European Journal of Medicinal Chemistry p. 328 - 338 (2019)
Update date:2022-08-28
Topics:
Liang, Shuobin
Li, Man
Yu, Xiaojuan
Jin, Hongwei
Zhang, Yongmin
Zhang, Lihe
Zhou, Demin
Xiao, Sulong
Glycyrrhetinic acid (GA) is a major constituent of the herb Glycyrrhiza glabra, and many of its derivatives demonstrate a broad spectrum of antiviral activities. In the current study, 18 water-soluble β-cyclodextrin (CD)-GA conjugates, in which GA was covalently coupled to the primary face of β-CD using 1,2,3-triazole moiety along with varying lengths of linker, were synthesized via copper-catalyzed azide-alkyl cycloaddition reaction. Benefited from the attached β-CD moiety, all these conjugates showed lower hydrophobicity (AlogP) compared with their parent compound GA. With the exception of per-O-methylated β-CD-GA conjugate (35), all other conjugates showed no significant cytotoxicity to MDCK cells, and these conjugates were then screened against A/WSN/33 (H1N1) virus using the cytopathic effect assay. The preliminary results indicated that six conjugates showed promising antiviral activity, and the C-3 and C-30 of GA could tolerate some modifications. Our findings suggested that GA could be used as a lead compound for the development of potential anti-influenza virus agents.
View MoreLandz International Company Ltd.
Contact:0086-21-58891610
Address:985 Dongfang Road, Pudong, Shanghai 200122 China
Shaanxi King Stone Enterprise Company Limited
Contact:86-29-88353805,13609285751
Address:.209 Keji Road Hi-Tech industrial Develpment Zone .Xian China
Nanjing Chemzam Pharmtech Co., Ltd.
Contact:+86-25-86462165,+86-13915979898
Address:C5-1,6 Maiyue Road,Maigaoqiao,Nanjing,Jiangsu,China
Hubei Sky Lake Chemical Co., Ltd.
Contact:+86-27-87385545
Address:Te-2, Xijiao Chemical Park, Yuekou Town, Tianmen, Hubei, China.
ALPHA PHARMACEUTICAL CO,LTD JIANGSU
Contact:+86-527-84829968,+86-527-84829998
Address:suqian city
Doi:10.1002/cjoc.201600060
(2016)Doi:10.1039/c5ra03932k
(2015)Doi:10.1021/acs.joc.8b00229
(2018)Doi:10.1021/jo01356a014
(1957)Doi:10.1081/NCN-120022729
(2003)Doi:10.1002/cssc.201000142
(2010)