One-Pot Synthesis of 2-Alkyl/Arylamino-4-oxo-4H-1-Benzopyran-3-Carboxaldehyde from 4-oxo-4H-1-Benzopyran-3-Carboxaldehyde

Bandyopadhyay, Chandrakanta; Sur, Kumar Ranabir; Patra, Ranjan; Banerjee, Subhabrata

doi:10.3184/030823403103174812

Cited by 21 publications

(5 citation statements)

References 10 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These as a versatile scaffold include, for example, alkaline phosphatase, 131 aldose reductase, 110 alpha-glucosidase, 91 and MMP-13 (ref. 40 ) inhibitors ( Fig. 6 ).…”

Section: Applicationsmentioning

confidence: 96%

3-(Bromoacetyl)coumarins: unraveling their synthesis, chemistry, and applications

et al. 2021

View full text Add to dashboard Cite

show abstract

“…These as a versatile scaffold include, for example, alkaline phosphatase, 131 aldose reductase, 110 alpha-glucosidase, 91 and MMP-13 (ref. 40 ) inhibitors ( Fig. 6 ).…”

Section: Applicationsmentioning

confidence: 96%

3-(Bromoacetyl)coumarins: unraveling their synthesis, chemistry, and applications

et al. 2021

View full text Add to dashboard Cite

show abstract

“…Chromeno [2,3-g]quinoline-3-carboxylates act as anticoccidal drugs [26], naphthopyrano [4,3-b]quinolines have been utilized for developing probes for bioimaging [27,28], 6H -chromeno [4,3-b]quinolines act as estrogen receptor β-selective ligands [29], chromeno [4,3-b]quinoline derivatives exhibit cytotoxicity [30], tetrahydrochromeno [4,3-b]quinolines exhibit anti proliferative activity against MDA-MB-231 and MCF-7 breast cancer cell lines [31], 5H -chromeno [3,4-f ]quinolines act as glucocorticoid and selec- tive progesterone receptor modulators [32,33], chromeno [2,3-b]quinolinediones act as potent anti inflammatory agent [34] and Co(III) complexes derived from chromeno [2,3-b]quinolines bind with DNA and exhibit potent nuclease activity [35]. The syntheses of chromeno [4,3-b]quinoline [36], chromeno[3,2-c]quinoline [37] and chromeno [2,3-b]quinoline [38,39] derivatives have been accomplished in our laboratory.…”

Section: Introductionmentioning

confidence: 99%

A one-pot three-component reaction involving 2-aminochromone in aqueous micellar medium: a green synthesis of hexahydrochromeno[2,3- $$b$$ b ]quinolinedione

et al. 2015

Self Cite

View full text Add to dashboard Cite

An efficient and green synthesis of hitherto unreported 11-(chromen-3-yl)-8,8-dimethyl-8,9-dihydro-6H-chromeno[2,3-b]quinoline-10,12(7H,11H)-dione has been accomplished by a three-component reaction involving 2-aminochromone, chromone-3-carbaldehyde, and 5,5-dimethyl-1,3-cyclohexanedione (dimedone) in 0.5 M aqueous SDS solution. The mechanism of the reaction has been studied by isolating the reaction intermediate. This methodology features eco-friendly reaction conditions, a simple working procedure, high atom-economy and high efficiency in product formation.

show abstract

“…The organic matter was extracted with ethyl acetate (3 × 10 ml), and the organic extract was washed with brine (2 × 20 ml), dried over anhydrous Na 2 SO 4 and chromatographed over silica gel (100–200 mesh). 25% ethyl acetate in benzene as eluent yielded C-(6-methyl-3-chromonyl)-N-(4-tolyl) nitrone (400 mg, 68%) [9]. …”

Section: Methodsmentioning

confidence: 99%

Protective Therapy with Novel Chromone Derivative against Leishmania donovani Infection Induces Th1 Response in vivo

et al. 2011

Self Cite

View full text Add to dashboard Cite

Background: Visceral leishmaniasis is a chronic protozoan disease caused by Leishmania donovani, an obligatory intracellular parasite that resides and multiplies within macrophages of the reticuloendothelial system. The aim of this study was to evaluate the efficacy of nine novel synthetic chromone derivatives as antileishmanial molecules in experimental murine visceral leishmaniasis. Methods: In vitro activity of the molecules (2, 5 and 10 µg/ml) was assessed against promastigotes of both pentavalent antimonial-responsive strain AG83 and pentavalent antimonial-resistant strain GE1F8R at days 2 (48 h), 4 (96 h) and 6 (144 h). The efficacy of the most efficient chromone derivative [C-(6-Methyl-4-oxo-4H-1-benzopyran-3-yl)-N-(p-tolyl) nitrone], designated here as NP1, was also tested against intracellular amastigotes in vitro and in vivo. Results: NP1, 5 µg/ml, inhibited the growth of AG83 and GE1F8R promastigotes by 98.57% (day 4) and 75.75% (day 6), respectively, and also inhibited the growth of intracellular amastigotes by 85% (day 3), compared to DMSO control. Treatment of L. donovani-infected mice with NP1 resulted in a 70% significant decrease in parasite load in the spleen in the 7th week after infection (5 mice in each group), with associated induction of interferon-γ synthesis by dose 2 (37.5 mg/kg body weight) compared to DMSO control. Dose 2 was found efficient over dose 1 (25 mg/kg body weight). Conclusions: The novel synthetic chromone derivative is effective in the treatment of visceral leishmaniasis and induces the synthesis of interferon-γ in rodent models.

show abstract

One-Pot Synthesis of 2-Alkyl/Arylamino-4-oxo-4H-1-Benzopyran-3-Carboxaldehyde from 4-oxo-4H-1-Benzopyran-3-Carboxaldehyde

Abstract: For Abstract see ChemInform Abstract in Full Text.

Cited by 21 publications

References 10 publications

3-(Bromoacetyl)coumarins: unraveling their synthesis, chemistry, and applications

3-(Bromoacetyl)coumarins: unraveling their synthesis, chemistry, and applications

A one-pot three-component reaction involving 2-aminochromone in aqueous micellar medium: a green synthesis of hexahydrochromeno[2,3- $$b$$ b ]quinolinedione

Protective Therapy with Novel Chromone Derivative against <i>Leishmania donovani</i> Infection Induces Th1 Response in vivo

Contact Info

Product

Resources

About