Synthesis, spectroscopic characterization, X-ray diffraction studies and in-vitro antibacterial activities of diorganotin(IV) derivatives with N-methyl-4-bromobenzohydroxamic acid

Ali Irshad, Naqeebullah Khan, Yang Farina Abdul Aziz, Nizam Baloch, Samiullah, Akbar Ali, Lo Kong Mun, Ghulam Murtaza, Attiq-ur-Rehman

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Three new diorganotin(IV) complexes (CH3)2Sn(mbbha)2 (2), (C4H9)2Sn(mbbha)2 (3), (C6 H5)2Sn(mbbha)2 (4), of N-methyl-4-bromobenzohydroxamic acid (Hmbbha) (1) have been synthesized by 2:1 condensation ratio of the parent hydroxamic acid with (CH3)2SnO, (C 4H9)2SnO and (C6H5)2SnO in toluene. Ligand has been synthesized by the reaction of 4-bromobenzoyl chloride and N-methylhydroxylamine hydrochloride. Elemental analysis, IR, multinuclear 1H, 13C, 119Sn NMR spectroscopic techniques have been utilized to investigate the bonding and coordination modes of the ligand and its derivatives. It is found on the basis of spectroscopic and structural investigations that hydroxamate ligand acts as a bidentate chelator and coordinated to tin via carbonyl oxygen and deprotonated hydroxy group. The structures of complexes (3) and (4) have been deduced by X-ray crystallography which reveals octahedral geometry around tin in (C4H9)2Sn(mbbha)2 (3) and (C6 H5)2Sn(mbbha)2 (4) derivatives. The in-vitro antibacterial activities of ligand and its derivatives have been evaluated against one Gram positive and three Gram negative bacterial strains. The derivative (2) has displayed remarkable potency against both Gram positive and Gram negative strains. Anti-pathogenic results have been verified statistically.

Original languageEnglish
Pages (from-to)280-287
Number of pages8
JournalInorganica Chimica Acta
Volume469
DOIs
Publication statusPublished - 1 Jan 2018

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Ligands
Derivatives
X ray diffraction
ligands
acids
Acids
Tin
synthesis
diffraction
tin
x rays
Hydroxamic Acids
X ray crystallography
hydrochlorides
Toluene
Chelating Agents
crystallography
toluene
Chlorides
Condensation

Keywords

  • Antibacterial activity
  • Diorganotin(IV) hydroxamate
  • NMR
  • X-ray diffraction

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Synthesis, spectroscopic characterization, X-ray diffraction studies and in-vitro antibacterial activities of diorganotin(IV) derivatives with N-methyl-4-bromobenzohydroxamic acid. / Irshad, Ali; Khan, Naqeebullah; Abdul Aziz, Yang Farina; Baloch, Nizam; Samiullah; Ali, Akbar; Mun, Lo Kong; Murtaza, Ghulam; Attiq-ur-Rehman.

In: Inorganica Chimica Acta, Vol. 469, 01.01.2018, p. 280-287.

Research output: Contribution to journalArticle

Irshad, Ali ; Khan, Naqeebullah ; Abdul Aziz, Yang Farina ; Baloch, Nizam ; Samiullah ; Ali, Akbar ; Mun, Lo Kong ; Murtaza, Ghulam ; Attiq-ur-Rehman. / Synthesis, spectroscopic characterization, X-ray diffraction studies and in-vitro antibacterial activities of diorganotin(IV) derivatives with N-methyl-4-bromobenzohydroxamic acid. In: Inorganica Chimica Acta. 2018 ; Vol. 469. pp. 280-287.
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T1 - Synthesis, spectroscopic characterization, X-ray diffraction studies and in-vitro antibacterial activities of diorganotin(IV) derivatives with N-methyl-4-bromobenzohydroxamic acid

AU - Irshad, Ali

AU - Khan, Naqeebullah

AU - Abdul Aziz, Yang Farina

AU - Baloch, Nizam

AU - Samiullah,

AU - Ali, Akbar

AU - Mun, Lo Kong

AU - Murtaza, Ghulam

AU - Attiq-ur-Rehman,

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AB - Three new diorganotin(IV) complexes (CH3)2Sn(mbbha)2 (2), (C4H9)2Sn(mbbha)2 (3), (C6 H5)2Sn(mbbha)2 (4), of N-methyl-4-bromobenzohydroxamic acid (Hmbbha) (1) have been synthesized by 2:1 condensation ratio of the parent hydroxamic acid with (CH3)2SnO, (C 4H9)2SnO and (C6H5)2SnO in toluene. Ligand has been synthesized by the reaction of 4-bromobenzoyl chloride and N-methylhydroxylamine hydrochloride. Elemental analysis, IR, multinuclear 1H, 13C, 119Sn NMR spectroscopic techniques have been utilized to investigate the bonding and coordination modes of the ligand and its derivatives. It is found on the basis of spectroscopic and structural investigations that hydroxamate ligand acts as a bidentate chelator and coordinated to tin via carbonyl oxygen and deprotonated hydroxy group. The structures of complexes (3) and (4) have been deduced by X-ray crystallography which reveals octahedral geometry around tin in (C4H9)2Sn(mbbha)2 (3) and (C6 H5)2Sn(mbbha)2 (4) derivatives. The in-vitro antibacterial activities of ligand and its derivatives have been evaluated against one Gram positive and three Gram negative bacterial strains. The derivative (2) has displayed remarkable potency against both Gram positive and Gram negative strains. Anti-pathogenic results have been verified statistically.

KW - Antibacterial activity

KW - Diorganotin(IV) hydroxamate

KW - NMR

KW - X-ray diffraction

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