Literature DB >> 24420793

A regioselective multicomponent protocol for the synthesis of novel bioactive 4-hydroxyquinolin-2(1H)-one grafted monospiropyrrolidine and thiapyrrolizidine hybrids.

Mathan Sankaran1, Chokkalingam Uvarani, Kumarasamy Chandraprakash, Swathi U Lekshmi, Sengupta Suparna, James Platts, Palathurai Subramaniam Mohan.   

Abstract

An expedient route toward the synthesis of 4-hydroxyquinolone grafted spiropyrrolidines or pyrrolizidines has been accomplished through 1,3-dipolar cycloaddition reaction of various azomethine ylides derived from isatin or acenaphthalene and sarcosine with 4-hydroxyquinolone derivatives as dipolarophile. The regio and stereo chemical outcome of the cycloaddition reaction is ascertained by X-ray crystallographic studies and spectroscopic techniques of the cycloadducts. Furthermore, cytotoxicity evaluation of selected compounds showed significant inhibition of cell proliferation against cervical as well as colon cancer cell lines.

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Year:  2014        PMID: 24420793     DOI: 10.1007/s11030-013-9498-y

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  20 in total

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Journal:  Org Lett       Date:  2009-01-01       Impact factor: 6.005

5.  Oxindole-3-spiropyrrolidines and -piperidines. Synthesis and local anesthetic activity.

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8.  1,3-Dipolar cycloaddition reactions of azomethine ylides with a cellulose-derived chiral enone. A novel route for organocatalysts development.

Authors:  Ariel M Sarotti; Rolando A Spanevello; Alejandra G Suárez; Gustavo A Echeverría; Oscar E Piro
Journal:  Org Lett       Date:  2012-04-30       Impact factor: 6.005

9.  4-Hydr-oxy-3-(1'-methyl-2-oxo-4'-phenyl-spiro-[indoline-3,2'-pyrrolidine]-3'-yl-carbon-yl)quinolin-2(1H)-one.

Authors:  K Revathi; M Sankaran; P Ramesh; P S Mohan; M N Ponnuswamy
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-03-27

10.  Javaniside, a novel DNA cleavage agent from Alangium javanicum having an unusual oxindole skeleton.

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  3 in total

1.  A synthesis of fused acenaphthopyrrolizines via the 1,3-dipolar cycloaddition reaction of azomethine ylides with acetylenic esters.

Authors:  Issa Yavari; Leila Baoosi; Mohammad R Halvagar
Journal:  Mol Divers       Date:  2017-01-13       Impact factor: 2.943

2.  A synthesis of functionalized dihydro-1Η-pyrrolizines and spiropyrrolizines via [2 + 3] cycloaddition reactions.

Authors:  Issa Yavari; Leila Baoosi; Mohammad R Halvagar
Journal:  Mol Divers       Date:  2017-02-12       Impact factor: 2.943

3.  Synthesis of first ever 4-quinolone-3-carboxylic acid-appended spirooxindole-pyrrolidine derivatives and their biological applications.

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Journal:  Mol Divers       Date:  2016-09-26       Impact factor: 2.943

  3 in total

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