Synthesis and aminomethylation of A-azepanederivatives of uvaol and betulin
- Authors: Petrova A.V1
- 
							Affiliations: 
							- Ufa Institute of Chemistry of the Ufa Federal Research Centre of the Russian Academy of Science
 
- Issue: Vol 59, No 1 (2023)
- Pages: 133-138
- Section: Articles
- URL: https://ruspoj.com/0514-7492/article/view/666469
- DOI: https://doi.org/10.31857/S0514749223010123
- EDN: https://elibrary.ru/PGVBAZ
- ID: 666469
Cite item
Abstract
By stepwise conjugation of biologically active A-azepanobetulin or A-azepanouvaol with succinic anhydride and propargylamine, followed by a Cu-catalyzed Mannich reaction, new hybrid derivatives with an N -methylpiperazine fragment were synthesized with an average yield of 73%. The structure of the obtained compounds was established using NMR spectroscopy.
			                Keywords
About the authors
A. V Petrova
Ufa Institute of Chemistry of the Ufa Federal Research Centre of the Russian Academy of Science
														Email: pnastya08@mail.ru
				                					                																			                												                														
References
- Tramonini M. Mannich Bases: Chemistry and Uses. Boca Raton: CRC Press, 1994.
- Bala S., Sharma N., Kajal A., Kamboj S., Saini V. Int. J. Med. Chem. 2014, 191072. doi: 10.1155/2014/191072
- Csuk R., Deigner H.P. Bioorg. Med. Chem. Lett. 2019, 29, 949-958. doi: 10.1016/j.bmcl.2019.02.020
- Pokorny J., Borkova L., Urban M. Curr. Med. Chem. 2018, 25, 636-658. doi: 10.2174/0929867324666171009122612
- Csuk R., Sczepek R., Siewert B., Nitsche C. Bioorg. Med. Chem. 2013, 21, 425-435. doi: 10.1016/j.bmc.2012.11.016
- Csuk R., Nitsche C., Sczepek R., Schwarz S., Siewert B. Arch. Pharm. (Weinheim). 2013, 346, 232-246. doi: 10.1002/ardp.201200428
- Khusnutdinova E.F., Petrova A.V., Kukovinets O.S., Kazakova, O.B. Nat. Prod. Commun. 2018, 13, 665-668. doi: 10.1177/1934578X1801300603
- Khusnutdinova E.F., Apryshko G.N., Petrova A.V., Kukovinets O.S., Kazakova, O.B. Russ. J. Bioorg. Chem. 2018, 44, 123-127. doi: 10.1134/S1068162018010090
- Petrova A.V., Lopatina T.V., Mustafin A.G., Kazakova O.B. Russ. J. Org. Chem. 2020, 56, 1582-1587.
- Kazakova O., Smirnova I., Tret'yakova E., Csuk R., Hoenke S., Fischer L. Int. J. Mol. Sci. 2021, 22, 1714. doi: 10.3390/ijms22041714
- Kazakova O., Racoviceanu R., Petrova A., Mioc M., Militaru A., Udrescu L., Udrescu M., Voicu A., Cummings J., Robertson G., Ordway D.J., Slayden R.A., Șoica C. Int. J. Mol. Sci. 2021, 22, 12542. doi: 10.3390/ijms222212542
- Kazakova O., Rubanik L., Lobov A., Poleshchuk N., Baikova I., Kapustina Y., Petrova A., Korzun T., Lopatina T., Fedorova A., Rybalova T., Polovianenko D., Mioc M., Șoica C. Steroids. 2021, 175, 108912. doi: 10.1016/j.steroids.2021.108912
- Kazakova O., Lopatina T., Giniyatullina G., Mioc M., Soica C. Bioorg. Chem. 2020, 104, 104209. doi: 10.1016/j.bioorg.2020.104209
- Kazakova O., Tret'yakova E., Baev D. J. Antibiot. (Tokyo). 2021, 74, 559-573. doi: 10.1038/s41429-021-00448-9
- Kazakova O., Smirnova I., Lopatina T., Giniyatullina G., Petrova A., Khusnutdinova E., Csuk R., Serbian I., Loesche A. Bioorg. Chem. 2020, 101, 104001. doi: 10.1016/j.bioorg.2020.104001
- Medvedeva N.I., Kazakova O.B., Lopatina T.V., Smirnova I.E., Giniyatullina G.V., Baikova I.P., Kataev V.E. Eur. J. Med. Chem. 2018, 143, 464-472. doi: 10.1016/j.ejmech.2017.11.035
Supplementary files
 
				
			 
					 
						 
						 
						 
						 
									

 
  
  
  Email this article
			Email this article 
 Open Access
		                                Open Access Access granted
						Access granted Subscription or Fee Access
		                                							Subscription or Fee Access
		                                					