Synthesis, characterisation and biological activity of diorganotin compounds of (E)-N'-(5-nitro-2-hydroxybenzylidene)-3-hydroxy-2-naphthohydrazide
Document Type
Article
Publication Date
9-1-2022
Abstract
Diorganotin(IV) compounds with the general formula R2SnL H2L = (E)-N'-1-(5-nitro-2-hydroxybenzylidene]-3-hydroxy-2-naphthohydrazide; R = Me (1.toluene and 1), n-Bu (2), Ph (3), Cy (4), Bz (5), o-ClBz (6) and p-ClBz (7)] have been synthesised and characterised by elemental analyses, IR, H-1, C-13{1H} and 119Sn NMR spectros-copy, thermal analysis and in the cases of 1 and 3, single crystal X-ray diffraction. Crystallography, in accord with NMR, indicate highly distorted penta-coordinate geometries whereby each C2NO2 donor set is defined by the NO2 donor atoms derived from di-anionic L and two tin-bound organo substituents. The Schiff base ligand and the corresponding diorganotin compounds have been evaluated against two colon human carcinoma cell lines (HT-29 and HCT 116) and a normal colon fibroblast cell line (CCD-18Co). Among the evaluated compounds, the n-butyl derivative, 2, is most potent and least toxic to the cancer and normal cell lines, respectively, yielding the highest safety profile (high SI). In addition, the anti-bacterial activities have been evaluated against a panel of 21 Gram positive and Gram negative bacteria. Based on the broth dilution method, non-toxic 3, exhibited promising anti-bacterial effects against two Gram positive bacteria, namely, Enterococcus faecalis and Staphylo-coccus epidermidis.
Keywords
Diorganotin, Penta-coordination, X-ray structure, Cytotoxic activity, Anti-bacterial activity
Divisions
InstituteofBiologicalSciences
Funders
Sunway University Sdn Bhd (Grant No: GRTIN-IRG-01-2021 & GRTIN-IRG-08-2021),Universiti Malaya (Grant No: RP017B-14AFR),Ministry of Higher Education of Malaysia (MOHE) Fundamental Research Grant Scheme (FRGS) (Grant No: FP033-2014B)
Publication Title
Polyhedron
Volume
223
Publisher
Pergamon-Elsevier Science Ltd
Publisher Location
THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND