L-脯氨酸催化的简便绿色方法合成[1,4]噻嗪并并评估其抗分枝杆菌活性。
L-proline-catalysed facile green protocol for the synthesis and antimycobacterial evaluation of [1,4]-thiazines.
机构信息
Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai-625021, Tamil Nadu, India.
出版信息
Eur J Med Chem. 2009 Dec;44(12):4978-84. doi: 10.1016/j.ejmech.2009.09.001. Epub 2009 Sep 6.
A series of ethyl 6-(4-chlorobenzoyl)-1,1-dioxo-3,5-diaryl-1,4-thiazinane-2-carboxylates was prepared in good yields (72-90%) from the reaction of ethyl 2-[(2-oxo-2-arylethyl)sulfonyl]acetate, substituted aromatic aldehydes and amines in presence of green catalyst, L-proline. These compounds were evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv (MTB), multi-drug resistant M. tuberculosis (MDR-TB) and Mycobacterium smegmatis (MC(2)) using agar dilution method. Ethyl 6-(4-chlorobenzoyl)-3,5-di(4-nitrophenyl)-1,1-dioxo-1,4-thiazinane-2-carboxylate was found to be the most promising compound (MIC: 0.68 microM) active against MTB and MDR-TB.
一系列的乙基 6-(4-氯苯甲酰基)-1,1-二氧代-3,5-二芳基-1,4-噻嗪烷-2-羧酸酯是通过在绿色催化剂 L-脯氨酸存在下，由乙基 2-[(2-氧代-2-芳基乙基)磺酰基]乙酸酯、取代的芳香醛和胺反应制备的，产率良好（72-90%）。这些化合物通过琼脂稀释法评估了它们对结核分枝杆菌 H37Rv（MTB）、耐多药结核分枝杆菌（MDR-TB）和耻垢分枝杆菌（MC(2)）的体外抗分枝杆菌活性。发现乙基 6-(4-氯苯甲酰基)-3,5-二(4-硝基苯基)-1,1-二氧代-1,4-噻嗪烷-2-羧酸酯是最有前途的化合物（MIC：0.68 μM），对 MTB 和 MDR-TB 均具有活性。
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