Sharon Ashoke, Pratap Ramendra, Tripathi Brajendra, Srivastava A K, Maulik P R, Ram Vishnu Ji
Division of Molecular and Structural Biology, Central Drug Research Institute, Lucknow 226001, India.
Bioorg Med Chem Lett. 2005 Mar 1;15(5):1341-4. doi: 10.1016/j.bmcl.2005.01.036.
Various 6-aryl-4-substituted-2H-pyran-2-one-3-carbonitriles (1a-d) have been synthesized as precursor for the synthesis of 3,4-dihydro-1H-isothiochroman (2a) and benzocycloalkanes (2b-e). Highly functionalized 9-thiaphenanthrene (3b) and phenanthrene (3a) have also been obtained from the reaction of 1c with thiochroman-4-one and 1-tetralone separately. Similarly 4 has been obtained by the ring transformation of 1d by 4-trifluoromethylacetophenone. Most of the synthesized compounds were evaluated for alpha-glucosidase and protein tyrosine phosphatase inhibitory activities. Some of the compounds, 2a, 3a and b and 4 displayed better alpha-glucosidase inhibitory activity compared to standard drug acarbose.
已合成了多种6-芳基-4-取代-2H-吡喃-2-酮-3-腈（1a-d），作为合成3,4-二氢-1H-异硫代色满（2a）和苯并环烷烃（2b-e）的前体。还分别通过1c与硫代色满-4-酮和1-四氢萘酮反应，得到了高度官能化的9-硫代菲（3b）和菲（3a）。类似地，通过4-三氟甲基苯乙酮对1d进行环转化得到了4。对大多数合成化合物进行了α-葡萄糖苷酶和蛋白酪氨酸磷酸酶抑制活性评估。与标准药物阿卡波糖相比，一些化合物，如2a、3a和b以及4显示出更好的α-葡萄糖苷酶抑制活性。
