SYNTHESIS AND STUDY OF NEW 5-SUBSTITUTED 1-ACETYL-4-PHENYL-3-PYRROLIN-2-ONES AS POTENTIAL ANTITUMOR AGENTS

Авторы

  • Jevgenijs Kuznecovs Latvian Institute of Organic Synthesis
  • Maxim Vorona Latvian Institute of Organic Synthesis
  • Ilona Domraceva Latvian Institute of Organic Synthesis
  • Iveta Kanepe-Lapsa Latvian Institute of Organic Synthesis
  • Marina Petrova Latvian Institute of Organic Synthesis
  • Edvards Liepins Latvian Institute of Organic Synthesis
  • Sergey Belyakov Latvian Institute of Organic Synthesis
  • Ainars Leonchiks Latvian Biomedical Reserarch and Study Centre
  • Grigory Veinberg Latvian Institute of Organic Synthesis

DOI:

https://doi.org/10.1007/4500

Ключевые слова:

1-acetyl-5-bromo-4-phenyl-3-pyrrolin-2-one, antitumor activity, indoleamine 2, 3-dioxygenase inhibition, matrix metalloproteinase inhibition, nucleophilic substitution

Аннотация

The treatment of 1-acetyl-5-bromo-4-phenyl-3-pyrrolin-2-one with appropriate silver salts in benzene promotes the substitution of bromine with chloride, fluoride, nitrite, nitrate, and thiocyanate groups. Biological testing of the newly synthesized compounds resulted in the discovery of moderate indoleamine 2,3-dioxygenase and matrix metalloproteinase inhibiting properties for NO2 and SCN derivatives in combination with low antitumor effect in vivo. However, testing of the NO2 derivative in mice with transplanted 4T1 mammary and CT26 mouse colon carcinomas led to a considerable decrease in tumor volume and lung metastases without undesirable toxic effects evidencing potent tumor supressing properties.

Биографии авторов

Jevgenijs Kuznecovs, Latvian Institute of Organic Synthesis

Maxim Vorona, Latvian Institute of Organic Synthesis

Ilona Domraceva, Latvian Institute of Organic Synthesis

Iveta Kanepe-Lapsa, Latvian Institute of Organic Synthesis

Marina Petrova, Latvian Institute of Organic Synthesis

Edvards Liepins, Latvian Institute of Organic Synthesis

Sergey Belyakov, Latvian Institute of Organic Synthesis

Ainars Leonchiks, Latvian Biomedical Reserarch and Study Centre

Grigory Veinberg, Latvian Institute of Organic Synthesis

Загрузки

Опубликован

2018-06-27

Выпуск

Том 54 № 5 (2018)

Раздел

Оригинальные статьи