RT Journal Article
T1 Ionic liquid-catalyzed green protocol for multi-component synthesis of dihydropyrano[2,3-c]pyrazoles as potential anticancer scaffolds
A1 Nimbalkar, Urja D.
A1 Seijas Vázquez, Julio Antonio
A1 Vázquez Tato, María del Pilar
A1 Damale, Manoj G.
A1 Sangshetti, Jaiprakash N.
A1 Nikalje, Anna Pratima G.
K1 Ionic liquid
K1 Multi-component synthesis
K1 Dihydropyrano[2,3-c]pyrazoles
K1 Anticancer activity
K1 ADMET prediction
K1 Molecular docking study
AB A series of 6-amino-4-substituted-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles 5a–j were synthesized via one-pot, four-component condensation reactions of aryl aldehydes 1a–j, propanedinitrile (2), hydrazine hydrate (3) and ethyl acetoacetate (4) under solvent-free conditions. We report herein the use of the Brønsted acid ionic liquid (BAIL) triethylammonium hydrogen sulphate [Et3NH][HSO4] as catalyst for this multi-component synthesis. Compared with the available reaction methodology, this new method has consistent advantages, including excellent yields, a short reaction time, mild reaction conditions and catalyst reusability. Selected synthesized derivatives were evaluated for in vitro anticancer activity against four human cancer cell lines viz. melanoma cancer cell line (SK-MEL-2), breast cancer cell line(MDA-MB-231), leukemia cancer cell line (K-562) and cervical cancer cell line (HeLa). Compounds 5b, 5d, 5g, 5h and 5j exhibited promising anticancer activity against all selected human cancer cell lines, except HeLa. Molecular docking studies also confirmed 5b and 5d as good lead molecules. An in silico ADMET study of the synthesized anticancer agents indicated good oral drug-like behavior and non-toxic nature.
PB MDPI
YR 2017
FD 2017
LK http://hdl.handle.net/10347/22677
UL http://hdl.handle.net/10347/22677
LA eng
NO Nimbalkar, U.D.; Seijas, J.A.; Vazquez-Tato, M.P.; Damale, M.G.; Sangshetti, J.N.; Nikalje, A.P.G. Ionic Liquid-Catalyzed Green Protocol for Multi-Component Synthesis of Dihydropyrano[2,3-c]pyrazoles as Potential Anticancer Scaffolds. Molecules 2017, 22, 1628.
NO UDN is very much thankful to Babasaheb Ambedkar Research and Training Institute (BARTI, Pune, India) for financial support
DS Minerva
RD 27 abr 2026