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This article was published in an Elsevier journal. The attached copy is furnished to the author for non-commercial research and education use, including for instruction at the author's institution, sharing with colleagues and providing to institution administration. Other uses, including reproduction and distribution, or selling or licensing copies, or posting to personal, institutional or third party websites are prohibited. In most cases authors are permitted to post their version of the article (e.g. in Word or Tex form) to their personal website or institutional repository. Authors requiring further information regarding Elsevier's archiving and manuscript policies are encouraged to visit: http://www.elsevier.com/copyright

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Section: Introductionmentioning

confidence: 99%

An efficient enzymatic preparation of 20-pregnane succinates: chemoenzymatic synthesis of 20β-hemisuccinyloxy-5αH-pregnan-3-one

et al. 2008

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“…Since no entirely specific agents of this type are available two steroids with different mechanisms of antiprogestational activity and different spectra of other biological activities were used. RMI 12,936 (17ß-hydroxy-7a methyl androst-5-en-3-one) is an antiprogestational steroid with weak oestrogenic, antioestrogenic and androgenic activities; it inhibits progesterone secretion and may be metabolized to a further compound which antagonizes the effects of progesterone (Kendle, 1975(Kendle, , 1976(Kendle, , 1978Grunwell, Benson, Johnston & Petrow, 1976;Geddes, Kendle, Shanks & Steven, 1979). R2323 (13-ethyl-17-hydroxy-18,19-dinor-17a-pregna-4,9,ll-trien-20-yn-3-one) has weak oestrogenic, weak andro¬ genic and antioestrogenic activities and is a competitive antagonist of progesterone (Sakiz & Azadian-Boulanger, 1971;Sakiz, Azadian-Boulanger & Raynaud, 1974;Raynaud et al, 1975).…”

Section: Introductionmentioning

confidence: 99%

Investigation of the influence of progesterone on mouse embryo transport by using antiprogestational steroids

Kendle¹,

Lee²

1980

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“…Compounds which inhibit the action of progesterone on the uterus are of great interest because they could prevent implantation and interrupt pregnancy, but these compounds often have troublesome side effects. The antiprogestagen, RMI 12,936 and its isomer, 7a-methyltestosterone, have been reported to be androgenic in the rat (Kendle, 1976;Grunwell, Benson, Johnston & Petrow, 1976). Similar results were obtained in the present study when RMI 12,936 was assayed in male mouse accessory sex tissues and kidney.…”

Section: Discussionmentioning

confidence: 99%

Androgenic effects of the antiprogestagen RMI 12,936

et al. 1978

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RMI 12,936 (7alpha-methyl-17beta-hydroxy-androst-5-en-one) was tested for androgenic activity in mouse kidney and for antiprogestational activity in guinea-pig uterus. RMI 12,936 stimulated an increase in kidney weight and in the activity of the androgen-responsive renal enzymes, beta-glucuronidase, alcohol dehydrogenase and arginase. RMI 12,936 was bound by the renal androgen receptor with a relative affinity approximately one-third that of testosterone. Although RMI 12,936 did not stimulate glycogen accumulation in guinea-pig endometrium in vivo, it was active in endometrial organ culture. When RMI 12,936 was combined with progesterone, glycogen accumulation in vitro was partly inhibited. RMI 12,936 was bound by the guinea-pig uterine progesterone receptor with a relative affinity of less than 1%. It is concluded that RMI 12,936 is an androgenic steroid with antifertility actions and in-vitro antiglycogenic activity.

show abstract

Antiprogestational agents. The synthesis of 7-alkyl steroidal ketones with anti-implantational and antidecidual activity

Cited by 35 publications

References 16 publications

An efficient enzymatic preparation of 20-pregnane succinates: chemoenzymatic synthesis of 20β-hemisuccinyloxy-5αH-pregnan-3-one

An efficient enzymatic preparation of 20-pregnane succinates: chemoenzymatic synthesis of 20β-hemisuccinyloxy-5αH-pregnan-3-one

Investigation of the influence of progesterone on mouse embryo transport by using antiprogestational steroids

Androgenic effects of the antiprogestagen RMI 12,936

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