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Synthesis and Anticancer Activity of Some New 2‐Benzyloxy‐5‐alkyne Substituted Pyrimidines: An Application to Sonogashira Coupling
Author(s) -
Reddy Onteddu Surendranatha,
Ramana Mutchu Baby,
Durga Thripuram Vijaya,
Chandu Basavaiah,
Lakshmi Chavakula Rajya,
Rayalu Golkonda Mokesh,
Kotra Vijay,
Babu Bollikolla Hari
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202001668
Subject(s) - sonogashira coupling , alkyne , chemistry , cell culture , cytotoxic t cell , aryl , combinatorial chemistry , diethylamine , a549 cell , catalysis , in vitro , stereochemistry , organic chemistry , palladium , biochemistry , biology , alkyl , genetics
Sonogashira coupling between diversely substituted 2‐benzyloxy‐5‐bromopyrimidines and various aryl and aliphatic alkynes in the presence of catalytic amount of PdCl 2 (PPh 3 ) 2 with diethylamine and CuI as a co catalyst in THF at 60 °C afforded 17 new 2‐benzyloxy‐5‐alkyne substituted pyrimidines in good yields (85–94 %). The cytotoxic activity of resulted compounds were evaluated against A549 (Human lung adenocarcinoma cell line), HepG2 (Human liver cancer cell line) and HCT116 (Human colon cancer cell line) cancer cell lines. Some of the 2‐benzyloxy‐5‐alkyne pyrimidines synthesized were found to be shown moderate in vitro cytotoxic activity against A549 cell line.