| Literature DB >> 4009602 |
R M Kanojia, E Chin, C Smith, R Chen, D Rowand, S D Levine, M P Wachter, R E Adams, D Hahn.
Abstract
The synthesis of and guinea pig contragestational screening data for several oxepane and 3,8-dioxabicyclo[3.2.1]octane analogues of zoapatanol (1) are described and their structure-activity relationships discussed. Conversion of the 5-keto group on the nonenyl side chain of 1 into a hydroxyl function enhanced the potency. Further significant enhancement in the potency was realized with the transformation of several oxepanes into the 3,8-dioxabicyclo-[3.2.1]octane-1-acetic acid derivatives. Detailed, comparative contragestational evaluation of the three most potent compounds 9, 33, and 37 is presented, which led to the selection of 33 (ORF 13811) for further biological evaluation.Entities:
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Year: 1985 PMID： 4009602 DOI： 10.1021/jm00383a018
Source DB: PubMed Journal: J Med Chem ISSN： 0022-2623 Impact factor: 7.446