RT Journal Article
T1 Microwave-assisted facile synthesis, anticancer evaluation and docking study of N-((5-(substituted methylene amino)-1,3,4-thiadiazol-2-yl)methyl) benzamide derivatives
A1 Tiwari, Shailee V.
A1 Siddiqui, Sumaiya
A1 Seijas Vázquez, Julio Antonio
A1 Vázquez Tato, María del Pilar
A1 Sarkate, Aniket
A1 Lokwani, Deepak K.
A1 Nikalje, Anna Pratima G.
K1 Microwave-assisted synthesis
K1 Thiadiazoles
K1 In vitro anticancer activity
K1 Molecular docking
K1 ADMET
AB In the present work, 12 novel Schiff’s bases containing a thiadiazole scaffold and benzamide groups coupled through appropriate pharmacophore were synthesized. These moieties are associated with important biological properties. A facile, solvent-free synthesis of a series of novel 7(a–l) N-((5-(substituted methylene amino)-1,3,4-thiadiazol-2-yl)methyl) benzamide was carried out under microwave irradiation. Structures of the synthesized compounds were confirmed by IR, NMR, mass spectral study and elemental analysis. All the synthesized hybrids were evaluated for their in vitro anticancer activity against a panel of four human cancer cell lines, viz. SK-MEL-2 (melanoma), HL-60 (leukemia), HeLa (cervical cancer), MCF-7 (breast cancer) and normal breast epithelial cell (MCF-10A) using 3-(4,5-dimethythiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) assay method. Most of the synthesized compounds exhibited promising anticancer activity, showed comparable GI50 values comparable to that of the standard drug Adriamycin. The compounds 7k, 7l, 7b, and 7a were found to be the most promising anticancer agents in this study. A molecular docking study was performed to predict the probable mechanism of action and computational study of the synthesized compounds 7(a–l) was performed to predict absorption, distribution, metabolism, excretion and toxicity (ADMET) properties, by using QikProp v3.5 (Schrödinger LLC). The results showed the good oral drug-like behavior of the synthesized compounds 7(a–l).
PB MDPI
YR 2017
FD 2017
LK http://hdl.handle.net/10347/22680
UL http://hdl.handle.net/10347/22680
LA eng
NO Tiwari, S.V.; Siddiqui, S.; Seijas, J.A.; Vazquez-Tato, M.P.; Sarkate, A.P.; Lokwani, D.K.; Nikalje, A.P.G. Microwave-Assisted Facile Synthesis, Anticancer Evaluation and Docking Study of N-((5-(Substituted methylene amino)-1,3,4-thiadiazol-2-yl)methyl) Benzamide Derivatives. Molecules 2017, 22, 995.
NO : The authors are thankful to Fatima Rafiq Zakaria, Chairman, Maulana Azad EducationalTrust and the Principal, Y.B. Chavan College of Pharmacy, Rafiq Zakaria Campus, Aurangabad 431001 (MS), Indiafor providing the laboratory facility. The authors are grateful to Anti-Cancer Drug screening facility (ACDSF) atACTREC, Tata Memorial Centre, Navi Mumbai for performing in vitro MTT assay for anti-cancer evaluation ofour synthesized derivatives.
DS Minerva
RD 23 abr 2026