Mindapyrroles A-C, Pyoluteorin Analogues from a Shipworm-Associated Bacterium

Noel M. Lacerna, Bailey W. Miller, Albebson L. Lim, Jortan O. Tun, Jose Miguel D. Robes, Mark Jeremiah B. Cleofas, Zhenjian Lin, Lilibeth A. Salvador-Reyes, Margo Haygood, Eric W. Schmidt, Gisela P. Concepcion

Research output: Contribution to journalArticle

2 Scopus citations

Abstract

Three new pyoluteorin analogues, mindapyrroles A-C (1-3), were purified from Pseudomonas aeruginosa strain 1682U.R.0a.27, a gill-associated bacterium isolated from the tissue homogenate of the giant shipworm Kuphus polythalamius. Mindapyrroles B and C inhibit the growth of multiple pathogenic bacteria, with mindapyrrole B (2) showing the most potent antimicrobial activity and widest selectivity index over mammalian cells. Preliminary structure-activity relationship analysis showed that dimerization of the pyoluteorin moiety through a C-C linkage is detrimental to the antimicrobial activity, but addition of an aerugine unit in the methylene bridge is favorable for both the antimicrobial activity and selectivity index.

Original languageEnglish (US)
Pages (from-to)1024-1028
Number of pages5
JournalJournal of Natural Products
Volume82
Issue number4
DOIs
StatePublished - Apr 26 2019
Externally publishedYes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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  • Cite this

    Lacerna, N. M., Miller, B. W., Lim, A. L., Tun, J. O., Robes, J. M. D., Cleofas, M. J. B., Lin, Z., Salvador-Reyes, L. A., Haygood, M., Schmidt, E. W., & Concepcion, G. P. (2019). Mindapyrroles A-C, Pyoluteorin Analogues from a Shipworm-Associated Bacterium. Journal of Natural Products, 82(4), 1024-1028. https://doi.org/10.1021/acs.jnatprod.8b00979