Synthesis of (S)-and (R)-3-hydroxy-4-butanolide and (2S, 4S)-,(2R, 4S)-,(2S, 4R)-, and (2R, 4R)-2-hydroxy-4-hydroxymethyl-4-butanolide and their satiety and hunger …

O Uchikawa, N Okukado, T Sakata, K Arase…

Index: Uchikawa; Okukado; Sakata; Arase; Terada Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 6 p. 2025 - 2029

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Citation Number: 29

Abstract

Two endogenous γ-lactones, 3-hydroxy-4-butanolide (1) and 2-hydroxy-4-hydroxymethyl-4- butanolide (2) have been identified as substances that enhance, respectively, satiety and hunger by their effects on the feeding behavior and the central neurons of rats. To determine the stereochemistry of the physiologically active isomers, all the stereoisomers of these two lactones were synthesized and their effects on the feeding behavior and humoral factors ...