Piperine analogs as potent Staphylococcus aureus NorA efflux pump inhibitors.
Based on our recent findings that piperine is a potent Staphylococcus aureus NorA efflux pump inhibitor (EPI), 38 piperine analogs were synthesized and bioevaluated for their EPI activity. Twenty-five of them were found active with potentiating activity equivalent or more than known EPIs like reserpine, carsonic acid and verapamil. The inhibitory mechanism of the compounds was confirmed by efflux inhibition assay using ethidium bromide as NorA substrate. The present communication describes the synthesis, bioevaluation and structure related activity of these efflux pump inhibitors.
Bioorganic Chemistry Division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu Tawi 180001, India.
Payare L
PL
Sangwan
Jawahir L
JL
Koul
Surrinder
S
Koul
Mallepally V
MV
Reddy
Niranjan
N
Thota
Inshad A
IA
Khan
Ashwani
A
Kumar
Nitin P
NP
Kalia
Ghulam N
GN
Qazi
D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D001426:Bacterial Proteins / Q000037:antagonists & inhibitors* / Q000378:metabolism; D052117:Benzodioxoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002939:Ciprofloxacin / Q000737:chemistry / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000494:pharmacology; D004996:Ethidium / Q000378:metabolism; D008826:Microbial Sensitivity Tests; D027425:ATP-Binding Cassette, Sub-Family C Proteins / Q000037:antagonists & inhibitors* / Q000378:metabolism; D019384:Nucleic Acid Synthesis Inhibitors / Q000737:chemistry / Q000494:pharmacology; D010880:Piperidines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D053284:Polyunsaturated Alkamides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects* / Q000378:metabolism
D000470:Alkaloids; D000900:Anti-Bacterial Agents; D001426:Bacterial Proteins; D052117:Benzodioxoles; D002939:Ciprofloxacin; D004791:Enzyme Inhibitors; D004996:Ethidium; D027425:ATP-Binding Cassette, Sub-Family C Proteins; D019384:Nucleic Acid Synthesis Inhibitors; D010880:Piperidines; D053284:Polyunsaturated Alkamides; C075040:NorA protein, Staphylococcus; C008922:piperine