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新型含1,3,4-噻二唑的硫色满酮衍生物的合成及其抗真菌活性 被引量:4

Synthesis and Antifungal Activities of Novel Thiochromanone Derivatives Containing 1,3,4-Thiadiazole
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摘要 以取代苯硫酚和顺丁烯二酸酐为原料,经迈克尔加成反应制得2-羧基-硫色满酮衍生物(2a^2d);2a^2d分别与氨基硫脲反应制得2-(5-氨基-1,3,4-噻二唑-2-基)硫色满-4-酮衍生物(3a^3d);3a^3d与酰氯经酰化反应合成了14个新型的含1,3,4-噻二唑的硫色满酮衍生物(5a^5n),其结构经1H NMR,^(13)C NMR和HRESI-MS表征。采用微量稀释法测定了5a^5n的抗真菌活性。结果表明:部分化合物对絮状表皮癣菌和总状毛霉菌有较好的抑制活性,优于阳性对照药氟康唑。 4-Thiochromane-2-carboxylic acid derivatives( 2a - 2d) were prepared by Michael addition reaction of substituted thiophenol with maleic anhydride. 2-( 5-amino-1,3,4-thiadiazol-2-yl) thiochroman-4-one derivatives( 3a - 3d) were prepared by acylation reaction of 2a - 2d with thiosemicarbazide,respectively. Fourteen novel thiochromanone derivatives( 5a - 5n) containing 1,3,4-thiadiazole were synthesized by reaction of 3a - 3d with acyl chloride. The structures were characterized by ^1 H NMR,^13 C NMR and HR-ESI-MS. The antifungal activities of 5a - 5n were investigated by micro dilution method. The results showed that some derivatives exhibited better antifungal activities on Epidermophyton floccosum and Mucor racemosus than Fluconazole.
出处 《合成化学》 CAS CSCD 2015年第12期1100-1105,1110,共7页 Chinese Journal of Synthetic Chemistry
基金 "重大新药创制"国家科技重大专项(2012ZX09103-101-057) 河北省药物质量分析控制重点实验室开放基金资助课题 河北大学自然科学基金资助项目(2010-194)
关键词 硫色满酮 1 3 4-噻二唑 合成 抗真菌活性 thiochromanone 1 3 4-thiadazole synthesis antifungal activity
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