TY - JOUR
T1 - Mindapyrroles A-C, Pyoluteorin Analogues from a Shipworm-Associated Bacterium
AU - Lacerna, Noel M.
AU - Miller, Bailey W.
AU - Lim, Albebson L.
AU - Tun, Jortan O.
AU - Robes, Jose Miguel D.
AU - Cleofas, Mark Jeremiah B.
AU - Lin, Zhenjian
AU - Salvador-Reyes, Lilibeth A.
AU - Haygood, Margo G.
AU - Schmidt, Eric W.
AU - Concepcion, Gisela P.
N1 - Publisher Copyright:
© 2019 American Chemical Society and American Society of Pharmacognosy.
PY - 2019/4/26
Y1 - 2019/4/26
N2 - 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.
AB - 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.
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U2 - 10.1021/acs.jnatprod.8b00979
DO - 10.1021/acs.jnatprod.8b00979
M3 - Article
C2 - 30793902
AN - SCOPUS:85065024634
SN - 0163-3864
VL - 82
SP - 1024
EP - 1028
JO - Journal of Natural Products
JF - Journal of Natural Products
IS - 4
ER -