设计和合成氨基酸共轭杂环衍生脲/硫脲作为蛋白质糖基化的有效抑制剂。

Bioorganicheskaia khimiia Pub Date : 2014-07-01
C S Shantharam, D M Suyoga Vardhan, R Suhas, D Channe Gowda
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引用次数: 0

摘要

蛋白质糖化被认为在糖尿病并发症相关的长期疾病的发展中起重要作用。鉴于晚期糖基化终产物(AGE’s)及其引起的氧化应激在各种糖尿病并发症中的广泛发生,鉴定和开发AGE抑制剂将是非常有意义的。本研究报道了40个苯并异唑衍生物的合成及其体外抗糖基化活性。化合物的结构经红外、核磁共振、质谱和元素分析证实。大多数标题化合物显示出良好的活性。以甲氧基为取代基的Tyr类似物的抗糖化活性最好,特别是在对位,IC50值为1.9微米,而阳性对照芦丁的IC50值为41.9微米。因此,标题化合物代表了一类新的有效的抗糖化药物。
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Design and synthesis of amino acids-conjugated heterocycle derived ureas/thioureas as potent inhibitors of protein glycation.

Protein glycation is believed to play an important role in the development of long-term disorders associated with diabetic complications. In view of the wide occurrence of advanced glycation end products (AGE's) and the oxidative stress derived from them in a variety of diabetic complications, it would be of great interest to identify and develop AGE inhibitors. In this study, synthesis and in vitro antiglycation activity of a small library of forty urea/thiourea derivatives of Phe/Tyr/Glu/Lys-benzisoxazole hybrids are reported. Structures of the compounds were confirmed by IR, NMR, mass spectrometry, and elemental analysis. Most of the title compounds exhibited promising activity. Best antiglycation activity was found for Tyr analogue with methoxy group as a substituent particularly at the para position with IC50 value of 1.9 microM against the positive control, Rutin, with IC50 = 41.9 microM. Thus, the title compounds represent novel class of potent antiglycating agents.

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