A new dimeric imidazole alkaloid plasmid conjugation inhibitor from Lepidium sativum
| Autor: | Simon Gibbons, Awo Afi Kwapong, Paul Stapleton |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
0301 basic medicine
Stereochemistry Bacterial conjugation Alkaloid Electrospray ionization 030106 microbiology Organic Chemistry Nuclear magnetic resonance spectroscopy Biochemistry Lepidine Lepidium sativum 03 medical and health sciences chemistry.chemical_compound Plasmid chemistry Drug Discovery Imidazole |
| Zdroj: | Tetrahedron Letters. 59:1952-1954 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2018.04.028 |
| Popis: | 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%. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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