- Reaction of sarcosine with chromone-3-carbaldehyde and 6,6′- (polymethylenedioxy)di(chromone-3-carbaldehyde)
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On treatment with N-methylglycine in DMF, the chromone-3-carbaldehydes 1a-c produce 3-[3-(2-hydroxybenzoyl)-1-methyl-2,5-dihydropyrrol-2-yl]-4H-chromen-4- ones 10a-c and the deformylated products 9a-c, whereas the bischromone derivatives 12a-c give the bis[3-(2-hydroxybenzoyl)-1-methylpyrrole] structures 13a-c.
- Ghosh, Tarun,Bandyopadhyay, Chandrakanta
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- Synthesis and biological evaluation of novel pyrazole derivatives with anticancer activity
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We synthesized thirty-six novel pyrazole derivatives and studied their antiproliferative activity in human ovarian adenocarcinoma A2780 cells, human lung carcinoma A549 cells, and murine P388 leukemia cells. Four of these substances were selected because of their higher antiproliferative activity and further analyses showed that they were all able to induce apoptosis, although to a different extent. The expression of p53 and p21waf1, which induce apoptosis and cell cycle arrest, was evaluated by western blot analysis in cells treated with compound 12d. The analysis of the cell cycle showed that all the selected compounds cause a partial G2/M block and the formation of polyploid cells. Furthermore, the four selected compounds were tested for their interaction with the microtubular cytoskeletal system by docking analysis, tubulin polymerization assay and immunofluorescence staining, demonstrating that the compound 12d, unlike the other active derivatives, was able to significantly bind dimers of α- and β-tubulin, probably causing a molecular distortion resulting in the disassembly of microtubules.
- Balbi, Alessandro,Anzaldi, Maria,MacCi, Chiara,Aiello, Cinzia,Mazzei, Mauro,Gangemi, Rosaria,Castagnola, Patrizio,Miele, Mariangela,Rosano, Camillo,Viale, Maurizio
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experimental part
p. 5293 - 5309
(2011/12/14)
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- Benzopyrans : Part 40 - Alumina mediated transformations of 4-oxo-4H-1- benzopyran-3-carbaldehyde, -3-carboxylic acid and their 2-methylhomologues
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In contact with alumina, the title aldehyde 1 (R = H, Me, Cl) gives the chromones 5 and 9,12 whereas the acid 2 affords the chromones 7, 10 and acetophenone 23. Alumina converts the aldehyde 3 to the xanthone 14, and the corresponding acid 4 to the chromone 8 and diketone 24.
- Ghosh, Chandra Kanta,Bhattacharyya, Samita
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p. 166 - 172
(2007/10/03)
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- Benzopyrans: Part 34 - Reactions of 3-substituted 1-benzopyran-4-ones with N-phenacylpyridinium bromide
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N-Phenacylpyridinium bromide in the presence of potassium carbonate gives the indolizine 10 and pyridinium salt 12 with the aldehyde 1 as well as the acid 2, azirine 14 with the nitrile 3, and zwitterion 16 with the ester 4. The pyridinium bromide 12 is converted into 10, and a mixture of 5 and 10 on refluxing in pyridine and dimethylformamide, respectively.
- Ghosh, Chandra Kanta,Sahana, Sirin
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p. 203 - 206
(2007/10/03)
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