Natural-Antioxidant-Inspired Benzo[b]selenophenes: Synthesis, RedoxProperties, and Antiproliferative Activity

Chemistry – An Asian Journal 2016
E. Paegle, I. Domracheva, Baiba Turovska, M. Petrova, I. Kanepe-Lapsa, A. Gulbe, Edvards Liepiņš, P. Arsenyan

The cyclization of arylalkynes under selenobromination conditions, combined with an acid-induced 3,2-aryl shift, was elaborated as a general synthetic pathway for the preparation of polyhydroxy-2- and -3-arylbenzo[b]selenophenes from the same starting materials. The redox properties, free-radical-scavenging ability, and cytotoxicity against malignant cell lines (MCF-7, MDA-MB-231, HepG2, and 4T1) of the synthesized compounds were explored, and the obtained results were used to consider the structure–activity relationships (SARs) in these compounds. Consequently, the structural features that were responsible for the highly potent peroxyl-radical-scavenging activity were established.

Keywords
Benzo[b]selenophenes Antiproliferative Activity
DOI
10.1002/asia.201600472
Hyperlink
http://onlinelibrary.wiley.com/doi/10.1002/asia.201600472/full

Paegle, E., Domracheva, I., Turovska, B., Petrova, M., Kanepe-Lapsa, I., Gulbe, A., Liepiņš, E., Arsenyan, P. Natural-Antioxidant-Inspired Benzo[b]selenophenes: Synthesis, RedoxProperties, and Antiproliferative Activity. Chemistry – An Asian Journal, 2016, Vol.11, No.13, pp.1929-1938. e-ISSN 1861-471X. Available from: doi:10.1002/asia.201600472

Publication language
English (en)