Fredericamycin B and C from Streptomyces griseus: Structure Elucidation after 23 Years

The Journal of Antibiotics
2004.0

Abstract

It is now more than 23 years since the first two articles about the new antitumor antibiotic fredericamycin A (FM-A, NSC-305263) with the fascinating unique spirostructure were published in this journal. Shortly after the structure of fredericamycin A (1) was elucidated by X-ray analysis and later on confirmed by NMR experiments. Up to now, there are many publications concerning the biology and chemistry of FM-A and also many patents were filed. But there are no reports in the literature concerning the structures of the two by-products described by PANDEY et al. in the first publication, called fredericamycins B (2) and C (3). During our ongoing search for new antitumor and antiinfective compounds from natural sources, we examined the fermentation products of Streptomyces griseus ATCC 49344. Beside the main component fredericamycin A, we isolated also two intensively coloured violet pigments from this strain, which turned out to be identical in their physico-chemical properties with the formerly described fredericamycins B (2) and C (3).

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