Lucentamycins A−D, Cytotoxic Peptides from the Marine-Derived Actinomycete Nocardiopsis lucentensis

Ji Young Cho, Philip G. Williams,† Hak Chol Kwon, Paul R. Jensen, and William Fenical*
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California, San Diego, La Jolla, California 92093-0204
J. Nat. Prod., 2007, 70 (8), pp 1321–1328
DOI: 10.1021/np070101b
Publication Date (Web): July 14, 2007
Copyright © 2007 American Chemical Society and American Society of Pharmacognosy
†

 Current address:  Department of Chemistry, University of Hawaii at Manoa, Honolulu, Hawaii 96822.

,
*

 Corresponding author. Tel:  858-534-2133. Fax:  858-558-3702. E-mail:  wfenical@ucsd.edu.

Abstract

Abstract Image

Four new 3-methyl-4-ethylideneproline-containing peptides, lucentamycins A−D (1−4), have been isolated from the fermentation broth of a marine-derived actinomycete identified by phylogenetic methods as Nocardiopsis lucentensis (strain CNR-712). The planar structures of the new compounds were assigned on the basis of 1D and 2D NMR spectroscopic techniques, while the absolute configurations of the amino acid residues were determined by application of the advanced Marfey method. Lucentamycins A (1) and B (2) showed significant in vitro cytotoxicity against HCT-116 human colon carcinoma.

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History

  • Published In Issue August 24, 2007
  • Received March 7, 2007

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