title: Covalent modification of human serum albumin by the natural sesquiterpene lactone parthenolide.
abstract: The reactivity of parthenolide (PRT), a natural sesquiterpene lactone from Tanacetum parthenium (Asteraceae), with human serum albumin (HSA) was studied by UHPLC/+ESI-QqTOF MS analysis after tryptic digestion of albumin samples after incubation with this compound. It was found that the single free cysteine residue, C34, of HSA (0.6 mM) reacted readily with PRT when incubated at approximately 13-fold excess of PRT (8 mM). Time-course studies with PRT and its 11β,13-dihydro derivative at equimolar ratios of the reactants revealed that PRT under the chosen conditions reacts preferably with C34 and does so exclusively via its α-methylene-γ-lactone moiety, while the epoxide structure is not involved in the reaction.
authors: Institute of Pharmaceutical Technology and Biopharmacy, University of Münster, PharmaCampus, Corrensstr. 48, D-48149 Münster, Germany. michaelploeger@googlemail.com.
authors: Michael
authors: M
authors: Plöger
authors: Institute of Pharmaceutical Biology and Phytochemistry, University of Münster, PharmaCampus, Corrensstr. 48, D-48149 Münster, Germany. jandirk.sendker@uni-muenster.de.
authors: Jandirk
authors: J
authors: Sendker
authors: Institute of Pharmaceutical Technology and Biopharmacy, University of Münster, PharmaCampus, Corrensstr. 48, D-48149 Münster, Germany. k.langer@uni-muenster.de.
authors: Klaus
authors: K
authors: Langer
authors: Institute of Pharmaceutical Biology and Phytochemistry, University of Münster, PharmaCampus, Corrensstr. 48, D-48149 Münster, Germany. thomschm@uni-muenster.de.
authors: Thomas J
authors: TJ
authors: Schmidt
mesh_terms: D003545:Cysteine / Q000737:chemistry; D006801:Humans; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D012709:Serum Albumin / Q000737:chemistry / Q000187:drug effects*; D012717:Sesquiterpenes / Q000737:chemistry / Q000494:pharmacology*; D020903:Tanacetum parthenium / Q000737:chemistry
chemical_list: D010936:Plant Extracts; D012709:Serum Albumin; D012717:Sesquiterpenes; C002669:parthenolide; D003545:Cysteine