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Microwave mediated synthesis of spiro-(indoline-isoxazolidines): mechanistic study and biological activity evaluation |
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| Authors: | Raunak,Shubhasish Mukherjee,Ashok K. Prasad,Susan J.C. Schä ffer,Arthur C. Watterson,Virinder S. Parmar |
| Affiliation: | a Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India b Chemistry Department, Royal Veterinary and Agricultural University, Frederiksberg C, DK-1871 Copenhagen, Denmark c Department of Chemistry, Building 207, Technical University of Denmark, DK-2800 Lyngby, Denmark d Department of Chemistry, Institute for Nano Science and Engineering Technology, University of Massachusetts, Lowell, MA 01854, USA e Department of Chemistry, University of Warwick, Coventry CV4 7AL, UK |
| Abstract: | Regioisomeric spiro-(indoline-isoxazolidines) have been synthesized in moderate yields by the cycloaddition reaction between ethyl (3-indolylidene)acetate and various substituted α,N-diphenylnitrones, using environmentally benign microwave technology. A novel concerted reaction mechanism is described that explains the preferential formation of the regioisomeric spiro-(indoline-isoxazolidine) analogs 6 over 5. These compounds were screened for anti-mycobacterial and anti-invasive activities against tumor cells. |
| Keywords: | Nitrone Cycloaddition reaction Microwave Spiro-(indoline-isoxazolidines) Anti-mycobacterial Anti-invasive |
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