biostudies-literatureMarkov AVRussian State funded budget project of ICBFM SB RASRussian Foundation for Basic ResearchRussian Science FoundationE3511https://www.ebi.ac.uk/biostudies/studies/S-EPMC7279002biostudies-literatureUnknown21(10)A series of novel 18βH-glycyrrhetinic acid (GA) derivatives containing 3'-(alkyl/phenyl/pyridin(-2″, -3″, and -4″)-yl)-1',2',4'-oxadiazole moieties at the C-30 position were synthesized by condensation of triterpenoid's carboxyl group with corresponding amidoximes and further cyclization. Screening of the cytotoxicity of novel GA derivatives on a panel of tumor cell lines showed that the 3-acetoxy triterpenoid intermediates-<i>O</i>-acylated amidoxime <b>3a-h</b>-display better solubility under bioassay conditions and more pronounced cytotoxicity compared to their 1',2',4'-oxadiazole analogs <b>4f-h</b> (median IC₅₀ = 7.0 and 49.7 µM, respectively). Subsequent replacement of the 3-acetoxy group by the hydroxyl group of pyridin(-2″, 3″, and -4″)-yl-1',2',4'-oxadiazole-bearing GA International journal of molecular sciencesNovel 3'-Substituted-1',2',4'-Oxadiazole Derivatives of 18βH-Glycyrrhetinic Acid and Their <i>O</i>-Acylated Amidoximes: Synthesis and Evaluation of Antitumor and Anti-Inflammatory Potential In Vitro and In Vivo.PMC7279002AAAA-A17-117020210024-816-33-0041417-75-20120Zenkova MAKomarova NILogashenko EBIlyina AAMarkov AVSalomatina OVPopadyuk IISalakhutdinov NFSen'kova AVfalseNovel 3'-Substituted-1',2',4'-Oxadiazole Derivatives of 18βH-Glycyrrhetinic Acid and Their <i>O</i>-Acylated Amidoximes: Synthesis and Evaluation of Antitumor and Anti-Inflammatory Potential In Vitro and In Vivo.A series of novel 18βH-glycyrrhetinic acid (GA) derivatives containing 3'-(alkyl/phenyl/pyridin(-2″, -3″, and -4″)-yl)-1',2',4'-oxadiazole moieties at the C-30 position were synthesized by condensation of triterpenoid's carboxyl group with corresponding amidoximes and further cyclization. Screening of the cytotoxicity of novel GA derivatives on a panel of tumor cell lines showed that the 3-acetoxy triterpenoid intermediates-<i>O</i>-acylated amidoxime <b>3a-h</b>-display better solubility under bioassay conditions and more pronounced cytotoxicity compared to their 1',2',4'-oxadiazole analogs <b>4f-h</b> (median IC₅₀ = 7.0 and 49.7 µM, respectively). Subsequent replacement of the 3-acetoxy group by the hydroxyl group of pyridin(-2″, 3″, and -4″)-yl-1',2',4'-oxadiazole-bearing GA 2020-01-01T00:00:00Z2020 May2026-04-08T01:56:09.117Z2020-06-20T07:06:44ZS-EPMC72790023242915410.3390/ijms21103511