cheminform abstract: synthesis and receptor binding affinity of conformationally restricted retinoic...

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1998 vitamins

vitaminsU 0900

01 - 246Synthesis and Receptor Binding Affinity of Conformationally Re-stricted Retinoic Acid Analogues. — Efforts to synthesize twoconformationally restricted retinoids utilizing a cyclopropyl ring as bioisosterefor the C9–C10 double bond are described. The attempted synthesis of the cis-isomer leads mainly to unidentified products and the unexpected epimerizationto the trans-derivative (VII). The latter is synthesized independently startingfrom the cyclopropane (I). — (WONG, M. F.; REPA, J. J.; CLAGETT-DAME, M.; CURLEY, R. W. JUN.; Bioorg. Med. Chem. Lett. 7 (1997) 17,2313-2318; Div. Med. Chem. Pharmacogn., Coll. Pharm., Ohio State Univ.,Columbus, OH 43210, USA; EN)

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