6-Acyl-4-aryl/alkyl-5,7-dihydroxycoumarins as anti-inflammatory agents

Chun Mao Lin, Sheng Tung Huang, Fu Wei Lee, Hsien Saw Kuo, Mei Hsiang Lin

Research output: Contribution to journalArticle

60 Citations (Scopus)

Abstract

A series of coumarin derivatives were synthesized in two steps from phloroglucinol. The anti-inflammatory activities of these derivatives were evaluated by means of inhibiting NO production in LPS-induced RAW 264.7 cells. Derivatives 3, 8, 10, 11, and 13 exhibited low micromolar levels of anti-inflammatory activities, and these derivatives also protected DNA against hydroxyl radical attack. Coumarin derivative 8 was the most potent derivative among those tested herein against NO production in LPS-induced RAW 264.7 cells with an IC 50 value of 7.6 μM, and it effectively reduced the hydroxyl radical production by 50% at 100 μM in the electron spin resonance study.

Original languageEnglish
Pages (from-to)4402-4409
Number of pages8
JournalBioorganic and Medicinal Chemistry
Volume14
Issue number13
DOIs
Publication statusPublished - Jul 1 2006

Fingerprint

Coumarins
Hydroxyl Radical
Anti-Inflammatory Agents
Phloroglucinol
Derivatives
Electron Spin Resonance Spectroscopy
DNA
Paramagnetic resonance
RAW 264.7 Cells

Keywords

  • Anti-inflammation
  • Coumarin
  • iNOS
  • ROS

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

6-Acyl-4-aryl/alkyl-5,7-dihydroxycoumarins as anti-inflammatory agents. / Lin, Chun Mao; Huang, Sheng Tung; Lee, Fu Wei; Kuo, Hsien Saw; Lin, Mei Hsiang.

In: Bioorganic and Medicinal Chemistry, Vol. 14, No. 13, 01.07.2006, p. 4402-4409.

Research output: Contribution to journalArticle

Lin, Chun Mao ; Huang, Sheng Tung ; Lee, Fu Wei ; Kuo, Hsien Saw ; Lin, Mei Hsiang. / 6-Acyl-4-aryl/alkyl-5,7-dihydroxycoumarins as anti-inflammatory agents. In: Bioorganic and Medicinal Chemistry. 2006 ; Vol. 14, No. 13. pp. 4402-4409.
@article{f0ee3549ec8d49d2abd1c898dcfc5bc3,
title = "6-Acyl-4-aryl/alkyl-5,7-dihydroxycoumarins as anti-inflammatory agents",
abstract = "A series of coumarin derivatives were synthesized in two steps from phloroglucinol. The anti-inflammatory activities of these derivatives were evaluated by means of inhibiting NO production in LPS-induced RAW 264.7 cells. Derivatives 3, 8, 10, 11, and 13 exhibited low micromolar levels of anti-inflammatory activities, and these derivatives also protected DNA against hydroxyl radical attack. Coumarin derivative 8 was the most potent derivative among those tested herein against NO production in LPS-induced RAW 264.7 cells with an IC 50 value of 7.6 μM, and it effectively reduced the hydroxyl radical production by 50{\%} at 100 μM in the electron spin resonance study.",
keywords = "Anti-inflammation, Coumarin, iNOS, ROS",
author = "Lin, {Chun Mao} and Huang, {Sheng Tung} and Lee, {Fu Wei} and Kuo, {Hsien Saw} and Lin, {Mei Hsiang}",
year = "2006",
month = "7",
day = "1",
doi = "10.1016/j.bmc.2006.02.042",
language = "English",
volume = "14",
pages = "4402--4409",
journal = "Bioorganic and Medicinal Chemistry",
issn = "0968-0896",
publisher = "Elsevier Limited",
number = "13",

}

TY - JOUR

T1 - 6-Acyl-4-aryl/alkyl-5,7-dihydroxycoumarins as anti-inflammatory agents

AU - Lin, Chun Mao

AU - Huang, Sheng Tung

AU - Lee, Fu Wei

AU - Kuo, Hsien Saw

AU - Lin, Mei Hsiang

PY - 2006/7/1

Y1 - 2006/7/1

N2 - A series of coumarin derivatives were synthesized in two steps from phloroglucinol. The anti-inflammatory activities of these derivatives were evaluated by means of inhibiting NO production in LPS-induced RAW 264.7 cells. Derivatives 3, 8, 10, 11, and 13 exhibited low micromolar levels of anti-inflammatory activities, and these derivatives also protected DNA against hydroxyl radical attack. Coumarin derivative 8 was the most potent derivative among those tested herein against NO production in LPS-induced RAW 264.7 cells with an IC 50 value of 7.6 μM, and it effectively reduced the hydroxyl radical production by 50% at 100 μM in the electron spin resonance study.

AB - A series of coumarin derivatives were synthesized in two steps from phloroglucinol. The anti-inflammatory activities of these derivatives were evaluated by means of inhibiting NO production in LPS-induced RAW 264.7 cells. Derivatives 3, 8, 10, 11, and 13 exhibited low micromolar levels of anti-inflammatory activities, and these derivatives also protected DNA against hydroxyl radical attack. Coumarin derivative 8 was the most potent derivative among those tested herein against NO production in LPS-induced RAW 264.7 cells with an IC 50 value of 7.6 μM, and it effectively reduced the hydroxyl radical production by 50% at 100 μM in the electron spin resonance study.

KW - Anti-inflammation

KW - Coumarin

KW - iNOS

KW - ROS

UR - http://www.scopus.com/inward/record.url?scp=33646544058&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33646544058&partnerID=8YFLogxK

U2 - 10.1016/j.bmc.2006.02.042

DO - 10.1016/j.bmc.2006.02.042

M3 - Article

C2 - 16540334

AN - SCOPUS:33646544058

VL - 14

SP - 4402

EP - 4409

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

SN - 0968-0896

IS - 13

ER -