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Design, Synthesis, Antiviral Activities of Novel Phosphonate Derivatives Containing Quinazoline Based on Chalone Motif
Author(s) -
Zhang GuoPing,
Pan JianKe,
Zhang Jian,
Wu ZengXue,
Liu DengYue,
Zhao Lei
Publication year - 2017
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.2849
Subject(s) - chemistry , phosphonate , bioassay , natural product , combinatorial chemistry , virus , stereochemistry , organic chemistry , virology , genetics , biology
Based on the structure of natural product chalone, a series of novel phosphonate derivatives were designed and synthesized through 1,4‐hydrophosphinylation of α,β‐unsaturated carbonyl compounds. Their structures were characterized by IR, NMR, MS, and elemental analysis. The antiviral activities against cucumber mosaic virus were evaluated for the first time. The bioassay results indicated that most compounds exhibited good protective activities, low curative activities, and weak inactive activities. The antiviral protective activities of compounds C2 and C5 were 55.1% and 56.8%, respectively, which are slightly higher than those of the commercial Ningnanmyin (49.3%) and Dufulin (53.1%). Moreover, compounds C2 and C9 exhibited moderate curative activities (42.6% and 46.6%). Therefore, the basic motif of C1 can be used as a new lead structure for developing antivirus agents.

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