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10.3390/ecsoc-23-06468
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Proceeding Paper

N-Terpenyl Benzisoselenazolones—Evaluation of the Particular Structure-Bioactivity Relationship †

by
Magdalena Obieziurska
1,
Agata J. Pacuła
1,
Anna Laskowska
1,
Angelika Długosz-Pokorska
2,
Marek Krzemiński
1,
Anna Janecka
2 and
Jacek Ścianowski
1,*
1
Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University, 7 Gagarin Street, 87-100 Torun, Poland
2
Department of Biomolecular Chemistry, Faculty of Medicine, Medical University of Lodz, Mazowiecka 6/8, 92-215 Lodz, Poland
*
Author to whom correspondence should be addressed.
†
Presented at the 23rd International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2019; Available online: https://ecsoc-23.sciforum.net/.
Proceedings 2019, 41(1), 22; https://doi.org/10.3390/ecsoc-23-06468
Published: 14 November 2019
(This article belongs to the Proceedings of The 23rd International Electronic Conference on Synthetic Organic Chemistry)
Versions Notes

Abstract

Different activity of compounds with the same molecular formula but possessing alternative bonding arrangement or orientation of atoms in space is a very important issue when constructing molecules that can selectively interact with certain domains of the biological target. Herein, we present the synthesis of the new chiral benzisoselenazol-3(2H)-ones substituted on the nitrogen atom with three monoterpene moieties: p-menthane, pinane and carane. All derivatives were obtained by the reaction of an appropriate amine with 2-(chloroseleno)benzoyl chloride. The applied terpenyl amines were first synthetized by a multistep procedure starting from the corresponding alcohol (p-menthane system) or alkene (pinene and carene systems). Finally, all compounds were tested as antioxidants and antiproliferative agents on breast cancer MCF-7 and human promyelocytic leukemia cell line HL-60. The correlation between the structure of the obtained organoselenium compounds, representing examples of various isomers including enantiomers, diastereoisomers and regioisomers, and their bio-activity was thoroughly evaluated.
Keywords: benzisoselenazol-3(2H)-ones; terpenes; antioxidant activity; antiproliferative activity benzisoselenazol-3(2H)-ones; terpenes; antioxidant activity; antiproliferative activity

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MDPI and ACS Style

Obieziurska, M.; Pacuła, A.J.; Laskowska, A.; Długosz-Pokorska, A.; Krzemiński, M.; Janecka, A.; Ścianowski, J. N-Terpenyl Benzisoselenazolones—Evaluation of the Particular Structure-Bioactivity Relationship. Proceedings 2019, 41, 22. https://doi.org/10.3390/ecsoc-23-06468

AMA Style

Obieziurska M, Pacuła AJ, Laskowska A, Długosz-Pokorska A, Krzemiński M, Janecka A, Ścianowski J. N-Terpenyl Benzisoselenazolones—Evaluation of the Particular Structure-Bioactivity Relationship. Proceedings. 2019; 41(1):22. https://doi.org/10.3390/ecsoc-23-06468

Chicago/Turabian Style

Obieziurska, Magdalena, Agata J. Pacuła, Anna Laskowska, Angelika Długosz-Pokorska, Marek Krzemiński, Anna Janecka, and Jacek Ścianowski. 2019. "N-Terpenyl Benzisoselenazolones—Evaluation of the Particular Structure-Bioactivity Relationship" Proceedings 41, no. 1: 22. https://doi.org/10.3390/ecsoc-23-06468

APA Style

Obieziurska, M., Pacuła, A. J., Laskowska, A., Długosz-Pokorska, A., Krzemiński, M., Janecka, A., & Ścianowski, J. (2019). N-Terpenyl Benzisoselenazolones—Evaluation of the Particular Structure-Bioactivity Relationship. Proceedings, 41(1), 22. https://doi.org/10.3390/ecsoc-23-06468

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