Structural and synthetic studies of the spore germination autoinhibitor, gloeosporone

…, SE Kelly, JA Porco, T Sammakia, EM Suh

Index: Schreiber, Stuart L.; Kelly, Sarah E.; Porco, John A.; Sammakia, Tarek; Suh, Edward M. Journal of the American Chemical Society, 1988 , vol. 110, # 18 p. 6210 - 6218

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Citation Number: 96

Abstract

Abstract: Gloeosporone 1 is an autoinhibitor of spore germination that was recently isolated from conidia of Colletotrichum gloeosporioides. The structure initially proposed by Meyer et al. contained an unusual oxOcane ring system (la). A stereoselective synthesis of one of the two possible stereoisomeric forms of the oxocane structure that cast doubt on the structural proposal is described. Reinvestigation of the natural product resulted in the formulation of ...