Synthesis and cytotoxic evaluation of substituted 3-(3'-indolyl-/3'-pyridyl)-isoxazolidines and bis-indoles

查看全文 作　　者：Vishal [1]Sharma;Raman [1]Kalia;Tilak [1]Raj;Vivek [3]K.Gupta;Nitasha [2]Suri;Ajit [2]K.Saxena;Deepak [3]Sharma;Surinderjit [1]S.Bhella;Gurpinder [1]Singh;Mohan Paul [1]S.Ishar 机构地区：[1]Bio-Organic and Photochemistry Laboratory,Department of Pharmaceutical Sciences,Guru Nanak Dev University,Amritsar 143005,India;[2]Pharmacology Division,Indian Institute of Integrative Medicine,Jammu 180001,India;[3]Post-Graduate Department of Physics,University of Jammu,Jammu Tawi 180006,India 出　　处：《Acta Pharmaceutica Sinica B》索引2012年第2卷第1期,共10页 摘　　要：Regio-and stereoselective 1,3-dipolar cycloadditions of C-(3-indolyl)-N-phenylnitrone(10)were carried out with different mono-substituted,disubstituted and cyclic dipolarophiles under mono-mode microwave irradiation to obtain substituted 3-(indol-30-yl)-N-phenyl-isoxazolidines(16–22).Reactions of nitrone(10)with allenic esters under similar conditions afforded,via a domino process,bis-indole derivatives(23a–c)along with compounds 24 and 25.Similarly,reactions of C-(3-pyridyl)-N-phenylnitrone(26)with mono-substituted,disubstituted and cyclic dipolarophiles were carried out in refluxing dry toluene to obtain substituted 3-(30-pyridyl)-Nphenylisoxazolidines(27–34).Some of the compounds(16f,18b,23a,23c,27c and 29f)display significant cytotoxicity against a number of human cancer cell lines. 关 键 词：3-Indolylisoxazolidines 3-Pyridylisoxazolidines Bis-indoles 1,3-Dipolar cycloadditions Modified nucleosides Cytotoxic activity