Keywords
2-a]benzimidazole-6
2-bromo-3-chloro-1
4-benzoquinones
9-diones
cytotoxicity.
flow-through catalytic hydrogenation
hetero- cyclization
intramolecular reductive reactions
prooxidant activity
pyrido[1
Abstract
An efficient synthesis of 8-bromo-7-chloropyrido[1,2-a]-benzimidazole-6,9-dione and its 1,2,3,4-tetrahydro analogue from N-(4-chloro-2-nitrophenyl)pyridinium chloride has been accomplished. The study for antitumour activity against cancer cell lines such as A549, SH-SY5Y, Hep-2, HeLa and MCF-7 revealed that the cytotoxic effect of the compounds obtained was several times higher than that of Mitomycin C.
References
.
Moriarty E., Carr M., Bonham S., Carty M.P., Aldabbagh F.
European Journal of Medicinal Chemistry,
2010
.
Schulz W.G., Skibo E.B.
Journal of Medicinal Chemistry,
2000
.
Suleman A., Skibo E.B.
Journal of Medicinal Chemistry,
2002
.
Sweeney M., Conboy D., Mirallai S.I., Aldabbagh F.
Molecules,
2021
.
Sweeney M., Keane L.J., Gurry M., McArdle P., Aldabbagh F.
Organic Letters,
2018
.
Colucci M.A., Couch G.D., Moody C.J.
Organic and Biomolecular Chemistry,
2008
.
Fagan V., Bonham S., Carty M.P., Aldabbagh F.
Organic and Biomolecular Chemistry,
2010
.
.
Lynch M., Hehir S., Kavanagh P., Leech D., O'Shaughnessy J., Carty M., Aldabbagh F.
Chemistry - A European Journal,
2007
.
Laffon B., Fernández-Bertólez N., Costa C., Pásaro E., Valdiglesias V.
Food and Chemical Toxicology,
2017
.
Fujii M., Ohnuma T., Szrajer L., Holland J.F., Biller H., Okabe M.
Cancer Investigation,
1993
.
Alkhatib M.H., Al-Otaibi W.A., Wali A.N.
Chemico-Biological Interactions,
2018
.
Al-Otaibi W.A., Alkhatib M.H., Wali A.N.
Biomedicine and Pharmacotherapy,
2018
.
Begunov R.S., Sokolov A.A., Fedyanin I.V., Sakulina V.O., Syroeshkin M.A.
Mendeleev Communications,
2019
.
Fagan V., Bonham S., Carty M.P., Saenz-Méndez P., Eriksson L.A., Aldabbagh F.
Bioorganic and Medicinal Chemistry,
2012
.
Ko J., Tsai M., Weng S., Kuo Y., Chiu Y., Lin Y.
Toxicology and Applied Pharmacology,
2011
.
Andrzejewska M.
European Journal of Medicinal Chemistry,
2002
.
Wang Y., Ren J., Xia K., Wang S., Yin T., Xie D., Li L.
Journal of Zhejiang University: Science B,
2012