天然辣椒素酯的酶促合成与生物活性  

Lipase-Catalyzed Synthesis and Bioactivity of Capsinoids

作　　者：董新荣[1,2] 刘仲华[2] 李雨虹[3] 谢达平[3] 

机构地区：[1]湖南农业大学理学院,长沙410128 [2]湖南农业大学天然产物研究中心,长沙410128 [3]湖南农业大学生物科学与技术学院,长沙410128

出　　处：《天然产物研究与开发》2009年第4期570-573,共4页Natural Product Research and Development

基　　金：国家科技部十五科技重点项目(2004BA542C);湖南省自然科学基金(07JJ6026)

摘　　要：研究了天然辣椒素经化学-酶法转化为天然辣椒素酯类物质的方法。在30℃,香草醇、脂肪酸酯分别为50、75mmol/L的100mL脱水丙酮溶液,以1g固定化的脂肪酶Novozyme435为催化剂,摇床转速为200r/min条件下反应24h,目标化合物产率可达63%。经硅胶柱色谱分离纯化后,所得产物经质谱确证其含有天然辣椒素酯(capsiate)、二氢辣椒素酯(dihydrocapsiate)、降二氢辣椒素酯(nordihydrocapsiate)、高二氢辣椒素酯(homodi-hydrocapsiate)等。制备HPLC分离后得到辣椒素酯和二氢辣椒素酯,以1HNMR及MS确定结构。活性测试表明辣椒素酯类物质具有激活PPARγ的生物活性及体外抑制乳腺癌细胞(MCF-7)和肝癌细胞(HepG2)的活性。Capsinoids was chemoezymatically synthesised from eapsaicinoids and their activities on PPARγ and cancer cell lines were studied. Immobilized lipase Novo 435 （ 1g） was added to 100 mL dried acetone solution containing 50 mmol/L vanillyl alcohol ,75 mmol/L methyl earboxylate and the mixture in a temperature-controlled incubator shaker at 30℃ was shaken for 24 h at 200 r/min. The product was obtained in 63% yield after being purified by silica gel chro- matography. The product was composed of capsiate, dihydrocapsiate, nordihydroeapsiate and homodihydroeapsiate deter- mined by GC-MS. Capsiate and dihydrocapsiate were separated by HPLC and characterized by ^1H NMR and EI-MS data. Bioscreening suggested that capsinoids are PPARγ agonists and inhibited the growth of MCF-7 and HepG2 cell lines at high concentration.

关 键 词：辣椒素酯 脂肪酶 有机介质 酶催化合成 PPARΓ MCF-7 HEPG2 

分 类 号：R284.3[医药卫生—中药学] Q949.9[医药卫生—中医学]