Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Structure-activity Relationships of 4-Senecioyloxymethyl-6,7-dimethoxycoumarin Analogues as Anti-Allergic Agents

  • Published : 2007.10.20
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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.

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Cited by

  1. ChemInform Abstract: Structure—Activity Relationships of 4-Seneciolyloxymethyl-6,7-dimethoxycoumarin Analogues as anti-Allergic Agents. vol.39, pp.10, 2008, https://doi.org/10.1002/chin.200810226