Synthesis of antimicrobial natural products targeting FtsZ: (+/-)-dichamanetin and (+/-)-2' ''-hydroxy-5' '-benzylisouvarinol-B.
[chemical structure: see text]. Two natural products have been synthesized using a ZnCl2-mediated benzylic coupling reaction. Both are potent inhibitors of the GTPase activity of FtsZ, a highly conserved protein that is essential for bacterial cytokinesis.
Urgaonkar
Sameer
S
Broad Institute of Harvard and MIT, Chemical Biology Program, Cambridge, Massachusetts 02141, USA.
La Pierre
Henry S
HS
Meir
Israel
I
Lund
Henrik
H
RayChaudhuri
Debabrata
D
Shaw
Jared T
JT
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001426:Bacterial Proteins / Q000187:drug effects* / Q000502:physiology; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D002712:Chlorides; D048749:Cytokinesis / Q000502:physiology; D003598:Cytoskeletal Proteins / Q000187:drug effects* / Q000502:physiology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D044950:Flavanones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D020558:GTP Phosphohydrolases / Q000037:antagonists & inhibitors*; D013237:Stereoisomerism; D017967:Zinc Compounds
C512548:2'''-hydroxy-5''-benzylisouvarinol-B; D000900:Anti-Bacterial Agents; D001426:Bacterial Proteins; D001688:Biological Products; D002712:Chlorides; D003598:Cytoskeletal Proteins; D004791:Enzyme Inhibitors; D044950:Flavanones; C071525:FtsZ protein, Bacteria; D017967:Zinc Compounds; C512547:dichamanetin; C016837:zinc chloride; D020558:GTP Phosphohydrolases