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Investigation of the Anti‐human Immunodeficiency Virus Activity of Heteronuclear Bis‐isatin Scaffolds Tethered through Propyl and Butyl
Author(s) -
Zhang Longfei,
Zhao Shijia,
Xu Zhi,
Liu Yi
Publication year - 2019
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3691
Subject(s) - heteronuclear molecule , isatin , chemistry , linker , human immunodeficiency virus (hiv) , cytotoxicity , proton nmr , stereochemistry , combinatorial chemistry , in vitro , organic chemistry , nuclear magnetic resonance spectroscopy , biochemistry , virology , computer science , biology , operating system
A series of novel heteronuclear bis‐isatin scaffolds 6a–j tethered through propyl and butyl were designed, synthesized to investigate the influence of the length of the linker between the two isatin motifs and substituents at the isatin framework on the anti‐human immunodeficiency virus (HIV) activity against HIV‐1 IIIB (MT‐4 cells) in this paper. The synthesized heteronuclear dimers were characterized by 1 H‐NMR, 13 C‐NMR, and HRMS. All bis‐isatin scaffolds were active against HIV‐1 IIIB with EC 50 values ranging from 10.03 to 95.47 μ M and also showed acceptable cytotoxicity towards MT‐4 cells. The structure–activity relationship revealed that the length of the linker has great influence on the activity, and the contribution order was butyl > propyl, demonstrating the longer linker was favorable to the activity.