Literature DB >> 18342506

Synthesis of novel spiropyrrolizidines as potent antimicrobial agents for human and plant pathogens.

Govindasami Periyasami1, Raghavachary Raghunathan, Gangadharan Surendiran, Narayanasamy Mathivanan.   

Abstract

A series of novel dispirooxindolopyrrolizidine derivatives have been synthesized through 1,3-dipolar cycloaddition reaction of azomethine ylide generated from proline and isatin with the dipolarophile (E)-2-arylidine-1-keto carbazoles. The synthesized cycloadducts were evaluated for antimicrobial activities. Compounds 7d and 7e showed relatively good antibacterial and antifungal activities.

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Year:  2008        PMID： 18342506     DOI： 10.1016/j.bmcl.2008.02.065

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  9 in total

1.  Synthesis of novel spirooxindolo-pyrrolidines, pyrrolizidines, and pyrrolothiazoles via a regioselective three-component [3+2] cycloaddition and their preliminary antimicrobial evaluation.

Authors:  Guansheng Wu; Liang Ouyang; Jie Liu; Shi Zeng; Wei Huang; Bo Han; Fengbo Wu; Gu He; Mingli Xiang
Journal:  Mol Divers       Date:  2013-03-07       Impact factor: 2.943

2.  (E)-2-(Furan-2-yl-methyl-idene)-8-methyl-2,3,4,9-tetra-hydro-1H-carbazol-1-one.

Authors:  R Archana; E Yamuna; K J Rajendra Prasad; A Thiruvalluvar; R J Butcher
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-11-13

3.  Cu/TEMPO catalyzed dehydrogenative 1,3-dipolar cycloaddition in the synthesis of spirooxindoles as potential antidiabetic agents.

Authors:  Chitrala Teja; Spoorthy N Babu; Ayesha Noor; J Arul Daniel; S Asha Devi; Fazlur Rahman Nawaz Khan
Journal:  RSC Adv       Date:  2020-03-25       Impact factor: 4.036

4.  Regio- and stereoselective synthesis of spiropyrrolidine-oxindole and bis-spiropyrrolizidine-oxindole grafted macrocycles through [3 + 2] cycloaddition of azomethine ylides.

Authors:  Perumal Prabhakaran; Perumal Rajakumar
Journal:  RSC Adv       Date:  2020-03-10       Impact factor: 4.036

5.  Construction of highly enantioenriched spirocyclopentaneoxindoles containing four consecutive stereocenters via thiourea-catalyzed asymmetric Michael-Henry cascade reactions.

Authors:  Yonglei Du; Jian Li; Kerong Chen; Chenglin Wu; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2017-07-07       Impact factor: 2.883

6.  Stereoselective synthesis of spirocyclic pyrrolidines/pyrrolizidines/pyrrolothiazolidines using l-proline functionalized manganese ferrite nanorods as a novel heterogeneous catalyst.

Authors:  Malihe Akhavan; Ahmadreza Bekhradnia
Journal:  RSC Adv       Date:  2021-04-20       Impact factor: 3.361

7.  A [3 + 2] cycloaddition/C-arylation of isatin N,N'-cyclic azomethine imine 1,3-dipole with arynes.

Authors:  Qiaomei Jin; Dongjian Zhang; Jian Zhang
Journal:  RSC Adv       Date:  2020-08-19       Impact factor: 4.036

8.  Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three-Component 1,3-Dipolar Cycloaddition Reaction.

Authors:  Qin Xu; De Wang; Yin Wei; Min Shi
Journal:  ChemistryOpen       Date:  2014-06-18       Impact factor: 2.911

9.  Enantioselective Synthesis of Spirooxindole Enols: Regioselective and Asymmetric [3+2] Cyclization of 3-Isothiocyanato Oxindoles with Dibenzylidene Ketones.

Authors:  Dan Du; Yu Jiang; Qin Xu; Xiao-Ge Li; Min Shi
Journal:  ChemistryOpen       Date:  2016-05-25       Impact factor: 2.911
  9 in total

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