A series of new hybrid molecules with a hydrazone fragment were synthesized and characterized by Fourier transform-infrared spectroscopy, nuclear magnetic resonance, mass spectrometry, and elemental analysis. The nuclear magnetic resonance spectra of the hydrazones 4a-c showed exchange of syn and antiperiplanar conformers around the amide bond, the more stable being the antiperiplanar one. The nuclear Overhauser effect spectroscopy (NOESY) spectra confirm E configuration around C=N bond. The tested compounds exhibited concentration-dependent cytotoxic effects against human tumor cell lines in a micromolar range (MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) tetrazolium reduction assay). Hydrazone 4a proved to be the most potent antiproliferative agent of the series. Within the antioxidant screening 8b exhibited the highest radical scavenging activity (% RSA max) and the largest rate constant for the reaction with 2,2-diphenyl-1-picrylhydrazyl.
TY - JOUR
AU - Angelova, Violina T.
AU - Vassilev, Nikolay G.
AU - Nikolova-Mladenova, Boryana
AU - Vitas, Jasmina
AU - Malbasa, Radomir
AU - Momekov, Georgi
AU - Đukić, Mirjana
AU - Saso, Luciano
PY - 2016
UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2760
AB - A series of new hybrid molecules with a hydrazone fragment were synthesized and characterized by Fourier transform-infrared spectroscopy, nuclear magnetic resonance, mass spectrometry, and elemental analysis. The nuclear magnetic resonance spectra of the hydrazones 4a-c showed exchange of syn and antiperiplanar conformers around the amide bond, the more stable being the antiperiplanar one. The nuclear Overhauser effect spectroscopy (NOESY) spectra confirm E configuration around C=N bond. The tested compounds exhibited concentration-dependent cytotoxic effects against human tumor cell lines in a micromolar range (MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) tetrazolium reduction assay). Hydrazone 4a proved to be the most potent antiproliferative agent of the series. Within the antioxidant screening 8b exhibited the highest radical scavenging activity (% RSA max) and the largest rate constant for the reaction with 2,2-diphenyl-1-picrylhydrazyl.
PB - Springer Birkhauser, New York
T2 - Medicinal Chemistry Research
T1 - Antiproliferative and antioxidative effects of novel hydrazone derivatives bearing coumarin and chromene moiety
VL - 25
IS - 9
SP - 2082
EP - 2092
DO - 10.1007/s00044-016-1661-4
ER -
@article{
author = "Angelova, Violina T. and Vassilev, Nikolay G. and Nikolova-Mladenova, Boryana and Vitas, Jasmina and Malbasa, Radomir and Momekov, Georgi and Đukić, Mirjana and Saso, Luciano",
year = "2016",
abstract = "A series of new hybrid molecules with a hydrazone fragment were synthesized and characterized by Fourier transform-infrared spectroscopy, nuclear magnetic resonance, mass spectrometry, and elemental analysis. The nuclear magnetic resonance spectra of the hydrazones 4a-c showed exchange of syn and antiperiplanar conformers around the amide bond, the more stable being the antiperiplanar one. The nuclear Overhauser effect spectroscopy (NOESY) spectra confirm E configuration around C=N bond. The tested compounds exhibited concentration-dependent cytotoxic effects against human tumor cell lines in a micromolar range (MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) tetrazolium reduction assay). Hydrazone 4a proved to be the most potent antiproliferative agent of the series. Within the antioxidant screening 8b exhibited the highest radical scavenging activity (% RSA max) and the largest rate constant for the reaction with 2,2-diphenyl-1-picrylhydrazyl.",
publisher = "Springer Birkhauser, New York",
journal = "Medicinal Chemistry Research",
title = "Antiproliferative and antioxidative effects of novel hydrazone derivatives bearing coumarin and chromene moiety",
volume = "25",
number = "9",
pages = "2082-2092",
doi = "10.1007/s00044-016-1661-4"
}
Angelova, V. T., Vassilev, N. G., Nikolova-Mladenova, B., Vitas, J., Malbasa, R., Momekov, G., Đukić, M.,& Saso, L.. (2016). Antiproliferative and antioxidative effects of novel hydrazone derivatives bearing coumarin and chromene moiety. in Medicinal Chemistry Research
Springer Birkhauser, New York., 25(9), 2082-2092.
https://doi.org/10.1007/s00044-016-1661-4
Angelova VT, Vassilev NG, Nikolova-Mladenova B, Vitas J, Malbasa R, Momekov G, Đukić M, Saso L. Antiproliferative and antioxidative effects of novel hydrazone derivatives bearing coumarin and chromene moiety. in Medicinal Chemistry Research. 2016;25(9):2082-2092.
doi:10.1007/s00044-016-1661-4 .
Angelova, Violina T., Vassilev, Nikolay G., Nikolova-Mladenova, Boryana, Vitas, Jasmina, Malbasa, Radomir, Momekov, Georgi, Đukić, Mirjana, Saso, Luciano, "Antiproliferative and antioxidative effects of novel hydrazone derivatives bearing coumarin and chromene moiety" in Medicinal Chemistry Research, 25, no. 9 (2016):2082-2092,
https://doi.org/10.1007/s00044-016-1661-4 . .
