Cargando…

Design, synthesis and biological evaluation of 2-quinolyl-1,3-tropolone derivatives as new anti-cancer agents

Tropolones are promising organic compounds that can have important biologic effects. We developed a series of new 2-quinolyl-1,3-tropolones derivatives that were prepared by the acid-catalyzed reaction of 4,7-dichloro-2-methylquinolines with 1,2-benzoquinones. 2-Quinolyl-1,3-tropolones have been syn...

Descripción completa

Detalles Bibliográficos
Autores principales: Gusakov, Evgeniy A., Topchu, Iuliia A., Mazitova, Aleksandra M., Dorogan, Igor V., Bulatov, Emil R., Serebriiskii, Ilya G., Abramova, Zinaida I., Tupaeva, Inna O., Demidov, Oleg P., Toan, Duong Ngoc, Lam, Tran Dai, Bang, Duong Nghia, Boumber, Yanis A., Sayapin, Yurii A., Minkin, Vladimir I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8121267/
https://www.ncbi.nlm.nih.gov/pubmed/33996031
http://dx.doi.org/10.1039/d0ra10610k
_version_ 1783692297335996416
author Gusakov, Evgeniy A.
Topchu, Iuliia A.
Mazitova, Aleksandra M.
Dorogan, Igor V.
Bulatov, Emil R.
Serebriiskii, Ilya G.
Abramova, Zinaida I.
Tupaeva, Inna O.
Demidov, Oleg P.
Toan, Duong Ngoc
Lam, Tran Dai
Bang, Duong Nghia
Boumber, Yanis A.
Sayapin, Yurii A.
Minkin, Vladimir I.
author_facet Gusakov, Evgeniy A.
Topchu, Iuliia A.
Mazitova, Aleksandra M.
Dorogan, Igor V.
Bulatov, Emil R.
Serebriiskii, Ilya G.
Abramova, Zinaida I.
Tupaeva, Inna O.
Demidov, Oleg P.
Toan, Duong Ngoc
Lam, Tran Dai
Bang, Duong Nghia
Boumber, Yanis A.
Sayapin, Yurii A.
Minkin, Vladimir I.
author_sort Gusakov, Evgeniy A.
collection PubMed
description Tropolones are promising organic compounds that can have important biologic effects. We developed a series of new 2-quinolyl-1,3-tropolones derivatives that were prepared by the acid-catalyzed reaction of 4,7-dichloro-2-methylquinolines with 1,2-benzoquinones. 2-Quinolyl-1,3-tropolones have been synthesized and tested for their anti-proliferative activity against several human cancer cell lines. Two compounds (3d and mixture B of 3i–k) showed excellent activity against six cancer cell lines of different tissue of origin. The promising compounds 3d and mixture B of 3i–k also demonstrated induction of apoptotic cell death of ovarian cancer (OVCAR-3, OVCAR-8) and colon cancer (HCT 116) cell lines and affected ERK signaling. In summary, 2-quinolyl-1,3-tropolones are promising compounds for development of effective anticancer agents.
format Online
Article
Text
id pubmed-8121267
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-81212672021-05-14 Design, synthesis and biological evaluation of 2-quinolyl-1,3-tropolone derivatives as new anti-cancer agents Gusakov, Evgeniy A. Topchu, Iuliia A. Mazitova, Aleksandra M. Dorogan, Igor V. Bulatov, Emil R. Serebriiskii, Ilya G. Abramova, Zinaida I. Tupaeva, Inna O. Demidov, Oleg P. Toan, Duong Ngoc Lam, Tran Dai Bang, Duong Nghia Boumber, Yanis A. Sayapin, Yurii A. Minkin, Vladimir I. RSC Adv Chemistry Tropolones are promising organic compounds that can have important biologic effects. We developed a series of new 2-quinolyl-1,3-tropolones derivatives that were prepared by the acid-catalyzed reaction of 4,7-dichloro-2-methylquinolines with 1,2-benzoquinones. 2-Quinolyl-1,3-tropolones have been synthesized and tested for their anti-proliferative activity against several human cancer cell lines. Two compounds (3d and mixture B of 3i–k) showed excellent activity against six cancer cell lines of different tissue of origin. The promising compounds 3d and mixture B of 3i–k also demonstrated induction of apoptotic cell death of ovarian cancer (OVCAR-3, OVCAR-8) and colon cancer (HCT 116) cell lines and affected ERK signaling. In summary, 2-quinolyl-1,3-tropolones are promising compounds for development of effective anticancer agents. The Royal Society of Chemistry 2021-01-22 /pmc/articles/PMC8121267/ /pubmed/33996031 http://dx.doi.org/10.1039/d0ra10610k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Gusakov, Evgeniy A.
Topchu, Iuliia A.
Mazitova, Aleksandra M.
Dorogan, Igor V.
Bulatov, Emil R.
Serebriiskii, Ilya G.
Abramova, Zinaida I.
Tupaeva, Inna O.
Demidov, Oleg P.
Toan, Duong Ngoc
Lam, Tran Dai
Bang, Duong Nghia
Boumber, Yanis A.
Sayapin, Yurii A.
Minkin, Vladimir I.
Design, synthesis and biological evaluation of 2-quinolyl-1,3-tropolone derivatives as new anti-cancer agents
title Design, synthesis and biological evaluation of 2-quinolyl-1,3-tropolone derivatives as new anti-cancer agents
title_full Design, synthesis and biological evaluation of 2-quinolyl-1,3-tropolone derivatives as new anti-cancer agents
title_fullStr Design, synthesis and biological evaluation of 2-quinolyl-1,3-tropolone derivatives as new anti-cancer agents
title_full_unstemmed Design, synthesis and biological evaluation of 2-quinolyl-1,3-tropolone derivatives as new anti-cancer agents
title_short Design, synthesis and biological evaluation of 2-quinolyl-1,3-tropolone derivatives as new anti-cancer agents
title_sort design, synthesis and biological evaluation of 2-quinolyl-1,3-tropolone derivatives as new anti-cancer agents
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8121267/
https://www.ncbi.nlm.nih.gov/pubmed/33996031
http://dx.doi.org/10.1039/d0ra10610k
work_keys_str_mv AT gusakovevgeniya designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT topchuiuliiaa designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT mazitovaaleksandram designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT doroganigorv designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT bulatovemilr designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT serebriiskiiilyag designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT abramovazinaidai designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT tupaevainnao designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT demidovolegp designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT toanduongngoc designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT lamtrandai designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT bangduongnghia designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT boumberyanisa designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT sayapinyuriia designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents
AT minkinvladimiri designsynthesisandbiologicalevaluationof2quinolyl13tropolonederivativesasnewanticanceragents