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Syntheses, characterization, powder X‐ray diffraction analysis and antibacterial and antioxidant activities of triphenylantimony(V) heteroleptic derivatives containing substituted oximes and morpholine dithiocarbamate
Author(s) -
Beniwal Savita,
Kumar Ashok,
Chhimpa Sunil,
John P.J.,
Singh Yashpal,
Sharma Jyoti
Publication year - 2019
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.4712
Subject(s) - morpholine , chemistry , dithiocarbamate , medicinal chemistry , octahedral molecular geometry , denticity , oxime , antibacterial activity , monoclinic crystal system , derivative (finance) , stereochemistry , nuclear chemistry , crystal structure , organic chemistry , bacteria , financial economics , economics , biology , genetics
Triphenylantimony(V) heteroleptic derivatives containing substituted oximes and morpholine dithiocarbamate of the type Ph 3 Sb[R(R′)C:NO] 2 [S 2 CN(CH 2 CH 2 ) 2 O] (where R = ─C 6 H 5 , R′ = ─CH 3 (I); R = ─C 6 H 4 CH 3 , R′ = ─CH 3 (II); R = ─C 6 H 4 Cl, R′ = ─CH 3 (III); R = ─C 6 H 4 Br, R′ = ─CH 3 (IV); R = ─C 6 H 4 OH, R′ = ─H (V); R(R′)C = CCH 2 (CH 2 ) 3 CH 2 (VI)) were synthesized by successive substitution reactions of triphenylantimony(V) dibromide with the sodium salt of substituted oximes and morpholine dithiocarbamate in unimolar ratio. All these newly synthesized derivatives were characterized using physicochemical and elemental analyses and tentative structures have been proposed on the basis of infrared, ( 1 H, 13 C) NMR and liquid chromatography–mass spectra. Spectral data revealed that the oxime behaves in a monodentate manner whereas morpholine dithiocarbamate behaves in an anisobidentate manner and thus distorted octahedral geometry has been proposed for these derivatives. Nanometric particle size ( ca 25 nm) and monoclinic crystal system have been determined using power X‐ray diffraction data of two representative derivatives. Furthermore, these newly synthesized derivatives were screened against two bacteria, Bacillus subtilis (Gram‐positive) and Escherichia coli (Gram‐negative), to evaluate their antibacterial potential. Derivative VI exhibited maximum zone of inhibition (30 mm) against E. coli . Additionally two derivatives (I and II) were tested for their antioxidant potential, with derivative II exhibiting higher antioxidant potential (233 μM g −1 ). Structure–activity relationships were also investigated.