异海松酰(胺)基硫脲类衍生物的合成及其生物活性评价  

Synthesis and Bioactivity Evaluation of Acylthiourea Derivatives Based on Isopimaric Acid

作　　者：刘娟娟[1] 卢言菊[1,2] 王婧[1,2] 毕良武[1,2] 赵振东[1,2] 

机构地区：[1]中国林业科学研究院林产化学工业研究所生物质化学利用国家工程实验室国家林业局林产化学工程重点开放性实验室江苏省生物质能源与材料重点实验室,南京210042 [2]中国林业科学研究院林业新技术研究所,北京100091

出　　处：《有机化学》2017年第3期731-738,共8页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.31370575)资助项目~~

摘　　要：为了开发具有较高生物活性的异海松酸类衍生物,将硫脲结构拼接到异海松酸骨架上,设计合成了15个未见报道的异海松酰(胺)基硫脲类化合物,其结构经FT-IR、~1H NMR、^(13)C NMR和HRMS或元素分析确证.对化合物进行了初步的抑菌和抗癌活性测试,大多数化合物对白色念珠菌表现出显著的抑制活性,且活性高于异海松酸.在浓度为100μmol/L时,部分化合物对人黑色素瘤(A375)和前列腺癌(PC-3)癌细胞具有明显的增殖抑制作用,尤其化合物N-异海松酰基-N′-(3-甲基苯基)硫脲(3c)和N-异海松酰胺基-N'-(4-氟苯基)硫脲(6b)对癌细胞的抑制率达到90%以上.To develop isopimaric acid derivatives with high bioactivity, fifteen acyl （amide） thiourea derivatives containing isopimaric acid skeleton were synthesized and confirmed by FT-IR, 1H NMR, 13C NMR and HRMS or elemental analysis. All the compounds were evaluated for their antibacterial and anticancer activity. Most of the compounds showed siginificant in- hibitory activity which was higher than that of isopiamric acid against the Candida Albicans, At the concentration of 100 μmol/L, many compounds exhibited pronounced inhibitory effects on human melanoma cells （A375） and prostatic carcinoma （PC-3） cell lines, especially compounds N-isopimaric acyl-N＇-（3-methylphenyl）sulfourea （3c） and N-isopimaric acyla- mino-N＇-（4-fluorophenyl）sulfourea （6b） have the best anticancer activity, both with the inhibitory rate of over 90%.

关 键 词：异海松酸 酰基硫脲 抑菌活性 抗癌活性 构效关系 

分 类 号：TQ460.1[化学工程—制药化工]