Three novel fungal metabolites 1~3 isolated from cultures of a Phomasp. C2932, are potent and selective inhibitors of squalene synthase. Their structures have been determined by a combination of spectroscopic, X-ray crystallographic and chemical methods; these natural products incorporate the highly functionalised bicyclic core, [1 5-(la,3a,4j9,5a,6a,7j8)]-4,6,7-trihydroxy-2,8-dioxabicyclo- During a screening programme for inhibitors of squalene synthase, three structurally related novel inhibitors 1~3 were isolated from cultures of Phoma sp. C2932. The isolation and physico-chemical properties of this novel class of compounds, designated the squalestatins, together with taxonomy of the producing organism are reported in the preceding paper1}. In this paper their structure elucidation is described.
Results and DiscussionThe low resolution negative ion FAB-MSof 1 produced an intense (M-H)~ion at m/z 689 with characteristic fragment ions at m/z 645, 537, 475 and 169 (Fig.
Bnovo**oH -11 10 9 * We thank J. M. Cameron, J. A. V. Coates, C. Penn, N. Cammack and H. Jenkinson of the Virology Department of Glaxo Group Research for the presentation of these data.
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