Bioorganic Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu 180001, India.
Eur J Med Chem. 2013 Feb;60:365-75. doi: 10.1016/j.ejmech.2012.12.018. Epub 2012 Dec 17.
α-Santonin derived new series of 1,2,3-triazoles synthesized through Azide-Alkyne Huisgen 1,3-dipolar cycloaddition reaction between substituted aryl azide and a propargylated α-desmotrosantonin were bio-evaluated for their diminutive effect on ConA induced T-cell and LPS induced B-cell proliferation. Interestingly, most of the synthesized compounds showed better immunosuppressant activity than α-santonin. Triazole derivatives 9, 10, 17, 18, 29, and 30 displayed significant diminutive effect on cell proliferation. Compounds 12 and 13 were found selective against ConA T-cell proliferation exhibiting >90% inhibition at 1 × 10(-6) M concentration. The present study resulted in identification of several triazole derivatives as effective immunosuppressive agents.
α-山道年衍生的一系列新的 1,2,3-三唑通过叠氮化物-炔烃 Huisgen 1,3-偶极环加成反应合成，该反应发生在取代芳基叠氮化物和丙炔基 α-去甲托三醇之间，对其在 ConA 诱导的 T 细胞和 LPS 诱导的 B 细胞增殖中的微小作用进行了生物评价。有趣的是，大多数合成化合物表现出比 α-山道年更好的免疫抑制活性。三唑衍生物 9、10、17、18、29 和 30 对细胞增殖表现出显著的抑制作用。化合物 12 和 13 被发现对 ConA T 细胞增殖具有选择性，在 1×10(-6)M 浓度下抑制率超过 90%。本研究鉴定出几种三唑衍生物作为有效的免疫抑制剂。
