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  • Title: Structure of thioviridamide, a novel apoptosis inducer from Streptomyces olivoviridis.
    Author: Hayakawa Y, Sasaki K, Nagai K, Shin-ya K, Furihata K.
    Journal: J Antibiot (Tokyo); 2006 Jan; 59(1):6-10. PubMed ID: 16568713.
    Abstract:
    A novel apoptosis inducer, thioviridamide, was isolated from an actinomycete identified as Streptomyces olivoviridis. The molecular formula of thioviridamide was determined to be C56H93N14O10S7+ from high-resolution FAB-MS. The structure of thioviridamide was analyzed by NMR spectral analysis including a variety of two-dimensional techniques. COSY and HMBC experiments revealed the presence of a 2-hydroxy-2-methyl-4-oxopentanoyl group and eleven amino acid residues including two novel amino acids, beta-hydroxy-N1,N3-dimethylhistidinium and S-(2-aminovinyl)cysteine. 1H-13C long-range correlations observed in the HMBC, CT-HMBC and HMBC-HOHAHA spectra connected the partial structures with seven amide linkages and five thioamide linkages to establish the planar structure of thioviridamide as a unique cyclic peptide.
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