A new dimeric imidazole alkaloid plasmid conjugation inhibitor from Lepidium sativum

Kwapong, Awo Afi, Stapleton, Paul and Gibbons, Simon (2018) A new dimeric imidazole alkaloid plasmid conjugation inhibitor from Lepidium sativum. Tetrahedron Letters, 59 (20). pp. 1952-1954. ISSN 0040-4039

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Abstract

Phytochemical investigation of the methanolic extract of Lepidium sativum seeds led to the isolation of a new compound, named 2-(3-(3-((1H-imidazol-2-yl)methyl)-5-methoxyphenoxy)benzyl)-1H-imidazole and given the trivial name Lepidine AK (1), along with three known compounds; Lepidine E (2), Lepidine B (3) and 2-(3-(2-((1H-imidazol-2-yl)methyl)-6-methoxyphenoxy)benzyl)-1H-imidazole (4). The structures were elucidated based on NMR spectroscopy, UV, IR and high-resolution electrospray ionization mass spectrometry. The isolated compounds were tested for bacterial conjugation inhibition. Lepidine AK (1, 100 μg/mL) reduced the conjugal transfer of the IncI2 plasmid TP114 to 44.7 ± 3.5% but interestingly promoted the conjugation of the IncN plasmid pKM101 to greater than 120%.

Item Type: Article
Faculty \ School: Faculty of Science > School of Pharmacy
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Depositing User: LivePure Connector
Date Deposited: 19 Jun 2020 00:06
Last Modified: 22 Oct 2022 06:19
URI: https://ueaeprints.uea.ac.uk/id/eprint/75670
DOI: 10.1016/j.tetlet.2018.04.028

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