Isolation, enzyme-bound structure and antibacterial activity of platencin A1 from Streptomyces platensis.
Natural products continue to serve as one of the best sources for discovery of antibacterial agents as exemplified by the recent discoveries of platensimycin and platencin. Chemical modifications as well as discovery of congeners are the main sources for gaining knowledge of structure-activity relationship of natural products. Screening for congeners in the extracts of the fermentation broths of Streptomyces platensis led to the isolation of platencin A(1), a hydroxy congener of platencin. The hydroxylation of the tricyclic enone moiety negatively affected the antibacterial activity and appears to be consistent with the hydrophobic binding pocket of the FabF. Isolation, structure, enzyme-bound structure and activity of platencin A(1) and two other congeners have been described.
Singh
Sheo B
SB
Merck Research Laboratories, Rahway, NJ 07065, USA. sheo_singh@merck.com
Ondeyka
John G
JG
Herath
Kithsiri B
KB
Zhang
Chaowei
C
Jayasuriya
Hiranthi
H
Zink
Deborah L
DL
Parthasarathy
Gopalakrishnan
G
Becker
Joseph W
JW
Wang
Jun
J
Soisson
Stephen M
SM
D000218:Adamantane / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D062365:Aminobenzoates / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D000627:Aminophenols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000813:Anilides / Q000737:chemistry / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D011083:Polycyclic Compounds / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013302:Streptomyces / Q000737:chemistry*; D013329:Structure-Activity Relationship
D062365:Aminobenzoates; D000627:Aminophenols; D000813:Anilides; D000900:Anti-Bacterial Agents; D011083:Polycyclic Compounds; C543969:platencin A1; D000218:Adamantane; C510909:platensimycin; C520340:platencin