Synthesis and Cytotoxic Activity of the Products of Addition of Thiophenol to Sesquiterpene Lactones

Autor:	A. V. Semakov, Lada V. Anikina, Sergey G. Klochkov
Rok vydání:	2021
Předmět:	chemistry.chemical_classification Stereochemistry Thiophenol Organic Chemistry Prodrug Sesquiterpene Biochemistry chemistry.chemical_compound Residue (chemistry) chemistry Bioorganic chemistry Cytotoxicity Lactone Conjugate
Zdroj:	Russian Journal of Bioorganic Chemistry. 47:906-917
ISSN:	1608-330X 1068-1620
DOI:	10.1134/s106816202104018x
Popis:	Abstract— Derivatives of sesquiterpene lactones modified at the lactone ring with a thiophenol residue have been synthesized. The resulting conjugates with thiophenol have capacity for the oxidation–elimination reaction by the action of ROS of a tumor cell with the release of initial cytotoxic lactones. It has been proposed to use the resulting sulfur-containing conjugates as ROS-activated prodrugs of sesquiterpene lactones. The antiproliferative properties of the conjugates have been examined on tumor and pseudonormal cell lines. The cytotoxicity of the conjugates is lower than that of parent lactones; however, in some cases, as with the conjugates of alantolactone with artemisiten, it remains moderate in all tumor cell lines tested.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a96f7ff8aed8b25ee9724863ae14f64e https://doi.org/10.1134/s106816202104018x Zobrazit plný text záznamu Full text from SpringerLink