Formation of adducts of parthenin and related sesquiterpene lactones with cysteine and glutathione
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Cited by (73)
Antiproliferative, cytotoxic and apoptotic activity of the bentonite transformation of sesquiterpene lactone glaucolide B to 5β-hydroxy-hirsutinolide on tumor cell lines
2019, European Journal of PharmacologyCitation Excerpt :Their principal structural characteristic is the presence of α,β-unsaturated γ-lactone (Rodriguez et al, 1976). SL possess antibacterial, antifungal, antitumor, antiprotozoal, antihelminthic, schistosomicidal, cytotoxic and analgesic activity (Picman et al, 1979). These compounds contain glaucolide B (Fig. 1 (1)), which is active against Biomphalaria glabrata snails.
Recent developments in the anti-inflammatory potential of sesquiterpene lactones and their semisynthetic analogs
2019, Discovery and Development of Anti-inflammatory Agents from Natural ProductsAntiplasmodial activity of medicinal plants from Chhotanagpur plateau, Jharkhand, India
2015, Journal of EthnopharmacologyCitation Excerpt :Further its 20 fold greater absorbance at 214 nm over the absorbance at 254 nm suggests that the molecule may be aliphatic in nature. Indeed chemical analysis of Ph shows Sesquiterpene lactones to be the major chemical constituent in all parts including pollens and trichomes (Picman et al., 1979). Some of the other chemical constituents found in Ph and reported to have antiprotozoan, antibacterial and antitumor properties are Parthenin/ Hymenin, Coronopilin, Ambrosin, Tetraneurin A and Charminarone.
LRP1-dependent pepsin clearance induced by 2′-hydroxycinnamaldehyde attenuates breast cancer cell invasion
2014, International Journal of Biochemistry and Cell BiologyCitation Excerpt :However, little is known regarding the possible mechanism of the invasion inhibiting effects of HCA. HCA has an α,β-unsaturated carbonyl group that can react with nucleophiles, including cysteine sulfhydryl groups of molecules through Michael addition (Ock et al., 2011; Picman et al., 1979; Schmidt, 1997). Therefore, exposed thiol groups, such as cysteine residues in proteins, may be the primary target of HCA that results in its anti-invasion activity (Lee et al., 2005).
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei
2013, Bioorganic and Medicinal ChemistryCitation Excerpt :The authors showed in a QSAR study of 40 STLs, that the antitrypanosomal activity was linked to the presence of the α-methylene-γ-lactone group.10,11 Numerous biological activities by STLs have been attributed to the covalent binding of the reactive α-methylene-γ-lactone to sulfhydryl groups in biomolecules like l-cysteine and GSH via a nucleophilic Michael addition.12–14 Considering trypanosomes depend on their trypanothione-based redox system as a sole means of detoxification, and CYN contains reactive exocyclic α,β-unsaturated keto moieties (Fig. 1), it was assumed that CYN may interact with GSH and/or T(SH)2.15
NF-κB-mediated anti-inflammatory activity of the sesquiterpene lactone 7-hydroxyfrullanolide
2011, European Journal of Pharmacology