costunolide and parthenolide

costunolide has been researched along with parthenolide* in 2 studies

Other Studies

2 other study(ies) available for costunolide and parthenolide

Article	Year
Synthesis and biological evaluation of parthenolide derivatives with reduced toxicity as potential inhibitors of the NLRP3 inflammasome. Bioorganic & medicinal chemistry letters, 2020, 09-01, Volume: 30, Issue:17 Parthenolide (PTL) can target NLRP3 inflammasome to treat inflammation and its related disease, but its cytotoxicity limits further development as an anti-inflammatory drug. A series of PTL analogs and their Michael-type adducts were designed and synthesized, and most of them showed high activities against the NLRP3 inflammasome pathway. The most potent compound 8b inhibited the release of IL-1β with IC Topics: Animals; Anti-Inflammatory Agents; Cell Survival; Cells, Cultured; Drug Design; Humans; Inflammasomes; Interleukin-1beta; Lipopolysaccharides; Mice; Neuroglia; NLR Family, Pyrin Domain-Containing 3 Protein; Sesquiterpenes; Signal Transduction	2020
Syntheses and Biological Evaluation of Costunolide, Parthenolide, and Their Fluorinated Analogues. Journal of medicinal chemistry, 2015, Sep-10, Volume: 58, Issue:17 Inspired by the biosynthesis of sesquiterpene lactones (SLs), herein we report the asymmetric total synthesis of the germacrane ring (24). The synthetic strategy features a selective aldol reaction between β,γ-unsaturated chiral sulfonylamide 15a and aldehyde 13, as well as the intramolecular α-alkylation of sulfone 21 to construct a 10-membered carbocylic ring. The key intermediate 24 can be used to prepare the natural products costunolide and parthenolide (PTL), which are the key precursors for transformation into other SLs. Furthermore, the described synthetic sequences are amenable to the total synthesis of SL analogues, such as trifluoromethylated analogues 32 and 45. Analogues 32 and 45 maintained high activities against a series of cancer cell lines compared to their parent PTL and costunolide, respectively. In addition, 32 showed enhanced tolerance to acidic media compared with PTL. To our surprise, PTL and 32 showed comparable half-lives in rat plasma and in the presence of human liver microsomes. Topics: Animals; Antineoplastic Agents; Drug Screening Assays, Antitumor; Fluorine; Half-Life; Halogenation; Humans; Microsomes, Liver; Rats; Sesquiterpenes; Stereoisomerism; Structure-Activity Relationship	2015

Article

Year

Synthesis and biological evaluation of parthenolide derivatives with reduced toxicity as potential inhibitors of the NLRP3 inflammasome.

Bioorganic & medicinal chemistry letters, 2020, 09-01, Volume: 30, Issue:17

Parthenolide (PTL) can target NLRP3 inflammasome to treat inflammation and its related disease, but its cytotoxicity limits further development as an anti-inflammatory drug. A series of PTL analogs and their Michael-type adducts were designed and synthesized, and most of them showed high activities against the NLRP3 inflammasome pathway. The most potent compound 8b inhibited the release of IL-1β with IC

Topics: Animals; Anti-Inflammatory Agents; Cell Survival; Cells, Cultured; Drug Design; Humans; Inflammasomes; Interleukin-1beta; Lipopolysaccharides; Mice; Neuroglia; NLR Family, Pyrin Domain-Containing 3 Protein; Sesquiterpenes; Signal Transduction

2020

Syntheses and Biological Evaluation of Costunolide, Parthenolide, and Their Fluorinated Analogues.

Journal of medicinal chemistry, 2015, Sep-10, Volume: 58, Issue:17

Inspired by the biosynthesis of sesquiterpene lactones (SLs), herein we report the asymmetric total synthesis of the germacrane ring (24). The synthetic strategy features a selective aldol reaction between β,γ-unsaturated chiral sulfonylamide 15a and aldehyde 13, as well as the intramolecular α-alkylation of sulfone 21 to construct a 10-membered carbocylic ring. The key intermediate 24 can be used to prepare the natural products costunolide and parthenolide (PTL), which are the key precursors for transformation into other SLs. Furthermore, the described synthetic sequences are amenable to the total synthesis of SL analogues, such as trifluoromethylated analogues 32 and 45. Analogues 32 and 45 maintained high activities against a series of cancer cell lines compared to their parent PTL and costunolide, respectively. In addition, 32 showed enhanced tolerance to acidic media compared with PTL. To our surprise, PTL and 32 showed comparable half-lives in rat plasma and in the presence of human liver microsomes.

Topics: Animals; Antineoplastic Agents; Drug Screening Assays, Antitumor; Fluorine; Half-Life; Halogenation; Humans; Microsomes, Liver; Rats; Sesquiterpenes; Stereoisomerism; Structure-Activity Relationship

2015