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 G Haygood, Eric W Schmidt, Gisela P Concepcion
Author Information
Noel M Lacerna: The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines.
Bailey W Miller: Department of Medicinal Chemistry , University of Utah , Salt Lake City , Utah 84112 , United States.
Albebson L Lim: The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines.
Jortan O Tun: The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines.
Jose Miguel D Robes: The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines.
Mark Jeremiah B Cleofas: The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines.
Zhenjian Lin: Department of Medicinal Chemistry , University of Utah , Salt Lake City , Utah 84112 , United States.
Lilibeth A Salvador-Reyes: The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines.
Margo G Haygood: Department of Medicinal Chemistry , University of Utah , Salt Lake City , Utah 84112 , United States.
Eric W Schmidt: Department of Medicinal Chemistry , University of Utah , Salt Lake City , Utah 84112 , United States. ORCID
Gisela P Concepcion: The Marine Science Institute , University of the Philippines , Diliman, Quezon City 1101 , Philippines. ORCID
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 ShipwormKuphus 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.
References
Clin Infect Dis. 2004 May 1;38(9):1279-86
[PMID: 15127341]
