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合成一种具有 carvotacetone 和单萜结构的吡咯烷衍生物,用于抗耐甲氧西林金黄色葡萄球菌和抗隐球菌的特性。

Synthesis of a pyrrolidine derivative of a carvotacetone and monoterpenes for anti-methicillin-resistant and anti-cryptococcal properties.

机构信息

Department of Chemistry, College of Natural Sciences, Makerere University, Kampala, Uganda.

Department of Chemistry, School of Physical Sciences, University of Nairobi, Nairobi, Kenya.

出版信息

Nat Prod Res. 2022 May;36(9):2321-2328. doi: 10.1080/14786419.2020.1833201. Epub 2020 Oct 24.

Abstract

Monoterpene derivatives are of great biological relevance in the pharmaceutical industry. In the present study, pyrrolidine derivative of a carvotacetone, 3-benzylcarvotacetone (), and selected monoterpenes (3-hydroxy-2-isopropyl-5-methyl--benzoquinone () and piperitol ()) were prepared to provide ()-1-(4-(benzyloxy)-5-isopropyl-2-methylcyclohexa-1,3-dien-1-yl)-pyrrolidine (), 2-isopropyl-5-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl acetate (), 3-hydroxypiperitone () and carvacrol (). Structure of was determined based on NMR and HRMS spectral data. Compound exhibited activity against fungi with an IC value of < 0.8µg/mL. In addition, this compound had an IC value of 14.97µg/mL against methicillin resistant bacteria. Previous to the current study, both compound and had been reported to have anti-microbial and anti-fungal activities.

摘要

单萜衍生物在制药行业具有重要的生物学意义。在本研究中,制备了卡瓦酮的吡咯烷衍生物 3-苄基卡瓦酮()和选定的单萜(3-羟基-2-异丙基-5-甲基-1,4-苯醌()和哌啶醇()),以提供()-1-(4-(苄氧基)-5-异丙基-2-甲基环己烷-1,3-二烯-1-基)-吡咯烷(),2-异丙基-5-甲基-3,6-二氧代环己烷-1,4-二烯-1-基乙酸酯(),3-羟基哌啶酮()和香芹酚()。根据 NMR 和 HRMS 光谱数据确定了化合物的结构。化合物 对真菌表现出活性,IC 值<0.8µg/mL。此外,该化合物对耐甲氧西林的细菌的 IC 值为 14.97µg/mL。在当前研究之前,化合物 和 均已被报道具有抗微生物和抗真菌活性。

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