Synthesis and QSAR analysis of chalcone derivatives as nitric oxide inhibitory agent

Kok Wai Lam, Reaz Uddin, Choi Yi Liew, Chau Ling Tham, Daud A. Israf, Ahmad Syahida, Mohd Basyaruddin Abdul Rahman, Zaheer Ul-Haq, Nordin H. Lajis

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

In this study, thirty-eight chalcone analogs were synthesized and evaluated for nitric oxide (NO) inhibition activity on RAW 264.7 cells. Among these compounds, chalcones bearing furanyl group showed remarkable anti-inflammatory activity. Both compounds 2d and 2j were identified as the most potent NO inhibitor on IFN-γ/LPS-activated RAW 264.7 cells. In order to examine the structure-activity relationship, a 3D QSAR analysis was carried out by comparative molecular field analysis (CoMFA) method on the selected chalcones. Partial least square analysis produced a statistically coherent model with good predictive value, r 2 = 0.989 and a good cross validated value, q 2 = 0.583.

Original languageEnglish
Pages (from-to)1953-1966
Number of pages14
JournalMedicinal Chemistry Research
Volume21
Issue number8
DOIs
Publication statusPublished - Aug 2012
Externally publishedYes

Fingerprint

Chalcones
Chalcone
Quantitative Structure-Activity Relationship
Nitric Oxide
Bearings (structural)
Derivatives
Structure-Activity Relationship
Least-Squares Analysis
Anti-Inflammatory Agents
RAW 264.7 Cells

Keywords

  • 3D QSAR
  • Chalcone analogues
  • CoMFA
  • Nitric oxide inhibition
  • RAW 264.7

ASJC Scopus subject areas

  • Pharmacology, Toxicology and Pharmaceutics(all)
  • Organic Chemistry

Cite this

Lam, K. W., Uddin, R., Liew, C. Y., Tham, C. L., Israf, D. A., Syahida, A., ... Lajis, N. H. (2012). Synthesis and QSAR analysis of chalcone derivatives as nitric oxide inhibitory agent. Medicinal Chemistry Research, 21(8), 1953-1966. https://doi.org/10.1007/s00044-011-9706-1

Synthesis and QSAR analysis of chalcone derivatives as nitric oxide inhibitory agent. / Lam, Kok Wai; Uddin, Reaz; Liew, Choi Yi; Tham, Chau Ling; Israf, Daud A.; Syahida, Ahmad; Rahman, Mohd Basyaruddin Abdul; Ul-Haq, Zaheer; Lajis, Nordin H.

In: Medicinal Chemistry Research, Vol. 21, No. 8, 08.2012, p. 1953-1966.

Research output: Contribution to journalArticle

Lam, KW, Uddin, R, Liew, CY, Tham, CL, Israf, DA, Syahida, A, Rahman, MBA, Ul-Haq, Z & Lajis, NH 2012, 'Synthesis and QSAR analysis of chalcone derivatives as nitric oxide inhibitory agent', Medicinal Chemistry Research, vol. 21, no. 8, pp. 1953-1966. https://doi.org/10.1007/s00044-011-9706-1
Lam, Kok Wai ; Uddin, Reaz ; Liew, Choi Yi ; Tham, Chau Ling ; Israf, Daud A. ; Syahida, Ahmad ; Rahman, Mohd Basyaruddin Abdul ; Ul-Haq, Zaheer ; Lajis, Nordin H. / Synthesis and QSAR analysis of chalcone derivatives as nitric oxide inhibitory agent. In: Medicinal Chemistry Research. 2012 ; Vol. 21, No. 8. pp. 1953-1966.
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