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靛红:具有巨大生物多样性的支架。

Isatin: A Scaffold with Immense Biodiversity.

机构信息

Department of Pharmaceutical Chemistry, Gupta College of Technological Sciences, Ashram More, G.T. Road, Asansol 713301 West Bengal, India.

出版信息

Mini Rev Med Chem. 2021;21(9):1096-1112. doi: 10.2174/2211536609666201125115559.

Abstract

Isatin is an endogenous and a significant category of fused heterocyclic components and has widely been a part of several potential biologically useful synthetics. Since its discovery, tons of research work has been conducted with respect to the synthesis, chemical properties, and biological and industrial applications. It contains an indole nucleus having both lactam and keto moiety, which, while being a part of a molecular framework, exerted several biological effects, viz.; anti-microbial, anti-tubercular, anticonvulsant, anti-cancer, etc. Isatin derivatives are synthetically significant substrates, which can be utilized for the synthesis of huge diversified chemical entities of which few members emerged as drugs. The reason for this review is to provide extensive information pertaining to the chemistry and its significance in altering several pathological states of isatin and its derivatives. A Structure-Activity Relationship study thus developed through a gamut of scientific information indicates the importance of mostly electron-withdrawing groups, halogens, nitro, alkoxy, and, to a minor extent, groups with positive inductive effects, such as methyl at position 1, 5, 6 and 7 of isatin in alleviating several clinical conditions. It is also observed from the survey that the presence of two oxo groups at positions 2 and 3 sometimes becomes insignificant as a fusion with a heterocycle at these positions resulted in a biologically relevant compound.

摘要

色胺酮是一种内源性的、重要的稠合杂环成分,广泛存在于许多具有潜在生物利用价值的合成物中。自发现以来,人们已经开展了大量关于其合成、化学性质以及生物和工业应用的研究工作。它含有一个吲哚核,同时具有内酰胺和酮部分,作为分子结构的一部分,发挥了多种生物学作用,如抗微生物、抗结核、抗惊厥、抗癌等。色胺酮衍生物是具有合成意义的底物,可用于合成大量多样化的化学实体,其中一些成员已成为药物。撰写这篇综述的原因是为了提供广泛的信息,涉及色胺酮及其衍生物的化学性质及其在改变多种病理状态方面的意义。通过一系列科学信息进行的构效关系研究表明,在缓解几种临床病症方面,吸电子基团、卤素、硝基、烷氧基等,以及在较小程度上具有正诱导效应的基团(如 1 位、5 位、6 位和 7 位的甲基)的重要性。从调查中还可以看出,2 位和 3 位的两个氧原子的存在有时变得不重要,因为这些位置与杂环融合会产生具有生物学相关性的化合物。

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