Elucidation of the structure of olivoretin A and D (teleocidin B).

Abstract

The known metabolites, indole-3-aldehyde, indole-3-carboxylic acid, cyclo-Leu-Val, cyclo-Pro-Leu and phenyl acetamide were isolated from Streptoverticillium olivoreticuli together with pimprinin derivatives. Four more complex natural products having strong vesicatory toxicity, olivoretin A, B, C and D, were also isolated and based on the chemical correlation with D, A was proved to be O-methyl olivoretin D. By X-ray analysis the structure of olivoretin D, having strong epigenetic activities, was found to have exactly the same structure as teleocidin B.