STUDYING ANTITUMOR ACTIVITY IN VITRO IODO-δ-LACTONES 5Z,9Z-DIENOIC ACID
- Autores: Makarova E.K.1, Ishbulatov I.V.1, Makarov А.А.1, Dzhemileva L.U.2, Dzhemilev U.M.2, D’yakonov V.A.2
- 
							Afiliações: 
							- Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences
- N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences
 
- Edição: Volume 513, Nº 1 (2023)
- Páginas: 54-61
- Seção: CHEMISTRY
- URL: https://cardiosomatics.ru/2686-9535/article/view/651931
- DOI: https://doi.org/10.31857/S2686953523600277
- EDN: https://elibrary.ru/UWUBSS
- ID: 651931
Citar
Texto integral
 Acesso aberto
		                                Acesso aberto Acesso está concedido
						Acesso está concedido Acesso é pago ou somente para assinantes
		                                							Acesso é pago ou somente para assinantes
		                                					Resumo
A previously undescribed phenyl-substituted iodo-δ-lactone of 11‑phenylundeca-5Z,9Z-dienoic acid was synthesized using the Ti-catalyzed intermolecular cross-cyclomagnesiation of an aromatic 1,2-diene with an O‑containing allene at the key stage in a 94% yield. The in vitro cytotoxic activity of the obtained alkyl- and phenyl-substituted iodo-δ-lactones 5Z,9Z-dienoic acids was studied in relation to the cell lines Jurkat, K562, U937, HL60, Hek293, and the effect on the cell cycle and the ability to induce apoptosis with using flow cytometry.
Palavras-chave
Sobre autores
E. Makarova
Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences
							Autor responsável pela correspondência
							Email: makarovaelina87@gmail.com
				                					                																			                												                								Russian Federation, 450075, Ufa						
I. Ishbulatov
Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences
														Email: makarovaelina87@gmail.com
				                					                																			                												                								Russian Federation, 450075, Ufa						
А. Makarov
Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences
														Email: makarovaelina87@gmail.com
				                					                																			                												                								Russian Federation, 450075, Ufa						
L. Dzhemileva
N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences
														Email: makarovaelina87@gmail.com
				                					                																			                												                								Russian Federation, 119991, Moscow						
U. Dzhemilev
N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences
														Email: makarovaelina87@gmail.com
				                					                																			                												                								Russian Federation, 119991, Moscow						
V. D’yakonov
N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences
														Email: makarovaelina87@gmail.com
				                					                																			                												                								Russian Federation, 119991, Moscow						
Bibliografia
- Wang L., Zhou X., Fredimoses M., Liao S., Liu Y. // RSC Adv. 2014. V. 4. № 101. P. 57350–57376. https://doi.org/10.1039/c4ra09833a
- Dembitsky V.M. // Nat. Prod. Commun. 2006. V. 1. № 2. P. 139–175. https://doi.org/10.1177/1934578x0600100210
- Kyeremeh K., Acquah K.S., Appiah-Opong R., Deng M., Jaspars H. // J. Chem. Applications. 2014. V. 1. № 1. P. 1–4.
- Aiello A., Fattorusso E., Imperatore C., Menna M., Müller W. // Mar. Drugs. 2010. V. 8. № 2. P. 285–291. https://doi.org/10.3390/md8020285
- Andavan G.S.B., Lemmens-Gruber R. // Mar. Drugs. 2010. V. 8. № 3. P. 810–834. https://doi.org/10.3390/md8030810
- Hiroyuki I., Hiroki S., Hideo,K., Kiyoyuki Y. // Tetrahedron. 1994. V. 50. № 45. P. 12853–12882. https://doi.org/10.1016/s0040-4020(01)81206-0
- Shen Y.-C., Cheng Y.-B., Lin Y.-C., Guh J.-H., Teng C.-M., Ko C.-L. // J. Nat. Prod. 2004. V. 67. № 4. P. 542–546. https://doi.org/10.1021/np030435a
- Williams P.G., Yoshida W.Y., Moore R.E., Paul V.J. // Org. Lett. 2003. V. 5. P. 4167–4170. https://doi.org/10.1021/ol035620u
- Kigoshi H., Kanematsu K., Yokota K., Uemura D. // Tetrahedron. 2000. V. 56. № 46. P. 9063–9070. https://doi.org/10.1016/s0040-4020(00)00759-6
- Hwang B.S., Lee K., Yang C., Jeong E.J., Rho J.-R. // J. Nat. Prod. 2013. V. 76. № 12. P. 2355–2359. https://doi.org/10.1021/np400793r
- Maiese W.M., Lechevalier M.P., Lechevalier H.A., Korshalla J., Kuck N., Fantini A., Wildey M.J., Thomas J., Greenstein M. // J. Antibiot. 1989. V. 42. P. 558–563.
- Zhao B., Konno S., Wu J.M., Oronsky A.L. // Cancer Lett. 1990. V. 50. № 2. P. 141–147. https://doi.org/10.1016/0304-3835(90)90244-r
- Nicolaou K.C., Hale C.R.H., Nilewski C. // Chem. Rec. 2012 V. 12. № 4. P. 407–441. https://doi.org/10.1002/tcr.201200005
- Ricart A.D. // Clin. Cancer Res. 2011. V. 17. № 20. P. 6417–6427. https://doi.org/10.1158/1078-0432.ccr-11-0486
- Gartner R., Rank P., Ander B. // Hormones. 2010. V. 9. № 1. P. 60–66.
- Boeynaems J.M., Hubbard W.C. // J. Biol. Chem. 1980. V. 255. P. 9001–9004. https://doi.org/10.1016/S0021-9258(19)70513-4
- Thomasz L., Oglio R., Salvarredi L., Perona M., Rossich L., Copelli S., Pisarev M., Juvenal G. // Mol. Cell Endocrinol. 2018. V. 470. P. 115–126. https://doi.org/10.1016/j.mce.2017.10.004
- Nava-Villalba M., Nucez-Anita R.E., Bontempo A., Aceves C. // Mol. Cancer. 2015. V. 14. P. 168. https://doi.org/10.1186/s12943-015-0436-8
- Arroyo-Helguera O., Rojas E., Delgado G., Aceves C. // Endocr. Relat. Cancer. 2008. V. 15. P. 1003–1011. https://doi.org/10.1677/ERC-08-0125
- Aceves C., Mendieta I., Anguiano B., Delgado-Gonza-lez E. // J. Mol. Sci. 2021. V. 22. P. 1228. https://doi.org/10.3390/ijms22031228
- D’yakonov V.A., Makarov A.A., Dzhemileva L.U., Makarova E.Kh., Khusnutdinova E.K., Dzhemilev U.M. // Chem. Commun. 2013. V. 49. P. 8401–8403. https://doi.org/10.1039/C3CC44926B
- D’yakonov V.A., Dzhemileva L.U., Makarov A.A., Mulyukova A.R., Baev D.S., Khusnutdinova E.K., Tolstikova T.G., Dzhemilev U.M. // Bioorg. Med. Chem. Lett. 2015. V. 25. № 11. P. 2405–2408. https://doi.org/10.1016/j.bmcl.2015.04.011
- D’yakonov V.A., Dzhemileva L.U., Makarov A.A., Mu-lyukova A.R., Baev D.S., Khusnutdinova E.K., Tolstiko-va T.G., Dzhemilev U.M. // Curr. Cancer Drug Targets. 2015. V. 15. № 6. P. 504–510. https://doi.org/10.2174/1568009615666150506093155
- D’yakonov V.A., Dzhemileva L.U., Makarov A.A., Mu-lyukova A.R., Baev D.S., Khusnutdinova E.K., Tolstiko-va T.G., Dzhemilev U.M. // Med. Chem. Res. 2016. V. 25. № 1. P. 30–39. https://doi.org/10.1007/s00044-015-1446-1
- D’yakonov V.A., Makarov A.A., Dzhemileva L.U., Makarova E.Kh., Ramazanov I.R., Dzhemilev U.M. // Cancers. 2021. V. 13. № 8. P. 1808. https://doi.org/10.3390/cancers13081808
- Maкarov A.A., Ishbulatov I.V., Makarova E.Kh., D’yakonov V.A., Dzhemilev U.M. // Russ. J. Org. Chem. 2022. V. 58. № 12. P. 1954–1958. https://doi.org/10.1134/S1070428022120259
- Tyagi R., Shimpukade B., Blattermann S., Kostenisb E., Ulven T. // Med. Chem. Commun. 2012. V. 3. P. 195–198. https://doi.org/10.1039/C1MD00231G
- Kuang J., Ma S. // J. Org. Chem. 2009. V. 74. P. 1763. https://doi.org/10.1021/jo802391x
Arquivos suplementares
 
				
			 
						 
						 
					 
						 
						 
									

 
  
  
  Enviar artigo por via de e-mail
			Enviar artigo por via de e-mail 





