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A new dimeric imidazole alkaloid plasmid conjugation inhibitor from Lepidium sativum

Kwapong, AA; Stapleton, P; Gibbons, S; (2018) A new dimeric imidazole alkaloid plasmid conjugation inhibitor from Lepidium sativum. Tetrahedron Letters , 59 (20) pp. 1952-1954. 10.1016/j.tetlet.2018.04.028. Green open access

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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%.

Type: Article
Title: A new dimeric imidazole alkaloid plasmid conjugation inhibitor from Lepidium sativum
Open access status: An open access version is available from UCL Discovery
DOI: 10.1016/j.tetlet.2018.04.028
Publisher version: https://doi.org/10.1016/j.tetlet.2018.04.028
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions.
UCL classification: UCL
UCL > Provost and Vice Provost Offices
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy > Pharma and Bio Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/10046916
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