Amberlite–IRA-402 (OH) ion exchange resin mediated synthesis of indolizines, pyrrolo [1,2-a] quinolines and isoquinolines: Antibacterial and antifungal evaluation of the products

Hazra, Abhijit; Mondal, Shyamal; Maity, Arindam; Naskar, Subhendu; Saha, Pritam; Paira, Rupankar; Sahu, Krishnendu B.; Paira, Priyankar; Ghosh, Soma; Sinha, Chandrima; Samanta, Amalesh; Banerjee, Sukdeb; Mondal, Nirup B.

doi:10.1016/j.ejmech.2011.02.066

Cited by 189 publications

(66 citation statements)

References 43 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Some researchers, e.g. Hazra et al (2011) or Darwish (2008), had reported on the synthesis and antibacterial activity of functionalized indolizine derivatives. For bacterial strains, the MIC values were in the range of 32-500 g mL −1 .…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Newly synthesized indolizine derivatives – antimicrobial and antimutagenic properties

Olejníková¹,

Bírošová²,

Švorc

et al. 2015

Chemical Papers

View full text Add to dashboard Cite

A series of indolizine derivatives have been synthesized and subjected to antibacterial screening studies. Antibacterial activity of 21 derivatives was investigated against Staphylococcus aureus, Mycobacterium smegmatis, Salmonella typhimurium and Escherichia coli; also, the sensitivity of model yeast Candida parapsilosis and some model filamentous fungi Aspergillus fumigatus, Alternaria alternata, Botrytis cinerea and Microsporum gypseum was tested. Newly synthesized indolizine derivatives have shown selective toxicity to Gram-positive bacteria S. aureus and were also considered to be able to inhibit the acidoresistant rod M. smegmatis. Derivative XXI has shown the highest inhibition effect with the bacteriostatic effect on the cells at the concentration of 25 µg mL −1 . The best antifungal activity has been detected in the presence of derivative XIII. Derivative XIII did also affect the morphology of hyphal tips of B. cinerea, which led to enhanced ramification of hyphae. Finally, the antimutagenic activity of derivatives was investigated. Significant antimutagenic activity was registered in case of derivative VIII. The number of induced revertants by mutagen [2-(5-nitrofuryl)acrylic acid] was decreased almost to the level of spontaneous revertants in the lowest applied concentration (50 µg per plate).

show abstract

Section: Resultsmentioning

confidence: 99%

“…(Table 1) The previous works of Hazra et al (2011) and Darwish (2008) on antimicrobial activity had also taken into account the antifungal activity on both yeasts and filamentous fungi. All the tested derivatives showed just moderate effect on the growth of Aspergillus niger, Candida albicans, and Candida tropicalis.…”

Section: Resultsmentioning

confidence: 99%

Newly synthesized indolizine derivatives – antimicrobial and antimutagenic properties

Olejníková¹,

Bírošová²,

Švorc

et al. 2015

Chemical Papers

View full text Add to dashboard Cite

show abstract

“…The 3-(phenylimino)indoline-2-one and 5-bromo-3-(phenylimino)indoline-2-one were known and prepared according to a general procedure (Sridhar et al, 2001). Pyridinium and isoquinolinium salts were prepared according to a literature procedure (Hazra et al, 2011).…”

Section: Methodsmentioning

confidence: 99%

Polar [3 + 2] cycloaddition of isatin-3-imines with electrophilically activated heteroaromatic N-ylides: Synthesis of spirocyclic imidazo[1,2-a]pyridine and isoquinoline derivatives

Mokhtari

Seifi

Saheb

et al. 2019

Arabian Journal of Chemistry

View full text Add to dashboard Cite

A new synthesis of spiro[imidazo[1,2-a]pyridine-2,3 0 -indoline]-2 0 -ones 3a-f and spiro[imidazo[1,2-a]isoquinoline-2,3 0 -indolin]-2 0 -ones 5a-d, respectively by polar [3 + 2] cycloaddition reactions of isatin-3-imines with pyridinium and isoquinolinium ylides which are derived from 2-bromoacetophenone, 2,4 0 -dibromoacetophenone or methyl bromoacetate is described. These cycloaddition reactions consist of the nucleophilic attack of the heteroaromatic N-ylides on isatin-3-imine derivatives. The salient features of these processes include operational simplicity, high yields, and easily accessible starting materials. In addition, Density Functional Theory (DFT) calculations at the M06-2X/6-31 + G(d) level have been performed to investigate the possible transition states and products. The theoretical results are in good agreement with the experimental findings and show that the product 3a is the most stable product and is formed through a kinetically feasible pathway. ª 2015 The Authors. Production and hosting by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

show abstract

“…Such derivatives have shown utility in anticancer, 5 antibacterial, 6 antituberculosis, 7 H3 receptor antagonist 8 and antifungal 9 applications. While numerous methods for the synthesis of indolizine scaffolds are known, the direct and region-selective synthesis of this class of scaffolds from readily available starting materials has drawn considerable attention.…”

mentioning

confidence: 99%

Silver-mediated synthesis of indolizines via oxidative C–H functionalization and 5-endo-dig cyclization

Pandya

Fletcher

Villa

et al. 2014

Tetrahedron Letters

View full text Add to dashboard Cite

An efficient strategy for the synthesis of indolizines from readily available starting materials via oxidative C-H functionalization and 5-endo-dig cyclization in one step has been demonstrated. This protocol represents wide substrate scope, high functional group tolerance and selectivity. The structure of the product was confirmed by the X-ray crystallographic studies. The Ag2CO3 required of this tandem reaction can be recycled and reused after undergoing oxidative reaction.

show abstract

Amberlite–IRA-402 (OH) ion exchange resin mediated synthesis of indolizines, pyrrolo [1,2-a] quinolines and isoquinolines: Antibacterial and antifungal evaluation of the products

Cited by 189 publications

References 43 publications

Newly synthesized indolizine derivatives – antimicrobial and antimutagenic properties

Newly synthesized indolizine derivatives – antimicrobial and antimutagenic properties

Polar [3 + 2] cycloaddition of isatin-3-imines with electrophilically activated heteroaromatic N-ylides: Synthesis of spirocyclic imidazo[1,2-a]pyridine and isoquinoline derivatives

Silver-mediated synthesis of indolizines via oxidative C–H functionalization and 5-endo-dig cyclization

Contact Info

Product

Resources

About