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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 28, Number 10
BKCSDE 28(10)
October 20, 2007 

Structure-activity Relationships of 4-Senecioyloxymethyl-6,7-dimethoxycoumarin Analogues as Anti-Allergic Agents
Hye Gwang Jeong, Jee Hyun Lee, Sang Hun Jung, Eun Hee Han, Joo Hwan Kim, Dong Hee Kim, Mirim Jin, Praveen Kumar Siripuram, Yongseok Choi*, Gyu Yong Song*
Atopic dermatitis, Mast cells, β-Hexosaminidase, Coumarin analogues
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.
1725 - 1728
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