Triorganotin(IV) complexes with o-substituted arylhydroxamates

Synthesis, spectroscopic characterization, X-ray structures and in vitro cytotoxic activities

Naqeebullah Khan, Yang Farina Abdul Aziz, Lo Kong Mun, Nor Fadilah Rajab, Normah Awang

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Six new triorganotin(IV) complexes with six different RN-2-X- benzohydroxamic acid ligands having general formula R′C(O)N(RN)OH (R′ = alkyl/aryl; RN = alkyl/aryl or H), (X = -I, -NO2, -OCH3, -Br and R = -CH3, -C6H5 and -C6H4-CH3), were prepared by condensation method with the respective organotin(IV) chlorides using a stoichiometric ratio of 1:1. The bonding and coordination behaviour of these complexes were investigated on the basis of FT-IR, multinuclear 1H, 13C and 119Sn NMR spectroscopies. Complexes (1) and (3) crystallize in the orthorhombic P2(1)2(1)2(1) space group and complex (2) crystallizes in the triclinic P-1 space group whereas complex (4) crystallizes in the monoclinic P2(1)/c space group. The tested triphenyltin(IV) complexes showed significant cytotoxicities, higher than doxorubicin toward K-562, Jurkat, HepG2 and L929 cells.

Original languageEnglish
Pages (from-to)26-33
Number of pages8
JournalJournal of Organometallic Chemistry
Volume763-764
DOIs
Publication statusPublished - 1 Aug 2014

Fingerprint

Coordination Complexes
Hep G2 Cells
Cytotoxicity
Doxorubicin
Nuclear magnetic resonance spectroscopy
Chlorides
Condensation
Magnetic Resonance Spectroscopy
Ligands
X-Rays
X rays
Acids
synthesis
x rays
condensation
chlorides
nuclear magnetic resonance
ligands
acids
cells

Keywords

  • Crystal structure
  • Cytotoxicity
  • Hydroxamic acid
  • NMR
  • Triorganotin(IV) complex

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Chemistry
  • Biochemistry

Cite this

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title = "Triorganotin(IV) complexes with o-substituted arylhydroxamates: Synthesis, spectroscopic characterization, X-ray structures and in vitro cytotoxic activities",
abstract = "Six new triorganotin(IV) complexes with six different RN-2-X- benzohydroxamic acid ligands having general formula R′C(O)N(RN)OH (R′ = alkyl/aryl; RN = alkyl/aryl or H), (X = -I, -NO2, -OCH3, -Br and R = -CH3, -C6H5 and -C6H4-CH3), were prepared by condensation method with the respective organotin(IV) chlorides using a stoichiometric ratio of 1:1. The bonding and coordination behaviour of these complexes were investigated on the basis of FT-IR, multinuclear 1H, 13C and 119Sn NMR spectroscopies. Complexes (1) and (3) crystallize in the orthorhombic P2(1)2(1)2(1) space group and complex (2) crystallizes in the triclinic P-1 space group whereas complex (4) crystallizes in the monoclinic P2(1)/c space group. The tested triphenyltin(IV) complexes showed significant cytotoxicities, higher than doxorubicin toward K-562, Jurkat, HepG2 and L929 cells.",
keywords = "Crystal structure, Cytotoxicity, Hydroxamic acid, NMR, Triorganotin(IV) complex",
author = "Naqeebullah Khan and {Abdul Aziz}, {Yang Farina} and Mun, {Lo Kong} and Rajab, {Nor Fadilah} and Normah Awang",
year = "2014",
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doi = "10.1016/j.jorganchem.2014.04.015",
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T1 - Triorganotin(IV) complexes with o-substituted arylhydroxamates

T2 - Synthesis, spectroscopic characterization, X-ray structures and in vitro cytotoxic activities

AU - Khan, Naqeebullah

AU - Abdul Aziz, Yang Farina

AU - Mun, Lo Kong

AU - Rajab, Nor Fadilah

AU - Awang, Normah

PY - 2014/8/1

Y1 - 2014/8/1

N2 - Six new triorganotin(IV) complexes with six different RN-2-X- benzohydroxamic acid ligands having general formula R′C(O)N(RN)OH (R′ = alkyl/aryl; RN = alkyl/aryl or H), (X = -I, -NO2, -OCH3, -Br and R = -CH3, -C6H5 and -C6H4-CH3), were prepared by condensation method with the respective organotin(IV) chlorides using a stoichiometric ratio of 1:1. The bonding and coordination behaviour of these complexes were investigated on the basis of FT-IR, multinuclear 1H, 13C and 119Sn NMR spectroscopies. Complexes (1) and (3) crystallize in the orthorhombic P2(1)2(1)2(1) space group and complex (2) crystallizes in the triclinic P-1 space group whereas complex (4) crystallizes in the monoclinic P2(1)/c space group. The tested triphenyltin(IV) complexes showed significant cytotoxicities, higher than doxorubicin toward K-562, Jurkat, HepG2 and L929 cells.

AB - Six new triorganotin(IV) complexes with six different RN-2-X- benzohydroxamic acid ligands having general formula R′C(O)N(RN)OH (R′ = alkyl/aryl; RN = alkyl/aryl or H), (X = -I, -NO2, -OCH3, -Br and R = -CH3, -C6H5 and -C6H4-CH3), were prepared by condensation method with the respective organotin(IV) chlorides using a stoichiometric ratio of 1:1. The bonding and coordination behaviour of these complexes were investigated on the basis of FT-IR, multinuclear 1H, 13C and 119Sn NMR spectroscopies. Complexes (1) and (3) crystallize in the orthorhombic P2(1)2(1)2(1) space group and complex (2) crystallizes in the triclinic P-1 space group whereas complex (4) crystallizes in the monoclinic P2(1)/c space group. The tested triphenyltin(IV) complexes showed significant cytotoxicities, higher than doxorubicin toward K-562, Jurkat, HepG2 and L929 cells.

KW - Crystal structure

KW - Cytotoxicity

KW - Hydroxamic acid

KW - NMR

KW - Triorganotin(IV) complex

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