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香草醛-亚苄基肼杂合物作为强效酪氨酸酶抑制剂的合成、生物学评价及分子对接分析

Synthesis, biological evaluation and molecular docking analysis of vaniline-benzylidenehydrazine hybrids as potent tyrosinase inhibitors.

作者信息

Iraji Aida, Adelpour Tina, Edraki Najmeh, Khoshneviszadeh Mahsima, Miri Ramin, Khoshneviszadeh Mehdi

机构信息

1Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, Iran.

2Department of Medicinal Chemistry, Faculty of Pharmacy, Shiraz University of Medical Sciences, Shiraz, Iran.

出版信息

BMC Chem. 2020 Apr 7;14(1):28. doi: 10.1186/s13065-020-00679-1. eCollection 2020 Dec.

Abstract

In this work, 11 novel compounds based on vaniline and benzylidenehydrazine structure were synthesized with various substituents on phenyl aromatic ring of the molecule and evaluated as tyrosinase inhibitors. These new derivatives showed significant anti-tyrosinase activities, among which demonstrated to be the most potent compound, with IC values of 1.58 µM . The structure-activity relationship study of the novel constructed analogs was fully discussed. Kinetic study of compound showed uncompetitive inhibition towards tyrosinase. Furthermore, the high potency of was supported theoretically by molecular docking evaluations.

摘要

在本研究中,合成了11种基于香草醛和亚苄基肼结构的新型化合物,分子的苯基芳环上带有各种取代基,并对其作为酪氨酸酶抑制剂进行了评估。这些新衍生物表现出显著的抗酪氨酸酶活性,其中 被证明是最有效的化合物,IC值为1.58 μM。充分讨论了新构建类似物的构效关系研究。化合物 的动力学研究表明其对酪氨酸酶具有非竞争性抑制作用。此外,通过分子对接评估从理论上支持了 的高效性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7363/7137441/0e1d72399723/13065_2020_679_Fig1_HTML.jpg

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