Syntheses of NAMDA derivatives inhibiting NO production in BV-2 cells stimulated with lipopolysaccharide

Jai Seo, Ekaruth Srisook, Jin Son Hyo, Onyou Hwang, Young Nam Cha, Yoon Chi Dae

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Sixteen derivatives of N-acetyl-3-O-methyldopamine (NAMDA), an inhibitor of BH4 synthesis, were designed and synthesized. The ability of these derivatives to inhibit NO and BH4 production by lipopolysaccharide- stimulated BV-2 microglial cells was determined. While NAMDA at 100 μM inhibited NO and BH4 production by only about 20%, its catecholamide 8, indole 23 derivative, 13, and N-acetyl tetrahydroisoquinoline 25 inhibited the NO production by >50% at the same concentration. In particular, 13 and 25 inhibited both NO and BH4 production to similar degrees, which suggested that these compounds might inhibit NO production by blocking BH 4-dependent dimerization of the newly synthesized iNOS monomer.

Original languageEnglish (US)
Pages (from-to)3369-3373
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume15
Issue number14
DOIs
StatePublished - Jul 15 2005
Externally publishedYes

Fingerprint

Lipopolysaccharides
Tetrahydroisoquinolines
Derivatives
Dimerization
Monomers
N-acetyl-3-O-methyldopamine
indole

Keywords

  • Inhibition of NO
  • Inhibition of tetrahydrobiopterin
  • NAMDA
  • Nitric oxide
  • Nitric oxide synthase

ASJC Scopus subject areas

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

Cite this

Syntheses of NAMDA derivatives inhibiting NO production in BV-2 cells stimulated with lipopolysaccharide. / Seo, Jai; Srisook, Ekaruth; Hyo, Jin Son; Hwang, Onyou; Cha, Young Nam; Dae, Yoon Chi.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 15, No. 14, 15.07.2005, p. 3369-3373.

Research output: Contribution to journalArticle

Seo, Jai ; Srisook, Ekaruth ; Hyo, Jin Son ; Hwang, Onyou ; Cha, Young Nam ; Dae, Yoon Chi. / Syntheses of NAMDA derivatives inhibiting NO production in BV-2 cells stimulated with lipopolysaccharide. In: Bioorganic and Medicinal Chemistry Letters. 2005 ; Vol. 15, No. 14. pp. 3369-3373.
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AU - Dae, Yoon Chi

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