Synthesis of a cyclic analogue of galardin

Da Wei Ma, Wen Gen Wu, Jing Qian, Shen Hui Lang, Qizhuang Ye

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

A cyclic analogue 4 of galardin, a known MMP inhibitor, is designed to improve its selectivity. The synthesis of 4 starts from dimethyl (S)-malate using diaselective alkylation and subsequent cyclization and amide formation as key steps. The compound 4 showed MMP inhibitory activity on all MMPs tested with IC50 ranging from 20.1 μM to 104 μM.

Original languageEnglish (US)
Pages (from-to)286-290
Number of pages5
JournalChinese Journal of Chemistry
Volume19
Issue number3
StatePublished - 2001
Externally publishedYes

Fingerprint

Matrix Metalloproteinases
Matrix Metalloproteinase Inhibitors
Cyclization
Alkylation
Amides
N-(2(R)-2-(hydroxamidocarbonylmethyl)-4-methylpentanoyl)-L-tryptophan methylamide
malic acid

Keywords

  • Alkylation
  • Amide
  • Cyclization
  • Matrix metalloproteinases inhibitor

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Ma, D. W., Wu, W. G., Qian, J., Lang, S. H., & Ye, Q. (2001). Synthesis of a cyclic analogue of galardin. Chinese Journal of Chemistry, 19(3), 286-290.

Synthesis of a cyclic analogue of galardin. / Ma, Da Wei; Wu, Wen Gen; Qian, Jing; Lang, Shen Hui; Ye, Qizhuang.

In: Chinese Journal of Chemistry, Vol. 19, No. 3, 2001, p. 286-290.

Research output: Contribution to journalArticle

Ma, DW, Wu, WG, Qian, J, Lang, SH & Ye, Q 2001, 'Synthesis of a cyclic analogue of galardin', Chinese Journal of Chemistry, vol. 19, no. 3, pp. 286-290.
Ma DW, Wu WG, Qian J, Lang SH, Ye Q. Synthesis of a cyclic analogue of galardin. Chinese Journal of Chemistry. 2001;19(3):286-290.
Ma, Da Wei ; Wu, Wen Gen ; Qian, Jing ; Lang, Shen Hui ; Ye, Qizhuang. / Synthesis of a cyclic analogue of galardin. In: Chinese Journal of Chemistry. 2001 ; Vol. 19, No. 3. pp. 286-290.
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