Research Article | Volume: 8, Issue: 1, January, 2018

Synthesis and Cytostatic Activity of 4-bromo-5-ethyl-2-(ethylamino)- 5-methyl-5H-1,2-oxaphosphole 2-oxide

Dobromir D. Enchev,  Vanya P. Koleva,  Asya P. Dragoeva,  Leman B. Behchet-Ibryam,  Mihail N. Mihaylov,  Nikolay M. Uzunov ,  Laura Melendez-Alafort,  Antonio Rosato ,  Valery Brel   
Dobromir D. Enchev1, Vanya P. Koleva1, Asya P. Dragoeva1, Leman B. Behchet-Ibryam1, Mihail N. Mihaylov1, Nikolay M. Uzunov1 & 2, Laura Melendez-Alafort3, Antonio Rosato3 & 4 , Valery Brel5

1Faculty of Natural Sciences, Konstantin Preslavski University of Shumen, 115, Universitetska Str., 9712 Shumen, Bulgaria.

2INFN, Laboratori Nazionali di Legnaro, Legnaro (Padova), Italy.

3Oncological Institute of Veneto, Via Gattamelata 64, 35128 Padua, Italy.

4Department of Surgery, Gastoenerological and Oncological Sciences, University of Padua, Via Giustiniani 2, 35128 Padova, Italy.

5Laboratory of Organophosphorus Compounds, A. N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Vavilova St. 28, 119991, Russian Federation.

Open Access   

Published:  Jan 28, 2018

DOI: 10.7324/JAPS.2018.8112
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Abstract

Synthesis of phosphorus heterocycles has gained increasing interest in recent years. Here we wish to report our results on synthesis and on studying of biological activity of 4-bromo-5-ethyl-2-(ethylamino)-5-methyl-5H-1,2-oxa¬phosphole 2-oxide (Br-oxph-1) using in vivo and in vitro approaches. Br-oxph-1 represents a structural analogue of 4-bromo-2-(diethylamino)-5-ethyl-5-methyl-5H-1,2-oxaphosphole 2-oxide (Br-oxph). Root growth inhibition test using Triticum aestivum L. seeds was provided in order to determine general toxicity of Br-oxph-1. The effective concentration that cause 50% of root length as compared to control was determined – 8.23 × 103 μM. Cytotoxic po¬tential of Br-oxph-1 (8.23 × 103 μM) was evaluated using Allium cepa L.-test. Significant decline in mitotic activity and disturbances of cell cycle kinetics were observed. Further, effects of Br-oxph-1 on human hepatoma cell line SK-HEP-1 in vitro were evaluated by means of cell proliferation assay. The results revealed concentration-dependent and statistically significant inhibitory effect. Concentration of Br-oxph-1 showing 50% reduction in cell proliferation/ viability was 0.642 × 103 μM. In conclusion, plant test-systems used in this study revealed growth inhibitory and cytostatic effects of Br-oxph-1. Data in vitro was in accordance with these results. Results of present study revealed stronger cytostatic effect of Br-oxph-1 in comparison with Br-oxph. Obviously, modifications in chemical structure of Br-oxph influence its biological effects.


Keyword:     4-bromo-5-ethyl-2-(ethylamino)-5-methyl-5H-12- oxaphosphole 2-oxide Cytotoxicity Allium cepa L.-test WST-1 cell proliferation/viability assay Cancer cells

Citation:

Enchev DD, Koleva VP, Dragoeva AP, Behchet-Ibryam LB, Mihaylov MN, Uzunov NM, Melendez-Alafort L, Rosato A, Brel V. Synthesis and Cytostatic Activity of 4-bromo-5-ethyl2-(ethylamino)-5-methyl-5H-1,2-oxaphosphole 2-oxide. J App Pharm Sci, 2018; 8 (01): 080-086.

Copyright: © The Author(s). This is an open-access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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