Literature DB >> 12517436

Synthesis, antimicrobial and antifungal activity of a new class of spiro pyrrolidines.

A Amal Raj1, R Raghunathan, M R SrideviKumari, N Raman.   

Abstract

A new class of spiro pyrrolidines, dispiro[oxindole-cyclohexanone]pyrrolidines, dispiro[oxindole-tetrahydronaphthalen-1-one]pyrrolidines, dispiro[oxindole-arylidene-cyclohexanone]pyrrolidines, dispiro[oxindole-hexahydro-indazole]pyrrolidines, and spiro[butenolide]pyrrolidines, have been screened for their antibacterial and antifungal activity against ten human pathogenic bacteria and four dermatophytic fungi. They were found to have antimicrobial and antifungal activity compounds against various pathogens except Bacillus subtilis. The spiro pyrrolidinines were synthesized by the regioselective 1,3-dipolar cycloaddition reaction of azomethine ylides generated either from isatin and sarcosine or from aziridine. The azomethine ylide so generated reacted with various dipolarophiles such as 2-arylidene-cyclohexanones, 2-arylidene-tetrahydronapthalen-1-ones, 2,6-bis(arylmethylidene)cyclohexanones and 3-arylidene-5-phenyl- butenolides.

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Year:  2003        PMID: 12517436     DOI: 10.1016/s0968-0896(02)00439-x

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  49 in total

1.  Spiro[pyrrolidine-2,3'-oxindole] derivatives synthesized by novel regionselective 1,3-dipolar cycloadditions.

Authors:  Gang Chen; Jing Yang; Suo Gao; Hongping He; Shunlin Li; Yingtong Di; Ying Chang; Yang Lu; Xiaojiang Hao
Journal:  Mol Divers       Date:  2011-12-02       Impact factor: 2.943

2.  3-(4-Methoxy-phen-yl)-6-(phenyl-sulfon-yl)perhydro-1,3-thiazolo[3',4':1,2]pyrrolo[4,5-c]pyrrole.

Authors:  S Sundaramoorthy; D Gayathri; D Velmurugan; K Ravikumar; M Poornachandran
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-01-25

3.  1'-Phenyl-6'-thia-cyclo-heptane-1-spiro-2'-perhydro-pyrrolizine-3'-spiro-3''-indoline-2,2''-dione.

Authors:  S Sundaramoorthy; D Gayathri; D Velmurugan; M Poornachandran; K Ravikumar
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-01-23

4.  Methyl 3-(4-bromo-phen-yl)-2-(1H-indol-3-ylmeth-yl)-5-[1-(4-methoxy-phen-yl)-4-oxo-2-phenyl-azetidin-2-yl]-4-nitro-pyrrolidine-2-carboxyl-ate.

Authors:  S Nirmala; E Theboral Sugi Kamala; L Sudha; N Arumugam; R Raghunathan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-05-17

5.  Ethyl 1'-[1-(4-methoxyphenyl)-3-phenoxy-4-phenylazetidin-1-yl]-1,3-dioxo-2',3',5',6',7',7a'-hexahydroindan-2-spiro-3'-1'H-pyrrolizine-2'-carboxylate.

Authors:  E Theboral Sugi Kamala; S Nirmala; L Sudha; N Arumugam; R Raghunathan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-08-30

6.  3-(4-Chloro-phen-yl)-4-(4-methoxyphen-yl)-6-(phenyl-selenylmeth-yl)-2,3,3a,3b,4,5,5a,6,1'',2'',3'',4''-do-deca-hydro-azeto[2',3':3,4]pyrrolo[1,2-b]isoxazole-2-spiro-2''-naphthalene-5,1''-dione.

Authors:  E Theboral Sugi Kamala; S Nirmala; L Sudha; N Arumugam; R Raghunathan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-03-14

7.  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

8.  From small structural modifications to adjustment of structurally dependent properties: 1-methyl-3,5-bis[(E)-2-thienylidene]-4-piperidone and 3,5-bis[(E)-5-bromo-2-thienylidene]-1-methyl-4-piperidone.

Authors:  Paul Tongwa; Tiffany L Kinnibrugh; Geetha R Kicchaiahgari; Victor N Khrustalev; Tatiana V Timofeeva
Journal:  Acta Crystallogr C       Date:  2009-03-18       Impact factor: 1.172

9.  1'-Butyl-2-methyl-1',2,2',3,4,9-hexa-hydro-spiro-[benzo[f]isoindole-1,3'-indole]-2',4,9-trione.

Authors:  G Jagadeesan; K Sethusankar; G Bhaskar; P T Perumal
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-06-20

10.  (1'S,12'R,13'S,17'S)-15',15'-Dimethyl-1,2-dihydro-11',14',16',18'-tetra-oxa-7'-aza-spiro-[indole-3,8'-penta-cyclo-[10.6.0.0(2,9).0(3,7).0(13,17)]octa-deca-ne]-2,10'-dione.

Authors:  V Sabari; R Ponnusamy; R Prasanna; R Raghunathan; S Aravindhan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-03-02
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