Design, Synthesis, and Antiviral Activity of Novel Chalcone Derivatives Containing a Purine Moiety

Chinese Journal of Chemistry - Tập 35 Số 5 - Trang 665-672 - 2017
Xiuhai Gan1,2, Xing Tang2, Deyu Hu2, Baoan Song2
1College of Chemistry and Life Science Guizhou Education University Guiyang Guizhou 550018 China
2State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals Guizhou University Guiyang Guizhou 550025 China

Tóm tắt

To find new antiviral agents, novel chalcone derivatives containing a purine moiety were designed and synthesized by combining bioactive substructures. The antiviral activities of the derivatives against tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV) were evaluated. Results showed that most of the derivatives showed antiviral activities. Compounds 3n and 3p exhibited excellent curative, protective and inactivation activities against TMV, with the EC50 values of 452.4, 416.2, 241.2 and 438.7, 418.6, 261.7 µg•mL−1, respectively, which were better than those of ribavirin (585.8, 436.0 and 268.7 µg•mL−1). Compounds 3n and 3p showed remarkable curative and protective activities against CMV. Compound 3n showed a moderate affinity to TMV coat protein, with binding constant Ka and Kd values of 1.5 × 104 L•mol−1 and 79.8 µmol•L−1, respectively. These findings provided an important structural insight for further designs of highly active chalcone derivatives and a basis for further study on their mechanism of action.

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Thông tin xuất bản

Chinese Journal of Chemistry

Tập 35 Số 5

665-672

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