Premium
Natural‐Antioxidant‐Inspired Benzo[ b ]selenophenes: Synthesis, Redox Properties, and Antiproliferative Activity
Author(s) -
Paegle Edgars,
Domracheva Ilona,
Turovska Baiba,
Petrova Marina,
KanepeLapsa Iveta,
Gulbe Anita,
Liepinsh Edvards,
Arsenyan Pavel
Publication year - 2016
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201600472
Subject(s) - chemistry , scavenging , cytotoxicity , antioxidant , redox , stereochemistry , combinatorial chemistry , biochemistry , organic chemistry , in vitro
Abstract 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.