Davis Rohan A, Pierens Gregory K, Parsons Peter G
Natural Product Discovery, Eskitis Institute for Cell and Molecular Therapies, Griffith University, Brisbane, QLD 4111, Australia.
Magn Reson Chem. 2007 May;45(5):442-5. doi: 10.1002/mrc.1984.
Parallel solution-phase chemistry has yielded a series of secondary amide analogues of the fungal natural product 3-chloro-4-hydroxyphenylacetamide. 3-Chloro-4-hydroxyphenylacetic acid was coupled to a variety of primary amines using 1-ethyl-3-(3'-dimethylamino- propyl)-carbodiimide hydrochloride. The desired products were obtained in good yield and high purity following rapid silica purification. All analogues were spectroscopically characterised using NMR, UV, IR and MS data. One compound displayed moderate cytotoxicity against the human melanoma and prostate cell lines, MM96L and DU145.
平行溶液相化学合成法已得到了真菌天然产物3-氯-4-羟基苯乙酰胺的一系列仲酰胺类似物。使用1-乙基-3-(3'-二甲氨基丙基)-碳二亚胺盐酸盐将3-氯-4-羟基苯乙酸与多种伯胺偶联。经快速硅胶纯化后，以良好的产率和高纯度得到了所需产物。所有类似物均通过核磁共振、紫外、红外和质谱数据进行了光谱表征。一种化合物对人黑素瘤细胞系MM96L和前列腺癌细胞系DU145显示出中等细胞毒性。
