1022282-99-0Relevant academic research and scientific papers
A coumarin-chalcone hybrid used as a selective and sensitive colorimetric and turn-on fluorometric sensor for Cd2+ detection
Shaily,Kumar, Ajay,Ahmed, Naseem
, p. 14746 - 14753 (2017)
A chalcone-based naked-eye colorimetric chemical sensor, (E)-4-hydroxy-3-(3-(4-methoxyphenyl)acryloyl)-2H-chromen-2-one 1a, was developed for selective and sensitive recognition of Cd2+ in mixed aqueous-organic media. The chemosensor demonstrates a distinct color change as well as a remarkable variation in the absorption and fluorescence enhancement observed in its emission spectra upon interaction with Cd2+. The dual colorimetric and fluorometric responses of the chemosensor 1a towards Cd2+ are attributed to the formation of a 1 : 1, 1a-Cd2+ complex, which eventually affect its optical properties. The association constants for Cd2+ towards receptor 1a obtained from the Benesi-Hildebrand plot and non-linear least square fitting were found to be 9.56 × 105 M-1 and 1.34 (±0.87) × 106 M-1, respectively, with a detection limit of 5.84 × 10-8 M. The fluorescence enhancement of chemosensor 1a upon interaction with Cd2+ was attributed to chelation-enhanced fluorescence (CHEF) occurring at pH 7.0.
Preparation of Furo[3,2-c]coumarins from 3-Cinnamoyl-4-hydroxy-2H-chromen-2-ones and Acyl Chlorides: A Bu3P-Mediated C-Acylation/Cyclization Sequence
Lee, Chia-Jui,Tsai, Cheng-Che,Hong, Shao-Hao,Chang, Geng-Hua,Yang, Mei-Chun,M?hlmann, Lennart,Lin, Wenwei
, p. 8502 - 8505 (2015)
A Bu3P-mediated cyclization reaction of 3-cinnamoyl-4-hydroxy-2H-chromen-2-ones though electrophilic addition of acyl chlorides towards the synthesis of highly functionalized furo[3,2-c]coumarins bearing a phosphorus ylide moiety is described. These unprecedented cyclization reaction proceeds under mild reaction conditions within short reaction times (1 min to 1 h), and can be further applied in the synthesis of alkenyl-substituted furo[3,2-c]coumarins by the treatment with carbonyl electrophiles under basic conditions.
A rapid access to new coumarinyl chalcone and substituted chromeno[4,3-c]pyrazol-4(1H)-ones and their antibacterial and DPPH radical scavenging activities
Hamdi, Naceur,Fischmeister, Cedric,Puerta, M. Carmen,Valerga, Pedro
experimental part, p. 522 - 530 (2012/05/04)
A series of new coumarin derivatives 4 containing a chalcone moiety were synthesized by condensation of 3-acetyl-4-hydroxycoumarin 1 with aryl or heteroaryl aldehydes 2 in the presence of piperidine in chloroform. The interaction of 3-formyl-4-chloro-coumarin 3 with nitrogen compound nucleophiles are described and lead to the corresponding substituted chromen[4,3-c] pyrazol-4-ones 5. The structures of the obtained compounds were established on the basis of IR|1D|2D NMR, while crystal structure of 3-acetyl-4-hydroxy coumarin 1 was determined using X-ray diffraction and further were evaluated for possible antibacterial and antioxidant activities. The coumarinic chalcone 4d has been found to be the most active (IC50 = 2.07 μM) in this study.
Expedious synthesis for α, β-unsaturated coumarin derivatives using boran chelates: A novel class of potential antibacterial and antioxidant agents
Hamdi, Naceur,Bouabdallah, Feten,Romerosa, Antonio,Benhassen, Rached
, p. 1261 - 1268 (2011/11/29)
A new family of coumarin derivatives (4a-i) containing a chalcone moiety was synthesized by condensation of 3-acetyl-4-difluoro boryloxycoumarin (2) with aryl and heteroaryl aldehydes with piperidine in chloroform. Resulting compounds were characterized by IR, 13C, 1H NMR and UV visible spectroscopy. Compound 3-((2E)-3-(3,4,5-Trimethoxy-phenyl)prop-2-enoyl)- 2(H)-chromen-2-one (4g) was characterized by single crystal X-ray diffraction. The antioxidant and antibacterial activities of the obtained compounds 4a-i was evaluated. The biological activity found for these compounds is discussed against their structural features, physical and chemical properties.
Synthesis and structure of new 3-pyrazolinylcoumarins and 3-pyrazolinyl-2-quinolones
Traven,Manaev,Voevodina,Okhrimenko
experimental part, p. 1508 - 1515 (2009/10/01)
The reactions of substituted 3-cinnamoyl-4-hydroxycoumarins and 3-cinnamoyl-4-hydroxy-2-quinolones with different phenylhydrazines gave 3-hetaryl-1H-4,5-dihydropyrazoles. The product structures were studied by 1H NMR spectroscopy and mass spect
Design and synthesis of a novel series of nonpeptidic HIV-1 protease inhibitors
Hariprasad,Talele,Kulkarni, Vithal M.
, p. 365 - 372 (2007/10/03)
Using molecular modelling and the X-ray crystal structures of peptide, (1-(naphthoxy-acetyl)-L-histidyl-5(S)-amino-6-cyclohexyl-3 (R),4(R)-dihydroxy-2(R)-isopropylhexanoyl-L-isoleucine N-(2-pyridylmethyl)amide (U-75875) and nonpeptide-derived inhibitors,
