Synthesis and antileukaemia activity of N-(2,4-dimethylphenyl)hydrazine carbothioamide and its azomethine derivatives

Gulya Aurelian; Barba Alic; Jalbă Alexandru; Poirier Donald; Petrenko Peter A.; Chumakov Yurii; Sargun Artur

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2023-12-22 12:56

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GULYA, Aurelian, BARBA, Alic, JALBĂ, Alexandru, POIRIER, Donald, PETRENKO, Peter A., CHUMAKOV, Yurii, SARGUN, Artur. Synthesis and antileukaemia activity of N-(2,4-dimethylphenyl)hydrazine carbothioamide and its azomethine derivatives. In: Buletinul Academiei de Ştiinţe a Moldovei. Ştiinţele vieţii, 2012, nr. 3(318), pp. 59-66. ISSN 1857-064X.

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Buletinul Academiei de Ştiinţe a Moldovei. Ştiinţele vieţii

Numărul 3(318) / 2012 / ISSN 1857-064X

Synthesis and antileukaemia activity of N-(2,4-dimethylphenyl)hydrazine carbothioamide and its azomethine derivatives

Pag. 59-66

Gulya Aurelian¹, Barba Alic², Jalbă Alexandru¹, Poirier Donald³, Petrenko Peter A.⁴, Chumakov Yurii⁴, Sargun Artur

¹ Moldova State University,
² Institute of Chemistry of the Academy of Sciences of Moldova,
³ Oncology and Molecular Endocrinology Research Center,
⁴ Institute of Applied Physics, Academy of Sciences of Moldova

Disponibil în IBN: 17 decembrie 2013

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Prezenta lucrare conţine date despre sinteza, caracterizarea şi evaluarea in vitro a activităţii biologice a N-(2,4-dimetilfenil)hidrazinocarbotioamidei şi a cinci derivaţi azometinici ai acesteia, obţinuţi prin condensarea N-(2,4-dimetilfenil)hidrazincarbotioamidei cu diferiţi compuşi carbonilici. Compoziţia şi structura cristalină a compuşilor sintetizaţi a fost determinată cu ajutorul spectroscopiei 1H, 13C RMN şi a difracţiei cu raze X a monocristalelor. Toţi compuşii obţinuţi au fost testaţi ca inhibitori ai proliferării celulelor de leucemie umană HL-60. A fost stabilit că N-(2,4-dimetilfenil)-2-(tiofen- 3-ilmetilen)hidrazinocarbotioamida şi N-(2,4-dimetilfenil)-2-(2-hidroxibenziliden) hidrazinocarbotioamida sunt cei mai activi agenţi antiproliferativi obţinuţi în acest studiu.

Настоящая работа описывает данные о синтезе, характеристике и определении биологической активности in vitro N-(2,4-диметилфенил)гидразинкарботиоамида и пяти его азометиновых производных, полученных путем конденсации N-(2,4-диметилфенил) гидразинкарботиоамида с различными карбонильными соединениями. Химический состав и структура синтезированных веществ были установлены с помощью 1H, 13C ЯМР спектроскопии и рентгеноструктурного анализа. Все вещества были протестированы на противолейкемическую (HL-60) активность. Было установлено, что наиболее активными являются N-(2,4-диметилфенил)-2-(тиофен-3-илметилен)гидразинкарботиоамид и N-(2,4- диметилфенил)-2-(2-гидроксибензилиден)гидразинкарботиоамид.

The present paper concerns data on the synthesis, characterisation and in vitro biological activity evaluation of N-(2,4-dimethylphenyl)hydrazinecarbothioamide and its fi ve azomethine derivatives, obtained by condensation of N-(2,4-dimethylphenyl)hydrazinecarbothioamide with different carbonilic compounds. The composition and the crystal structure of the synthesised compounds have been defi ned by means of 1H, 13C NMR spectroscopy and X-ray diffraction. All compounds produced have been tested as inhibitors of human leukaemia (HL-60) cells growth. N-(2,4-dimethylphenyl)-2-(thiophene-3-ylmethylene) hydrazinecarbothioamide and N-(2,4-dimethylphenyl)-2-(2-hydroxybenzylidene) hydrazinecarbothioamide have been found to be the most antiproliferative active agents among those obtained in this study.

Cuvinte-cheie
N-(2, 4-dimethylphenyl) hydrazinecarbothioamide, leukaemia,

azomethines, antiproliferative

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<dc:creator>Poirier, D.</dc:creator>
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ai acesteia, obţinuţi prin condensarea N-(2,4-dimetilfenil)hidrazincarbotioamidei cu
diferiţi compuşi carbonilici. Compoziţia şi structura cristalină a compuşilor sintetizaţi
a fost determinată cu ajutorul spectroscopiei 1H, 13C RMN şi a difracţiei cu raze
X a monocristalelor. Toţi compuşii obţinuţi au fost testaţi ca inhibitori ai proliferării
celulelor de leucemie umană HL-60. A fost stabilit că N-(2,4-dimetilfenil)-2-(tiofen-
3-ilmetilen)hidrazinocarbotioamida şi N-(2,4-dimetilfenil)-2-(2-hidroxibenziliden)
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<dc:description xml:lang='ru'>Настоящая работа описывает данные о синтезе, характеристике и определении
биологической активности in vitro N-(2,4-диметилфенил)гидразинкарботиоамида и пяти
его азометиновых производных, полученных путем конденсации N-(2,4-диметилфенил)
гидразинкарботиоамида с различными карбонильными соединениями. Химический
состав и структура синтезированных веществ были установлены с помощью 1H, 13C ЯМР
спектроскопии и рентгеноструктурного анализа. Все вещества были протестированы на
противолейкемическую (HL-60) активность. Было установлено, что наиболее активными
являются N-(2,4-диметилфенил)-2-(тиофен-3-илметилен)гидразинкарботиоамид и N-(2,4-
диметилфенил)-2-(2-гидроксибензилиден)гидразинкарботиоамид.</dc:description>
<dc:description xml:lang='en'>The present paper concerns data on the synthesis, characterisation and in vitro biological
activity evaluation of N-(2,4-dimethylphenyl)hydrazinecarbothioamide and its fi ve azomethine
derivatives, obtained by condensation of N-(2,4-dimethylphenyl)hydrazinecarbothioamide with
different carbonilic compounds. The composition and the crystal structure of the synthesised
compounds have been defi ned by means of 1H, 13C NMR spectroscopy and X-ray diffraction. All compounds produced have been tested as inhibitors of human leukaemia (HL-60) cells
growth. N-(2,4-dimethylphenyl)-2-(thiophene-3-ylmethylene) hydrazinecarbothioamide and
N-(2,4-dimethylphenyl)-2-(2-hydroxybenzylidene) hydrazinecarbothioamide have been found
to be the most antiproliferative active agents among those obtained in this study.</dc:description>
<dc:source>Buletinul Academiei de Ştiinţe a Moldovei. Ştiinţele vieţii 318 (3) 59-66</dc:source>
<dc:subject>N-(2</dc:subject>
<dc:subject>4-dimethylphenyl) hydrazinecarbothioamide</dc:subject>
<dc:subject>azomethines</dc:subject>
<dc:subject>antiproliferative</dc:subject>
<dc:subject>leukaemia</dc:subject>
<dc:title>Synthesis and antileukaemia activity of N-(2,4-dimethylphenyl)hydrazine carbothioamide and its azomethine derivatives</dc:title>
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