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


ABSTRACT: 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.

SUBMITTER: Lin Z 

PROVIDER: S-EPMC3338888 | biostudies-literature | 2012 Apr

REPOSITORIES: biostudies-literature

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

Lin Zhenjian Z   Flores Malem M   Forteza Imelda I   Henriksen Niel M NM   Concepcion Gisela P GP   Rosenberg Gary G   Haygood Margo G MG   Olivera Baldomero M BM   Light Alan R AR   Cheatham Thomas E TE   Schmidt Eric W EW  

Journal of natural products 20120322 4


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 wa  ...[more]

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