Publication:
Antibacterial activity of berberine-NorA pump inhibitor hybrids with a methylene ether linking group

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Issued Date

2009

Resource Type

Article

File Type

application/pdf

ISSN

9680896

DOI

10.1016/j.bmc.2009.04.028

Other identifier(s)

2-s2.0-65549100031

Rights Holder(s)

Scopus

Bibliographic Citation

Bioorganic and Medicinal Chemistry. Vol 17, No.11 (2009), p.3866-3872

Suggested Citation

Samosorn S., Tanwirat B., Muhamad N., Casadei G., Tomkiewicz D., Lewis K., Suksamrarn A., Prammananan T., Gornall K.C., Beck J.L., Bremner J.B. Antibacterial activity of berberine-NorA pump inhibitor hybrids with a methylene ether linking group. Bioorganic and Medicinal Chemistry. Vol 17, No.11 (2009), p.3866-3872. doi:10.1016/j.bmc.2009.04.028 Retrieved from: https://hdl.handle.net/20.500.14740/6519

Title

Antibacterial activity of berberine-NorA pump inhibitor hybrids with a methylene ether linking group

Author(s)

Samosorn S.
 Tanwirat B.
 Muhamad N.
 Casadei G.
 Tomkiewicz D.
 Lewis K.
 Suksamrarn A.
 Prammananan T.
 Gornall K.C.
 Beck J.L.
 Bremner J.B.

Abstract

Conjugation of the NorA substrate berberine and the NorA inhibitor 5-nitro-2-phenyl-1H-indole via a methylene ether linking group gave the 13-substituted berberine-NorA inhibitor hybrid, 3. A series of simpler arylmethyl ether hybrid structures were also synthesized. The hybrid 3 showed excellent antibacterial activity (MIC Staphylococcus aureus, 1.7 μM), which was over 382-fold more active than the parent antibacterial berberine, against this bacterium. This compound was also shown to block the NorA efflux pump in S. aureus. © 2009 Elsevier Ltd.

Subject(s)

5 nitro 2 phenyl 1h indole
 9,10 dimethoxy 13 [2 (5 nitro 1h indol 2 yl)benzyloxy] 5,6 dihydrobenzo[g] 1,3 benzodioxolo[5,6 a]quinolizinium bromide
 Berberine
 Berberine 5 nitro 2 phenyl 1h indole conjugate
 Inf 55
 NorA pump inhibitor
 Protein inhibitor
 Unclassified drug
 Antibacterial activity
 Article
 Bacterial strain
 Controlled study
 Drug conjugation
 Drug potency
 Drug structure
 Drug synthesis
 Minimum inhibitory concentration
 Nonhuman
 Staphylococcus aureus
 Anti-Bacterial Agents
 Bacterial Proteins
 Berberine
 Enterococcus faecalis
 Ether, Ethyl
 Indoles
 Intercalating Agents
 Molecular Structure
 Multidrug Resistance-Associated Proteins
 Staphylococcus aureus
 Bacteria (microorganisms)
 Staphylococcus aureus

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URI

https://hdl.handle.net/20.500.14740/6519

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