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Environmentally Benign Copper Triflate‐Mediated Multicomponent One‐Pot Synthesis of Novel Benzo[g]chromenes Possess Potent Anticancer Activity
Author(s) -
Perumal Muthuraja,
Sengodu Prakash,
Venkatesan Sethuraman,
Srinivasan Radhakrishnan,
Paramsivam Manisankar
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700170
Subject(s) - chemistry , hela , doxorubicin , one pot synthesis , trifluoromethanesulfonate , aldehyde , yield (engineering) , polyethylene glycol , catalysis , in vitro , naphthoquinone , solvent , nuclear chemistry , organic chemistry , combinatorial chemistry , biochemistry , chemotherapy , medicine , materials science , surgery , metallurgy
An efficient multi‐component one‐pot synthesis of highly functionalized 5,10‐dihydro‐4H‐benzo[g]chromenes‐3‐caronitrile derivatives from 2‐hydroxy‐1,4‐naphthoquinone, aromatic aldehyde and malonitrile in the presence of Cu(OTf) 2 catalyst and eco friendly polyethylene glycol solvent was carried out under ultrasonication. The reaction was completed within 10 minutes and resulted in good yield. The synthesized compounds were tested for their in‐vitro anticancer activity against cervical cancer cell line (HeLa). Nine out of ten compounds showed potent antitumor activity better than that of doxorubicin. 2‐Amino‐4‐(3‐methoxy‐2‐hydroxy)‐5,10‐dioxo‐5,10‐dihydro‐4H‐benzo[g]chromene‐3‐carbonitrile displayed highest activity among the test compounds and doxorubicin with IC 50 equal to 1.27 μM.