Discovery of Novel Arylethynyltriazole Ribonucleosides with Selective and Effective Antiviral and Antiproliferative Activity

CORC > 上海有机化学研究所 > 中国科学院上海有机化学研究所 > 计算机化学与化学信息学研究室

	Discovery of Novel Arylethynyltriazole Ribonucleosides with Selective and Effective Antiviral and Antiproliferative Activity
	WAN JINQIAO ; Xia Y(夏熠) ; LIU YANG ; WANG MENGHUA ; ROCCHI PALMA ; Yao JH(姚建华) ; Qu FQ(曲凡琪) ; NEYTS JOHAN ; IOVANNA JUAN L ; Peng L(彭玲)
刊名	J. Med. Chem.
	2009
卷号	52 期号:4 页码:1144-1155
ISSN号	0022-2623
其他题名	具有抗增殖和抗病毒选择和有效活性的Arylethynyltriazole Ribonucleosides的发现
通讯作者	彭玲
英文摘要	Novel ethynyltriazole ribonucleosides were synthesized using a simple and efficient two-step procedure involving Sonogashira coupling and subsequent ammonolysis. Compounds 2f and 3o inhibited hepatitis C virus (HCV) replication efficiently, whereas compound 3f demonstrated potent apoptosis-induced antiproliferative activity against pancreatic cancer MiaPaCa-2 cells both in vitro and in vivo. Most interestingly, the notable selective antiviral and antiproliferative activities were achieved respectively for 2f and 3f by modulating the ribose sugar moiety into deprotected and protected forms while retaining a similar trifluoromethylphenylethynyltriazole as the nucleobase. Preliminary structure-activity relationship study revealed that not only the ribose moiety but also the CF3 group at the p-position of the phenyl ring and the rigid triple bond functionality contributed critically to the observed antiviral activity of 2f against HCV and antiproliferative activity of 3f against pancreatic cancer. These two compounds constitute therefore promising leads in the search for new antiviral and anticancer candidates.
学科主题	有机化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1021/jm800927r
语种	英语
WOS记录号	WOS:000263530200024
公开日期	2013-03-11
内容类型	期刊论文
源URL	[http://202.127.28.38/handle/331003/23736]
专题	上海有机化学研究所_计算机化学与化学信息学研究室
推荐引用方式 GB/T 7714	WAN JINQIAO,Xia Y,LIU YANG,et al. Discovery of Novel Arylethynyltriazole Ribonucleosides with Selective and Effective Antiviral and Antiproliferative Activity[J]. J. Med. Chem.,2009,52(4):1144-1155.
APA	WAN JINQIAO.,夏熠.,LIU YANG.,WANG MENGHUA.,ROCCHI PALMA.,...&彭玲.(2009).Discovery of Novel Arylethynyltriazole Ribonucleosides with Selective and Effective Antiviral and Antiproliferative Activity.J. Med. Chem.,52(4),1144-1155.
MLA	WAN JINQIAO,et al."Discovery of Novel Arylethynyltriazole Ribonucleosides with Selective and Effective Antiviral and Antiproliferative Activity".J. Med. Chem. 52.4(2009):1144-1155.