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

Autor: Lacerna NM 2nd; The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines., Miller BW; Department of Medicinal Chemistry , University of Utah , Salt Lake City , Utah 84112 , United States., Lim AL; The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines., Tun JO; The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines., Robes JMD; The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines., Cleofas MJB; The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines., Lin Z; Department of Medicinal Chemistry , University of Utah , Salt Lake City , Utah 84112 , United States., Salvador-Reyes LA; The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines., Haygood MG; Department of Medicinal Chemistry , University of Utah , Salt Lake City , Utah 84112 , United States., Schmidt EW; Department of Medicinal Chemistry , University of Utah , Salt Lake City , Utah 84112 , United States., Concepcion GP; The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines.
Jazyk: angličtina
Zdroj: Journal of natural products [J Nat Prod] 2019 Apr 26; Vol. 82 (4), pp. 1024-1028. Date of Electronic Publication: 2019 Feb 22.
DOI: 10.1021/acs.jnatprod.8b00979
Abstrakt: 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.
Databáze: MEDLINE