新型2-苯并噻唑磺酰脲氨基酸及其甲酯衍生物的合成与抗肿瘤活性

以2-巯基苯并噻唑为原料，经弱氧化和氨化制得2-苯并噻唑次磺酰胺（2）; 2经高锰酸钾氧化制得2-苯并噻唑磺酰胺（3）; 3与氯甲酸乙酯反应制得2-苯并噻唑磺酰胺甲酸乙酯（4）; 4与L-氨基酸甲酯反应制得一系列2-苯并噻唑磺酰脲氨基酸甲酯（6a~6j）; 6经水解合成了10个新型的2-苯并噻唑磺酰脲氨基酸（7a~7j），其结构经¹H NMR, IR和ESI-MS表征。并研究了6和7对Cdc25B的抑制活性。结果表明:在用药浓度为20 μg·mL^-1时，6c, 6j, 7d, 7h和7j对Cdc25B抑制活性较好，抑制率分别为78.1%, 71.2%, 65.6%, 57.2%和65.9%。

Synthesis and Antitumor Activities of 2-Benzothiazolesulfonylureido Amino Acids and Their Methyl Esters

2-Benzothiazolesulfenamide ( 2 ) was prerared by oxidation and amination from 2-mercapto benzothiazole(1).2-Benzothiazolesulfonamide (3) was obtained by potassium permanganate oxidation of 2.2-Benzothiazolesulfonamide ethyl formate (4) was synthesized by reaction of 3 with ethyl chloro-carbonate.Ten novel 2-benzothiazolesulfonylureido amino acids (7a~7j) were prepared by reaction of 4 with L-amino acids, then hydrolyzing by NaOH .The structures were characterized by 1 H NMR, IR and ESI-MS.The inhibitory activities of 6 and 7 against Cdc25B were investgated.The results showed that 6c, 6j, 7d, 7h and 7j exhibited good inhibitory activities at 20 μg· mL-1 with inhibition rate of 78.1%, 71.2%, 65.6%, 57.2%and 65.9%, respectively.