Synthesis of amphiphilic seleninic acid derivatives with considerable activity against cellular membranes and certain pathogenic microbes

Abstract : Selenium compounds play a major role in Biology, where they are often associated with pronounced antioxidant activity or toxicity. Whilst most selenium compounds are not necessarily hazardous, their often selective cytotoxicity is interesting from a biochemical and pharmaceutical perspective. We have synthesized a series of amphiphilic molecules which combine a hydrophilic seleninic acid head group - which at the same time serves as thiol-specific warhead - with a hydrophobic tail. These molecules possess a surface activity similar to the one of SDS, yet their biological activity seems to exceed by far the one of a simple surfactant (e.g. SDS) or seleninic acid (e.g. phenyl seleninic acid). Such compounds effectively haemolyse Red Blood Cells and exhibit pronounced activity against Saccharomyces cerevisiae. From a chemical perspective, the seleninic warheads are likely to attack crucial cysteine proteins of the cellular thiolstat.
Type de document :
Article dans une revue
Journal of Hazardous Materials, Elsevier, 2014, 269 (SI), pp.74-82. 〈10.1016/j.jhazmat.2014.01.014〉
Domaine :
Liste complète des métadonnées

https://hal.univ-lorraine.fr/hal-01494559
Contributeur : Srsmc Ul <>
Soumis le : jeudi 23 mars 2017 - 16:19:53
Dernière modification le : mardi 16 janvier 2018 - 10:24:44

Identifiants

Collections

Citation

Peng Du, Uma M. Viswanathan, Zhanjie Xu, Hadi Ebrahimnejad, Benjamin Hanf, et al.. Synthesis of amphiphilic seleninic acid derivatives with considerable activity against cellular membranes and certain pathogenic microbes. Journal of Hazardous Materials, Elsevier, 2014, 269 (SI), pp.74-82. 〈10.1016/j.jhazmat.2014.01.014〉. 〈hal-01494559〉

Partager

Métriques

Consultations de la notice

38