Steroids

Side chain modified sterols as probes into insect molting hormone metabolism. II: Synthesis of monofluorocholesterols

GD Prestwich, HM Shieh, AK Gayen

Index: Prestwich, Glenn D.; Shieh, Hong Ming; Gayen, Apurba K. Steroids, 1983 , vol. 41, # 1 p. 79 - 94

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Citation Number: 12

Abstract

Abstract The hydroxylations of the cholesterol side chain at C-20, 22, and 25 are key terminal events in ecdysone biogenesis. We have prepared the C-20, C-22, C-24, and C-25 monofluorinated cholesterols as potential inhibitors of these hydroxylation events, and preliminary bioassay results in Manduca sexta are reported. The synthesis of [26 14 C]-20- fluorocholesterol is also described. Although the 20-, 22-, and 25-monofluorocholesterols ...