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Synthesis, spectral analysis and in vitro cytotoxicity of diorganotin (IV) complexes derived from indole‐3‐butyric hydrazide
Author(s) -
Devi Jai,
Yadav Jyoti,
Kumar Deepak,
Jindal Deepak Kumar,
Basu Biswarup
Publication year - 2020
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.5815
Subject(s) - chemistry , hydrazide , schiff base , indole test , stereochemistry , salicylaldehyde , cytotoxicity , medicinal chemistry , in vitro , organic chemistry , biochemistry
A series ( 1–20 ) of diorganotin (IV) complexes with general formula R 2 SnL were formed by the reaction of R 2 SnCl 2 (where R = Me, Et, Bu and Ph) with Schiff base ligands ( H 2 L 1–4 ) derived from the reaction of indole‐3‐butyric hydrazide with the salicylaldehyde and its derivatives. The structure elucidation of compounds were done by using UV–Vis, FT‐IR, NMR ( 1 H, 13 C, 119 Sn), Mass spectrometry and thermal gravimetric analysis. Spectroscopic evidences suggested tridentate nature (ONO) of Schiff base ligands and coordinated to the dialkyl/diaryltin (IV) moieties through nitrogen and oxygen donor sites giving pentacoordinated geometry to complexes. The compounds were tested for the antimicrobial activity against bacterial and fungal strains which showed promising biological activity with compound 20 (Ph 2 SnL 4 ) as most active against microbes. The in silico study of the compounds was carried and observed that the compounds are used as orally active drugs and promote the formation of different hydrazide based drugs. The synthesized compounds were tested against human carcinoma cell lines namely A549, MCF7 and one normal cell line IMR 90 using MTT assay. The diethyl and dibutyltin complexes of Schiff bases displayed good cytotoxic activities. Compound 3 (H 2 L 3 ) and 10 (Et 2 SnL 2 ) were most potent against cancer cell lines with lowest IC 50 values and 7–8 times less toxic against the normal cell line.