Synthesis of novel derivatives of murrayafoline A and their inhibitory effect on LPS-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells
Author(s) -
Tran Thi Thu Thuy,
Nguyễn Mạnh Cường,
Tran Quoc Toan,
Ngô Ngọc Thắng,
Bui Huu Tai,
Nguyen Xuan Nhiem,
Hye-Jin Hong,
Sohyun Kim,
Stéphanie Legoupy,
Young Sang Koh,
Young Ho Kim
Publication year - 2013
Publication title -
archives of pharmacal research
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.855
H-Index - 87
eISSN - 1976-3786
pISSN - 0253-6269
DOI - 10.1007/s12272-013-0100-z
Subject(s) - cycloaddition , chemistry , click chemistry , bone marrow , azide , triazole , stereochemistry , combinatorial chemistry , biochemistry , organic chemistry , catalysis , immunology , biology
A series of N-substituted-1,2,3-triazole murrayafoline A derivatives were successfully synthesized using click azide-alkyne Huisgen cycloaddition reaction between 1-methoxy-3-methyl-9-(3-azido)-propyl-9H-carbazole and substituted alkynes. Their chemical structures were confirmed by (1)H, (13)C NMR and HR-ESI-MS spectral data. In addition, the interested effects on LPS-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells of synthetic murrayafoline A derivatives were also investigated. Our results indicated that murrayafoline A derivatives containing 1,2,3-triazole nucleus potentially possessed anti-inflammatory action through inhibiting production of IL-6, IL-12 p40 and TNF-α.
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