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Totopotensamides, polyketide-cyclic peptide hybrids from a mollusk-associated bacterium Streptomyces sp.

Zhenjian Lin; Malem Flores; Imelda Forteza; Niel M. Henriksen; Gisela P. Concepcion; Gary Rosenberg; Margo G. Haygood; Baldomero M. Olivera; Alan R. Light; Thomas E. Cheatham; et al.

(Profiled Author: Margo Haygood)

Journal of Natural Products. 2012;75(4):644-649.


Two new compounds, the peptide-polyketide glycoside totopotensamide A (1) and its aglycone totopotensamide B (2), were isolated from a Streptomyces sp. cultivated from the gastropod mollusk Lienardia totopotens collected in the Philippines. The compounds contain a previously undescribed polyketide component, a novel 2,3-diaminobutyric acid-containing macrolactam, and a new amino acid, 4-chloro-5,7-dihydroxy-6-methylphenylglycine. The application of Marfey's method to phenylglycine derivatives was explored using quantum mechanical calculations and NMR. © 2012 The American Chemical Society and American Society of Pharmacognosy.

PMID: 22439622     PMCID: PMC3338888    

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