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J Nat Prod. 2012 Apr 27;75(4):644-9. doi: 10.1021/np200886x. Epub 2012 Mar 22.

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

Author information

1
College of Pharmacy, Medicinal Chemistry, University of Utah, Salt Lake City, Utah 84112, USA.

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.

PMID:
22439622
PMCID:
PMC3338888
DOI:
10.1021/np200886x
[Indexed for MEDLINE]
Free PMC Article

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