Synthesis of 3,4-diaryl- and 4-acyl-3-arylpyrroles and study of their antimitotic activity
- Authors: Samet A.V.1, Sil’yanova E.A.1,2, Ushkarov V.I.1, Semenova M.N.3, Semenov V.V.1
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Affiliations:
- N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
- D. I. Mendeleev University of Chemical Technology of Russia
- N. K. Kol’tsov Institute of Developmental Biology, Russian Academy of Sciences
- Issue: Vol 67, No 5 (2018)
- Pages: 858-865
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/242525
- DOI: https://doi.org/10.1007/s11172-018-2150-3
- ID: 242525
Cite item
Abstract
The Barton–Zard reaction of nitro substituted stilbenes and chalcones with ethyl isocyanoacetate afforded 3,4-diaryl- and 4-acyl-3-arylpyrroles, respectively. 3-Arylpyrrole-2,4- dicarboxylates and 4-arylisoxazoline N-oxides were side reaction products. Antimitotic activity of target 3,4-disubstituted pyrroles was studied on a sea urchin embryo model. Pyrroles unsubstituted at positions 2 and 5 were the most active. The activity increased with the number of methoxy groups in the Ar substituent.
About the authors
A. V. Samet
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Author for correspondence.
Email: sametav@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
E. A. Sil’yanova
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences; D. I. Mendeleev University of Chemical Technology of Russia
Email: sametav@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991; 9 Miusskaya pl., Moscow, 125047
V. I. Ushkarov
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: sametav@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
M. N. Semenova
N. K. Kol’tsov Institute of Developmental Biology, Russian Academy of Sciences
Email: sametav@ioc.ac.ru
Russian Federation, 26 ul. Vavilova, Moscow, 119334
V. V. Semenov
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: sametav@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991