Synthesis of 20-hydroxy-, 20-amino-, and 20-nitro-14-hydroxy-21-nor-5. beta., 14. beta.-pregnane C-3 glycosides and related derivatives: structure-activity …

JF Templeton, Y Ling, TH Zeglam…

Index: Templeton; Ling; Zeglam; LaBella Journal of Medicinal Chemistry, 1993 , vol. 36, # 1 p. 42 - 45

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Citation Number: 29

Abstract

The preparation of derivatives of 14-hydroxy-21-nor-5j3, 14j3-pregnane and 58, 14@- pregnane C-3 aL-rhamnosides and tris-j3-D-digitoxosides is described. These derivatives, possessing a (2-178 COCHzOH, CHzOH, C02H, COzMe, CH2NH2, or CH2N02 group, bind to the digitalis receptor recognition site of heart muscle as measured in a radioligand binding assay. The 21-norpregnane derivatives consistently show greater binding affiiity ...