TY - JOUR
T1 - One-pot synthesis of Claisen–Schmidt reaction through (E)-chalcone derivatives
T2 - Spectral studies in human serum albumin protein binding and molecular docking investigation
AU - Murugesan, Arul
AU - Gengan, Robert Moonsamy
AU - Rajamanikandan, Ramar
AU - Ilanchelian, Malaichamy
AU - Lin, Chia Her
N1 - Publisher Copyright:
© 2017 Taylor & Francis.
PY - 2017
Y1 - 2017
N2 - An efficient and environmentally benign one-pot multicomponent synthesis of E-chalcones was developed using a mild and reusable new boron nitride-sulphonic acid catalyst. The catalyst was prepared by activating the boron nitride surface with nitric acid, followed by a simple reaction with 3-mercaptopropyl trimethoxysilane. The catalyst was characterized and morphological properties were studied by Fourier transform infrared, X-ray diffraction, transmission electron spectroscopy, scanning electron microscopy, Brunauer–Emmett–Teller theory, and Raman spectroscopy techniques. The solid acid catalyst was recycled five times in a Claisen–Schmidt reaction to synthesize new chalcone derivatives, and X-ray crystallography was used to elucidate the structure of (E)-1-(anthracen-9-yl)-3-(2-(4-methylpiperazin-1-yl)quinolin-3-yl)prop-2-en-1-one. A fluorescence quench titration method was used to assess its binding ability with human serum albumin (HSA), while molecular docking was also performed to get a more detailed insight into their interaction at the binding site of HSA.
AB - An efficient and environmentally benign one-pot multicomponent synthesis of E-chalcones was developed using a mild and reusable new boron nitride-sulphonic acid catalyst. The catalyst was prepared by activating the boron nitride surface with nitric acid, followed by a simple reaction with 3-mercaptopropyl trimethoxysilane. The catalyst was characterized and morphological properties were studied by Fourier transform infrared, X-ray diffraction, transmission electron spectroscopy, scanning electron microscopy, Brunauer–Emmett–Teller theory, and Raman spectroscopy techniques. The solid acid catalyst was recycled five times in a Claisen–Schmidt reaction to synthesize new chalcone derivatives, and X-ray crystallography was used to elucidate the structure of (E)-1-(anthracen-9-yl)-3-(2-(4-methylpiperazin-1-yl)quinolin-3-yl)prop-2-en-1-one. A fluorescence quench titration method was used to assess its binding ability with human serum albumin (HSA), while molecular docking was also performed to get a more detailed insight into their interaction at the binding site of HSA.
KW - Boron nitride
KW - Claisen–Schmidt reaction
KW - HSA protein
KW - molecular docking
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U2 - 10.1080/00397911.2017.1355466
DO - 10.1080/00397911.2017.1355466
M3 - Article
AN - SCOPUS:85029670467
SN - 0039-7911
VL - 47
SP - 1884
EP - 1904
JO - Synthetic Communications
JF - Synthetic Communications
IS - 20
ER -