Structure-activity relationships of 4-senecioyloxymethyl-6,7- dimethoxycoumarin analogues as anti-allergic agents

Gwang Jeong Hye, Hyun Lee Jee, Hun Jung Sang, Hee Han Eun, Hwan Kim Joo, Hee Kim Dong, Mirim Jin, Praveen Kumar Siripuram, Yongseok Choi, Yong Song Gyu

Research output: Contribution to journalArticle

Abstract

Mast cells are key effector cells in the early phase allergic inflammation and in diverse immunological and pathological processes. In order to understand the effect on reduction of the anti-dinitrophenyl (DNP) IgE antibody-induced β-hexosaminidase release in RBL-2H3 rat mast cells, a novel series of 4-senecioyloxymethyl-6,7-dimethoxycoumarins (SMDC) was prepared by reacting 4-chloromethyl-6,7-dimethoxycoumarin with various carboxylic acids. Compounds 8-11 with cyclic moiety such as phenyl, thiophenyl, pyridinyl, and furanyl group were found to inhibit-hexosaminidase release more potently (5.98-9.62 μM) than compounds 3-7 and 12 with acyclic moiety (19.32-76.78 μM). Furthermore, compounds 8 and 9 inhibited IgE-induced ear swelling and significantly reduced systemic passive cutaneous anaphylaxis reaction in mice.

Original languageEnglish
Pages (from-to)1725-1728
Number of pages4
JournalBulletin of the Korean Chemical Society
Volume28
Issue number10
Publication statusPublished - 2007 Oct 20

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Keywords

  • β-Hexosaminidase
  • Atopic dermatitis
  • Coumarin analogues
  • Mast cells

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Hye, G. J., Jee, H. L., Sang, H. J., Eun, H. H., Joo, H. K., Dong, H. K., Jin, M., Siripuram, P. K., Choi, Y., & Gyu, Y. S. (2007). Structure-activity relationships of 4-senecioyloxymethyl-6,7- dimethoxycoumarin analogues as anti-allergic agents. Bulletin of the Korean Chemical Society, 28(10), 1725-1728.