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一种设计用于抗炎且具有减轻胃溃疡特性的吲哚啉衍生物的合成、体外和体内水解研究。

Synthesis, ex vivo and in vitro hydrolysis study of an indoline derivative designed as an anti-inflammatory with reduced gastric ulceration properties.

作者信息

Chung Man Chin, dos Santos Jean Leandro, Oliveira Ednir Vizioli, Blau Lorena, Menegon Renato Farina, Peccinini Rosângela Gonçalves

机构信息

Lapdesf - Laboratório de Pesquisa e Desenvolvimento de Fármacos, Departamento de Fármacos e Medicamentos, Faculdade de Ciências Farmacêuticas - UNESP Rodovia Araraquara Jaú Km. 01, 14801-902, Araraquara, SP, Brazil.

出版信息

Molecules. 2009 Aug 26;14(9):3187-97. doi: 10.3390/molecules14093187.

DOI:10.3390/molecules14093187
PMID:19783917
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6255044/
Abstract

The compound 1-(2,6-dichlorophenyl)indolin-2-one (1), planned as a pro-drug of diclofenac (2), was easily synthesized in 94% yield by an intramolecular reaction in the presence of coupling agent (i.e., EDC). Compound 1 showed anti-inflammatory and analgesic activity without gastro-ulcerogenic effects. The chemical and enzymatic hydrolysis profile of the lactam derivative 1 does not indicate conversion to diclofenac (2). This compound is a new non-ulcerogenic prototype for treatment of chronic inflammatory diseases.

摘要

化合物1-(2,6-二氯苯基)吲哚啉-2-酮(1)，被设计为双氯芬酸(2)的前药，在偶联剂(即EDC)存在下通过分子内反应以94%的产率轻松合成。化合物1显示出抗炎和镇痛活性，且无致胃溃疡作用。内酰胺衍生物1的化学和酶促水解情况未表明其转化为双氯芬酸(2)。该化合物是治疗慢性炎症性疾病的一种新的无溃疡形成原型药物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/d65b155a9be1/molecules-14-03187-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/ee57dec5c149/molecules-14-03187-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/23353d0a8f8a/molecules-14-03187-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/f78b8e47cb62/molecules-14-03187-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/e61f74bfb0dc/molecules-14-03187-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/0d196cb8dcbc/molecules-14-03187-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/d65b155a9be1/molecules-14-03187-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/ee57dec5c149/molecules-14-03187-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/23353d0a8f8a/molecules-14-03187-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/f78b8e47cb62/molecules-14-03187-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/e61f74bfb0dc/molecules-14-03187-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/0d196cb8dcbc/molecules-14-03187-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de6/6255044/d65b155a9be1/molecules-14-03187-g005.jpg

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