Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
4-Diazo and 4-(Triaz-1-en-1-yl)-1H-pyrrole-2-carboxylates as Agents Inducing Apoptosis. / Галенко, Екатерина; Галенко, Алексей Викторович; Новиков, Михаил Сергеевич; Хлебников, Александр Феодосиевич; Kudryavtsev, I.V.; Terpilowski, Maxim A.; Serebriakova, M.K.; Trulioff, A.S.; Goncharov, Nikolay V.
в: ChemistrySelect, Том 2, № 25, 2017, стр. 7508-7513.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - 4-Diazo and 4-(Triaz-1-en-1-yl)-1H-pyrrole-2-carboxylates as Agents Inducing Apoptosis
AU - Галенко, Екатерина
AU - Галенко, Алексей Викторович
AU - Новиков, Михаил Сергеевич
AU - Хлебников, Александр Феодосиевич
AU - Kudryavtsev, I.V.
AU - Terpilowski, Maxim A.
AU - Serebriakova, M.K.
AU - Trulioff, A.S.
AU - Goncharov, Nikolay V.
PY - 2017
Y1 - 2017
N2 - New beta-diazopyrrole and -triazenylpyrrole derivatives were synthesized from isoxazoles and pyridinium salts in two and three steps, respectively. The apoptotic/necrotic difference for these compounds was estimated on THP-1 cell line. The most effective of the panel is methyl 3-diazo-2-(2,4-dimethylphenyl)-4-phenyl-3H-pyrrole-5-carboxylate which demonstrated cytotoxic activity from the lowest concentration of 3.3 mu M with a steep rise of the apoptotic effect and the largest apoptotic/necrotic difference within the range of 3.3 to 33 mu M. Moreover, this diazopyrrole showed the highest sum total of apoptotic and necrotic AUCs within the same low range of concentrations. Methyl 2-(4-bromophenyl)-3-diazo-4-(3-methoxyphenyl)-3H-pyrrole-5-carboxylate and methyl 5-(4-bromophenyl)-3-(3-methoxyphenyl)-4-(piperidin-1-yl/morpholin-4-yldiazenyl)-1H-pyrrole-2-carboxylates were found to be quite promising compounds which deserve further cytophysiological and mechanistic research using different cell lines.
AB - New beta-diazopyrrole and -triazenylpyrrole derivatives were synthesized from isoxazoles and pyridinium salts in two and three steps, respectively. The apoptotic/necrotic difference for these compounds was estimated on THP-1 cell line. The most effective of the panel is methyl 3-diazo-2-(2,4-dimethylphenyl)-4-phenyl-3H-pyrrole-5-carboxylate which demonstrated cytotoxic activity from the lowest concentration of 3.3 mu M with a steep rise of the apoptotic effect and the largest apoptotic/necrotic difference within the range of 3.3 to 33 mu M. Moreover, this diazopyrrole showed the highest sum total of apoptotic and necrotic AUCs within the same low range of concentrations. Methyl 2-(4-bromophenyl)-3-diazo-4-(3-methoxyphenyl)-3H-pyrrole-5-carboxylate and methyl 5-(4-bromophenyl)-3-(3-methoxyphenyl)-4-(piperidin-1-yl/morpholin-4-yldiazenyl)-1H-pyrrole-2-carboxylates were found to be quite promising compounds which deserve further cytophysiological and mechanistic research using different cell lines.
KW - apoptosis
KW - cytotoxicity
KW - diazo compounds
KW - heterocycles
KW - BIOLOGICAL-ACTIVITY
KW - CANCER-CELLS
KW - INDEX
KW - 3-TRIAZENOPYRROLES
KW - TRIAZENOINDAZOLES
KW - CAMPTOTHECIN
KW - RESISTANCE
U2 - 10.1002/slct.201701538
DO - 10.1002/slct.201701538
M3 - статья
VL - 2
SP - 7508
EP - 7513
JO - ChemistrySelect
JF - ChemistrySelect
SN - 2365-6549
IS - 25
ER -
ID: 13392828