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2-氯-5-甲基吡啶-3-烯烃衍生物的合成、光化学 E(反式)-Z(顺式)异构化及抗菌活性。

Synthesis, photochemical E (trans)-->Z (cis) isomerization and antimicrobial activity of 2-chloro-5-methylpyridine-3-olefin derivatives.

机构信息

Organic Chemistry Division-II, Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 607, India.

出版信息

Eur J Med Chem. 2009 Nov;44(11):4661-7. doi: 10.1016/j.ejmech.2009.07.002. Epub 2009 Jul 14.

Abstract

2-Chloro-5-methylpyridine-3-olefin derivatives (3a-e) have been synthesized from 2-chloro-5-methylnicotinaldehyde (1) and studied their photochemical E (trans)-->Z (cis) isomerization upon direct irradiation and triplet sensitized excitation for the first time. The triplet sensitized excitations of the compounds yielded high Z (4a-e) isomer composition, whereas the direct excitation results in less Z (4a-e) isomer composition, indicating triplet pathway is very efficient in converting the E (trans)-->Z (cis) isomer. Thus synthesized E (3a-c and 3e) and generated Z (4a-c and 4e) isomers were tested for antimicrobial activity. Antifungal activity of these pyridine derivatives are closely comparable to the standard used.

摘要

2-氯-5-甲基吡啶-3-烯烃衍生物(3a-e)已由 2-氯-5-甲基烟醛(1)合成,并首次对其在直接照射和三重态敏化激发下的光化学 E(反式)->Z(顺式)异构化进行了研究。这些化合物的三重态敏化激发产生了高 Z(4a-e)异构体组成,而直接激发导致较少的 Z(4a-e)异构体组成,表明三重态途径在将 E(反式)->Z(顺式)异构化方面非常有效。因此,合成的 E(3a-c 和 3e)和生成的 Z(4a-c 和 4e)异构体均进行了抗菌活性测试。这些吡啶衍生物的抗真菌活性与使用的标准相当。

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