Synthesis and biological evaluation of benzothiazol-based 1,3,4-oxadiazole derivatives as amyloid beta-targeted compounds against Alzheimer's disease

doi:10.1007/s00706-017-1993-x

CORC > 上海药物研究所 > 中国科学院上海药物研究所 > 药理学第二研究室

	Synthesis and biological evaluation of benzothiazol-based 1,3,4-oxadiazole derivatives as amyloid beta-targeted compounds against Alzheimer's disease
	Mei, Wen-wen 3,5; Ji, Sha-sha 4,5; Xiao, Wei 2; Wang, Xue-dong 5; Jiang, Cheng-shi 1,3; Ma, Wen-quan 6; Zhang, Hai-yan4 ; Gong, Jing-xu 3; Guo, Yue-wei3
刊名	MONATSHEFTE FUR CHEMIE
	2017-10
卷号	148 期号:10 页码:1807-1815
关键词	Structure-activity relationships Heterocycles Drug research Neuroprotective effects
ISSN号	0026-9247
DOI	10.1007/s00706-017-1993-x
文献子类	Article
英文摘要	A series of new benzothiazol-based 1,3,4-oxadiazole derivatives were synthesized and evaluated for their neuroprotective effects against A beta(25-35)-induced toxicity in SH-SY5Y cells. The bioassay results indicated that most of the tested compounds exhibited promising neuroprotective activity. In particular, compound 2-[[[5-[(4-bromophenylmethyl)thio]-1,3,4-oxadiazol-2-yl]methyl]thio]benzothiazole showed the most potent activity (95.7% of cell viability at 10 mu M), better than the positive control EGCG (90.7% of cell viability at 10 mu M). Furthermore, compounds 2-[[[5-[(2-bromophenylmethyl)thio]-1,3,4-oxadiazol-2-yl]methyl]thio]benzothiazole, 2-[[[5-[(4-bromo-2-fluorophenylmethylyl)thio]-1,3,4-oxadiazol-2-yl]methyl]thio]benzothiazole, and 2-[[[5-[(4-methoxyphenylmethyl)thio]-1,3,4-oxadiazol-2-yl]methyl]thio]benzothiazole displayed neuroprotective activity similar to EGCG (87.7, 89.1, and 87.7% of cell viability, respectively, at 10 mu M). The preliminary SARs analysis indicated that benzene ring is the key factor for the neuroprotective activity and the bromo atom substituted at 4-position of the benzene ring favors the neuroprotective activity. In addition, the fluoro group in the benzene ring appears not beneficial for the neuroprotective activity. [GRAPHICS] .
资助项目	Natural Science Foundation of China[81520108028] ; Natural Science Foundation of China[21672230] ; Natural Science Foundation of China[41506187] ; Natural Science Foundation of China[81302692] ; Natural Science Foundation of China[41476063] ; Natural Science Foundation of China[4167060562] ; Natural Science Foundation of China[8160131016] ; NSFC-Shandong Joint Fund for Marine Science Research Centers[U1406402] ; SCTSM Project[14431901100] ; SCTSM Project[15431901000] ; SKLDR Projects[SIMM1501ZZ-03]
WOS关键词	MARINE NATURAL-PRODUCTS ; PHIDIANIDINES ; INHIBITORS ; HYBRIDS ; DESIGN ; CHELATORS ; TOXICITY ; PLAQUES ; AGENTS ; DRUGS
WOS研究方向	Chemistry
语种	英语
出版者	SPRINGER WIEN
WOS记录号	WOS:000410744700011
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/272473]
专题	药理学第二研究室中科院受体结构与功能重点实验室新药研究国家重点实验室天然药物化学研究室
通讯作者	Zhang, Hai-yan; Gong, Jing-xu
作者单位	1.Univ Jinan, Sch Biol Sci & Technol, Jinan, Shandong, Peoples R China; 2.Jiangsu Kanion Pharmaceut Co Ltd, Lianyungang, Jiangsu, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Chong Zi Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China; 4.Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China; 5.Weifang Med Univ, Coll Pharm, Weifang, Shandong, Peoples R China; 6.Weifang Biomed Innovat & Entrepreneurship Serv Ct, Weifang, Shandong, Peoples R China;
推荐引用方式 GB/T 7714	Mei, Wen-wen,Ji, Sha-sha,Xiao, Wei,et al. Synthesis and biological evaluation of benzothiazol-based 1,3,4-oxadiazole derivatives as amyloid beta-targeted compounds against Alzheimer's disease[J]. MONATSHEFTE FUR CHEMIE,2017,148(10):1807-1815.
APA	Mei, Wen-wen.,Ji, Sha-sha.,Xiao, Wei.,Wang, Xue-dong.,Jiang, Cheng-shi.,...&Guo, Yue-wei.(2017).Synthesis and biological evaluation of benzothiazol-based 1,3,4-oxadiazole derivatives as amyloid beta-targeted compounds against Alzheimer's disease.MONATSHEFTE FUR CHEMIE,148(10),1807-1815.
MLA	Mei, Wen-wen,et al."Synthesis and biological evaluation of benzothiazol-based 1,3,4-oxadiazole derivatives as amyloid beta-targeted compounds against Alzheimer's disease".MONATSHEFTE FUR CHEMIE 148.10(2017):1807-1815.