Synthesis and antioxidant activities of novel 5-chlorocurcumin, complemented by semiempirical calculations

Ahmed A. Al-Amiery, Abdul Amir H. Kadhum, Hasan R. Obayes, Abu Bakar Mohamad

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

The novel curcumin derivative (1E,4Z,6E)-5-chloro-1,7-bis(4-hydroxy-3- methoxyphenyl)hepta-1,4,6-trien-3-one (5-chlorocurcumin) was prepared from natural curcumin. The newly synthesised compound was characterised by spectral studies (IR, 1H NMR, and 13C NMR). The free radical scavenging activity of 5-chlorocurcumin has been determined by measuring interaction with the stable free radical DPPH, and 5-chlorocurcumin has shown encouraging antioxidant activities. Theory calculations of the synthesised 5-chlorocurcumin were performed using molecular structures with optimised geometries. Molecular orbital calculations provided a detailed description of the orbitals, including spatial characteristics, nodal patterns, and the contributions of individual atoms.

Original languageEnglish
Article number354982
JournalBioinorganic Chemistry and Applications
Volume2013
DOIs
Publication statusPublished - 2013

Fingerprint

Curcumin
Free Radicals
Antioxidants
Nuclear magnetic resonance
Trientine
Orbital calculations
Scavenging
Molecular orbitals
Molecular Structure
Molecular structure
Derivatives
Atoms
Geometry
Carbon-13 Magnetic Resonance Spectroscopy
Proton Magnetic Resonance Spectroscopy

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Biochemistry

Cite this

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abstract = "The novel curcumin derivative (1E,4Z,6E)-5-chloro-1,7-bis(4-hydroxy-3- methoxyphenyl)hepta-1,4,6-trien-3-one (5-chlorocurcumin) was prepared from natural curcumin. The newly synthesised compound was characterised by spectral studies (IR, 1H NMR, and 13C NMR). The free radical scavenging activity of 5-chlorocurcumin has been determined by measuring interaction with the stable free radical DPPH, and 5-chlorocurcumin has shown encouraging antioxidant activities. Theory calculations of the synthesised 5-chlorocurcumin were performed using molecular structures with optimised geometries. Molecular orbital calculations provided a detailed description of the orbitals, including spatial characteristics, nodal patterns, and the contributions of individual atoms.",
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AU - Mohamad, Abu Bakar

PY - 2013

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