Absolute configuration of blasticidin S

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説明

In the works on the chemistry of blasticidln S (I), a methabollte.of Streotomyces griseochromogenes, we have demonstrated its unique structural feature which consists of a new nucleoslde cytosinine (II) ana a new amino acid, blastiaic 1-4 acid (III) on the basis of chemical reactions and spectral evidences. Taking account of various biological activities together with the biogenetic interest of the antibiotic, the absolute configuration of I has to be made clear. Thls communication deals with chemical evidences which allow the assignment of a P-configuration to the anomeric center in II and sn L-configuration to the amino acid (III); consequently, the absolute configuration can be represented by 1: II was esterified with methanolic hydrogen chloride to the methyl ester alhydrochloride' (IV), which was converted to the

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