Design, synthesis, molecular docking study, and α-glucosidase inhibitory evaluation of novel hydrazide-hydrazone derivatives of 3,4-dihydroxyphenylacetic acid

doi:10.1038/s41598-024-62034-x

IMR OpenIR

	Design, synthesis, molecular docking study, and α-glucosidase inhibitory evaluation of novel hydrazide-hydrazone derivatives of 3,4-dihydroxyphenylacetic acid
	Khan, Hammad 1; Jan, Faheem 2,3; Shakoor, Abdul 4; Khan, Ajmal 5; Alasmari, Abdullah F.6; Alasmari, Fawaz 6; Ullah, Saeed 5; Al-Harrasi, Ahmed 5; Khan, Momin 4; Ali, Shaukat 1
通讯作者	Al-Harrasi, Ahmed(aharrasi@unizwa.edu.om) ; Khan, Momin(mominkhan@awkum.edu.pk) ; Ali, Shaukat(drshaukatali@uop.edu.pk)
	2024-05-18
发表期刊	SCIENTIFIC REPORTS
ISSN	2045-2322
卷号	14 期号:1 页码:9
摘要	A series of novel Schiff base derivatives (1-28) of 3,4-dihydroxyphenylacetic acid were synthesized in a multi-step reaction. All the synthesized Schiff bases were obtained in high yields and their structures were determined by 1HNMR, 13CNMR, and HR-ESI-MS spectroscopy. Except for compounds 22, 26, 27, and 28, all derivatives show excellent to moderate alpha-glucosidase inhibition. Compounds 5 (IC50 = 12.84 +/- 0.52 mu M), 4 (IC50 = 13.64 +/- 0.58 mu M), 12 (IC50 = 15.73 +/- 0.71 mu M), 13 (IC50 = 16.62 +/- 0.47 mu M), 15 (IC50 = 17.40 +/- 0.74 mu M), 3 (IC50 = 18.45 +/- 1.21 mu M), 7 (IC50 = 19.68 +/- 0.82 mu M), and 2 (IC50 = 20.35 +/- 1.27 mu M) shows outstanding inhibition as compared to standard acarbose (IC50 = 873.34 +/- 1.67 mu M). Furthermore, a docking study was performed to find out the interaction between the enzyme and the most active compounds. With this research work, 3,4-dihydroxyphenylacetic acid Schiff base derivatives have been introduced as a potential class of alpha-glucosidase inhibitors that have remained elusive till now.
资助者	King Saud University, Riyadh, Saudi Arabia.
DOI	10.1038/s41598-024-62034-x
收录类别	SCI
语种	英语
资助项目	King Saud University, Riyadh, Saudi Arabia.[RSP2024R235]
WOS研究方向	Science & Technology - Other Topics
WOS类目	Multidisciplinary Sciences
WOS记录号	WOS:001227448800032
出版者	NATURE PORTFOLIO
引用统计	被引频次：8[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.imr.ac.cn/handle/321006/186544
专题	中国科学院金属研究所
通讯作者	Al-Harrasi, Ahmed; Khan, Momin; Ali, Shaukat
作者单位	1.Univ Peshawar, Inst Chem Sci, Organ Synth & Catalysis Res Lab, Peshawar 25120, Khyber Pakhtunk, Pakistan 2.Chinese Acad Sci, Inst Met Res, Shenyang Natl Lab Mat Sci, Shenyang 110016, Liaoning, Peoples R China 3.Univ Sci & Technol China, Sch Mat Sci & Engn, Shenyang 110016, Liaoning, Peoples R China 4.Abdul Wali Khan Univ, Dept Chem, Mardan 23200, Pakistan 5.Univ Nizwa, Nat & Med Sci Res Ctr, POB 33, Birkat Al Mauz 616, Nizwa, Oman 6.King Saud Univ, Coll Pharm, Dept Pharmacol & Toxicol, Riyadh 11451, Saudi Arabia
推荐引用方式 GB/T 7714	Khan, Hammad,Jan, Faheem,Shakoor, Abdul,et al. Design, synthesis, molecular docking study, and α-glucosidase inhibitory evaluation of novel hydrazide-hydrazone derivatives of 3,4-dihydroxyphenylacetic acid[J]. SCIENTIFIC REPORTS,2024,14(1):9.
APA	Khan, Hammad.,Jan, Faheem.,Shakoor, Abdul.,Khan, Ajmal.,Alasmari, Abdullah F..,...&Ali, Shaukat.(2024).Design, synthesis, molecular docking study, and α-glucosidase inhibitory evaluation of novel hydrazide-hydrazone derivatives of 3,4-dihydroxyphenylacetic acid.SCIENTIFIC REPORTS,14(1),9.
MLA	Khan, Hammad,et al."Design, synthesis, molecular docking study, and α-glucosidase inhibitory evaluation of novel hydrazide-hydrazone derivatives of 3,4-dihydroxyphenylacetic acid".SCIENTIFIC REPORTS 14.1(2024):9.