Piperine analogs as potent Staphylococcus aureus NorA efflux pump inhibitors

Payare L Sangwan; Jawahir L Koul; Surrinder Koul; Mallepally V Reddy; Niranjan Thota; Inshad A Khan; Ashwani Kumar; Nitin P Kalia; Ghulam N Qazi

doi:10.1016/j.bmc.2008.09.042

Piperine analogs as potent Staphylococcus aureus NorA efflux pump inhibitors

Payare L Sangwan, Jawahir L Koul, Surrinder Koul, Mallepally V Reddy, Niranjan Thota, Inshad A Khan, Ashwani Kumar, Nitin P Kalia, Ghulam N Qazi

LUKKET: Institut for Lægemiddeldesign og Farmakologi

78 Citationer (Scopus)

Abstract

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.

Originalsprog	Engelsk
Tidsskrift	Bioorganic & Medicinal Chemistry
Vol/bind	16
Udgave nummer	22
Sider (fra-til)	9847-57
Antal sider	11
ISSN	0968-0896
DOI	https://doi.org/10.1016/j.bmc.2008.09.042
Status	Udgivet - 15 nov. 2008

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10.1016/j.bmc.2008.09.042

Citationsformater

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title = "Piperine analogs as potent Staphylococcus aureus NorA efflux pump inhibitors",

abstract = "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.",

keywords = "Alkaloids, Anti-Bacterial Agents, Bacterial Proteins, Benzodioxoles, Ciprofloxacin, Enzyme Inhibitors, Ethidium, Microbial Sensitivity Tests, Multidrug Resistance-Associated Proteins, Nucleic Acid Synthesis Inhibitors, Piperidines, Polyunsaturated Alkamides, Staphylococcus aureus, Journal Article",

author = "Sangwan, {Payare L} and Koul, {Jawahir L} and Surrinder Koul and Reddy, {Mallepally V} and Niranjan Thota and Khan, {Inshad A} and Ashwani Kumar and Kalia, {Nitin P} and Qazi, {Ghulam N}",

year = "2008",

month = nov,

day = "15",

doi = "10.1016/j.bmc.2008.09.042",

language = "English",

volume = "16",

pages = "9847--57",

journal = "Bioorganic & Medicinal Chemistry",

issn = "0968-0896",

publisher = "Pergamon Press",

number = "22",

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TY - JOUR

T1 - Piperine analogs as potent Staphylococcus aureus NorA efflux pump inhibitors

AU - Sangwan, Payare L

AU - Koul, Jawahir L

AU - Koul, Surrinder

AU - Reddy, Mallepally V

AU - Thota, Niranjan

AU - Khan, Inshad A

AU - Kumar, Ashwani

AU - Kalia, Nitin P

AU - Qazi, Ghulam N

PY - 2008/11/15

Y1 - 2008/11/15

N2 - 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.

AB - 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.

KW - Alkaloids

KW - Anti-Bacterial Agents

KW - Bacterial Proteins

KW - Benzodioxoles

KW - Ciprofloxacin

KW - Enzyme Inhibitors

KW - Ethidium

KW - Microbial Sensitivity Tests

KW - Multidrug Resistance-Associated Proteins

KW - Nucleic Acid Synthesis Inhibitors

KW - Piperidines

KW - Polyunsaturated Alkamides

KW - Staphylococcus aureus

KW - Journal Article

U2 - 10.1016/j.bmc.2008.09.042

DO - 10.1016/j.bmc.2008.09.042

M3 - Journal article

C2 - 18848780

SN - 0968-0896

VL - 16

SP - 9847

EP - 9857

JO - Bioorganic & Medicinal Chemistry

JF - Bioorganic & Medicinal Chemistry

IS - 22

ER -

Piperine analogs as potent Staphylococcus aureus NorA efflux pump inhibitors

Abstract

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