One-pot multicomponent synthesis and anti-microbial evaluation of 2′-(indol-3-yl)-2-oxospiro(indoline-3,4′-pyran) derivatives

被引:119
作者
Nandakumar, A. [1 ]
Thirumurugan, Prakasam [1 ]
Perumal, Paramasivan T. [1 ]
Vembu, P. [1 ]
Ponnuswamy, M. N. [2 ]
Ramesh, P. [2 ]
机构
[1] Cent Leather Res Inst, Div Organ Chem, Madras 600020, Tamil Nadu, India
[2] Univ Madras, Ctr Adv Study Crystallog & Biophys, Madras 600025, Tamil Nadu, India
关键词
Spiroxindoles; 3-Cyanoacetyl indole; Anti-microbial activity; Pyran ring; Isatin; BIOLOGICAL EVALUATION; EFFICIENT SYNTHESIS; INDOLE ALKALOIDS; FACILE; HETEROCYCLES; ROUTE;
D O I
10.1016/j.bmcl.2010.05.025
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A simple and efficient method for the one-pot three-component synthesis of new spirooxindoles in room temperature is described. The newly synthesized spirooxindoles were screened for anti-microbial activity and the results are good on comparison with of standard antibacterial compounds. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4252 / 4258
页数:7
相关论文
共 34 条
  • [1] Studies with enamines and azaenamines: Synthesis and reactivity of 3-dimethylamino-2-[(3-indolyl) carbonyl]propenonitrile
    Abdallah, Tayseer A.
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (04) : 961 - 965
  • [2] Enantioselective total syntheses of welwitindolinone A and fischerindoles I and G
    Baran, PS
    Richter, JM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (44) : 15394 - 15396
  • [3] Synthesis of (+/-)-coerulescine and a formal synthesis of (+/-)-horsfiline
    Chang, MY
    Pai, CL
    Kung, YH
    [J]. TETRAHEDRON LETTERS, 2005, 46 (49) : 8463 - 8465
  • [4] Microwave-assisted three-component synthesis of 7-aryl-2-alkylthio-4,7-dihydro-1,2,4-triazolo[1,5-a]-pyrimidine-6-carboxamides and their selective reduction
    Chebanov, VA
    Muravyova, EA
    Desenko, SM
    Musatov, VI
    Knyazeva, IV
    Shishkina, SV
    Shishkin, OV
    Kappe, CO
    [J]. JOURNAL OF COMBINATORIAL CHEMISTRY, 2006, 8 (03): : 427 - 434
  • [5] One-pot, multicomponent route to pyrazoloquinolizinones
    Chebanov, Valentin A.
    Saraev, Vyacheslav E.
    Desenko, Sergey M.
    Chemenko, Vitaliy N.
    Shishkina, Svetlana V.
    Shishkin, Oleg V.
    Kobzar, Kiril M.
    Kappe, C. Oliver
    [J]. ORGANIC LETTERS, 2007, 9 (09) : 1691 - 1694
  • [6] Novel mammalian cell cycle inhibitors, tryprostatins A, B and other diketopiperazines produced by Aspergillus fumigatus .1. Taxonomy, fermentation, isolation and biological properties
    Cui, CB
    Kakeya, H
    Okada, G
    Onose, R
    Osada, H
    [J]. JOURNAL OF ANTIBIOTICS, 1996, 49 (06) : 527 - 533
  • [7] Regioselective synthesis and biological evaluation of bis(indolyl)methane derivatized 1,4-disubstituted 1,2,3-bistriazoles as anti-infective agents
    Damodiran, M.
    Muralidharan, D.
    Perumal, Paramasivan T.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (13) : 3611 - 3614
  • [8] A Tandem One-Pot, Microwave-Assisted Synthesis of Regiochemically Differentiated 1,2,4,5-Tetrahydro-1 4-benzodiazepin-3-ones
    De Silva, Ravindra A.
    Santra, Soumava
    Andreana, Peter R.
    [J]. ORGANIC LETTERS, 2008, 10 (20) : 4541 - 4544
  • [9] Three-component Biginelli cyclocondensation reaction using C-glycosylated substrates.: Preparation of a collection of dihydropyrimidinone glycoconjugates and the synthesis of C-glycosylated monastrol analogues
    Dondoni, A
    Massi, A
    Sabbatini, S
    Bertolasi, V
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (20) : 6979 - 6994
  • [10] Catalytic asymmetric synthesis of quaternary carbons bearing two aryl substituents. Enantioselective synthesis of 3-alkyl-3-aryl oxindoles by catalytic asymmetric intramolecular Heck reactions
    Dounay, AB
    Hatanaka, K
    Kodanko, JJ
    Oestreich, M
    Overman, LE
    Pfeifer, LA
    Weiss, MM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (20) : 6261 - 6271