Goleva, Tatyana N.; Lyamzaev, Konstantin G.; Rogov, Anton G.; Khailova, Ljudmila S.; Epremyan, Khoren K.; Shumakovich, Galina P.; Domnina, Lidia V.; Ivanova, Olga Yu.; Marmiy, Natalia V.; Zinevich, Tatiana V.; Esipov, Dmitry S.; Zvyagilskaya, Renata A.; Skulachev, Vladimir P.; Chernyak, Boris V. published an article about the compound: 11-Bromoundecanoic acid( cas:2834-05-1,SMILESS:O=C(O)CCCCCCCCCCBr ).Product Details of 2834-05-1. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:2834-05-1) through the article.
An increase in the production of reactive oxygen species (ROS) in mitochondria due to targeted delivery of redox active compounds may be useful in studies of modulation of cell functions by mitochondrial ROS. Recently, the mitochondria-targeted derivative of menadione (MitoK3) was synthesized. However, MitoK3 did not induce mitochondrial ROS production and lipid peroxidation while exerting significant cytotoxic action. Here we synthesized 1,4-naphthoquinone conjugated with alkyltriphenylphosphonium (SkQN) as a prototype of mitochondria-targeted prooxidant, and its redox properties, interactions with isolated mitochondria, yeast cells and various human cell lines were investigated. According to electrochem. measurements, SkQN was more active redox agent and, due to the absence of Me group in the naphthoquinone ring, more reactive as electrophile than MitoK3. SkQN (but not MitoK3) stimulated hydrogen peroxide production in isolated mitochondria. At low concentrations, SkQN stimulated state 4 respiration in mitochondria, decreased membrane potential, and blocked ATP synthesis, being more efficient uncoupler of oxidative phosphorylation than MitoK3. In yeast cells, SkQN decreased cell viability and induced oxidative stress and mitochondrial fragmentation. SkQN killed various tumor cells much more efficiently than MitoK3. Since many tumors are characterized by increased oxidative stress, the use of new mitochondria-targeted prooxidants may be a promising strategy for anticancer therapy.
This compound(11-Bromoundecanoic acid)Product Details of 2834-05-1 was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.
Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI