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2‐Amino‐3‐cyano‐4H ‐chromene‐4‐ylphosphonates as potential antiviral agents: Synthesis, in ovo and in silico approach
Author(s) -
Shaik Mahammad Sadik,
Nadiveedhi Maheshwara Reddy,
Gundluru Mohan,
Narreddy Ananda Kumar Reddy,
Thathireddy Krishna Reddy,
Ramakrishna Ranjani,
Cirandur Suresh Reddy
Publication year - 2021
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.4154
Subject(s) - chemistry , in ovo , docking (animal) , virus , in silico , malononitrile , neuraminidase , population , combinatorial chemistry , catalysis , stereochemistry , enzyme , organic chemistry , biochemistry , virology , embryo , veterinary medicine , gene , biology , microbiology and biotechnology , medicine , demography , sociology
A simplistic synthetic procedure for the synthesis of structurally diversified 2‐amino‐3‐cyano‐4H‐chromene‐4‐ylphosphonates ( 4a‐j ) were developed by the treatment of substituted salicylaldehydes, malononitrile, and dialkyl phosphite in presence of Cu(OAc) 2 catalyst at room temperature and neat conditions. The synthesized compounds were tested for their antiviral assay. Among all, the compounds 4a , 4d and 4h have shown good in ovo antiviral activity against New castle disease virus (NDV) at a concentration of 150 μg/mL. The remarkable reduction in NDV virus population in embryos treated with title compounds ( 4a‐j ) in a dose dependent manner, indicated that the synthesized compounds are extreme by toxic to the NDV virus. The title compounds were also docked against hemagglutinin neuraminidase enzyme and the more bioactive compound 4a showed highest docking score than the standard antiviral drug taribavirin while the compounds 4d and 4h has the same docking score as that of the standard.