title: Synthesis, Molecular Mechanism and Pharmacokinetic Studies of New Epoxy Lignan-Based Derivatives.
abstract: The oxidative demethylation procedure for a new epoxy lignan isolated from Piper nigrum was applied to the synthesis of 3'-methoxy-3",4"-(methylenedioxy)-2,5-epoxylignan-4'-ol-6'-one. This compound inhibited the mRNA expression of the protein patched homolog (Ptch) in human pancreatic cancer cells (PANC1) and therefore might be valuable as a probe for tumor-related disease. The pharmacokinetic profile of 3'-methoxy-3",4"-(methylenedioxy)-2,5-epoxylignan-4'-ol-6'-one was rapidly determined using ultra-fast liquid chromatography. The compound was rapidly absorbed in blood.
authors.affiliation: Pharmaceutical Chemistry Laboratory Faculty of Pharmacy Hasanuddin University, Makassar, Indonesia. yusnita@fmipa.unhas.ac.id.
authors.forename: Yusnita
authors.initials: Y
authors.lastname: Rifai
authors.affiliation: Pharmaceutical Chemistry Laboratory Faculty of Pharmacy Hasanuddin University, Makassar, Indonesia.
authors.forename: Harold B
authors.initials: HB
authors.lastname: Tani
authors.affiliation: Pharmaceutical Chemistry Laboratory Faculty of Pharmacy Hasanuddin University, Makassar, Indonesia.
authors.forename: Muhammad
authors.initials: M
authors.lastname: Nur
authors.affiliation: Pharmaceutical Chemistry Laboratory Faculty of Pharmacy Hasanuddin University, Makassar, Indonesia.
authors.forename: Muhammad
authors.initials: M
authors.lastname: Aswad
authors.affiliation: Pharmaceutical Chemistry Laboratory Faculty of Pharmacy Hasanuddin University, Makassar, Indonesia.
authors.forename: Subehan
authors.initials: S
authors.lastname: Lallo
authors.affiliation: Pharmaceutical Chemistry Laboratory Faculty of Pharmacy Hasanuddin University, Makassar, Indonesia.
authors.forename: Elly
authors.initials: E
authors.lastname: Wahyudin
mesh_terms: D045744:Cell Line, Tumor; D015536:Down-Regulation / Q000187:drug effects; D006801:Humans; D017705:Lignans / Q000097:blood / Q000138:chemical synthesis / Q000493:pharmacokinetics* / Q000494:pharmacology; D000072081:Patched-1 Receptor / Q000235:genetics; D012333:RNA, Messenger / Q000096:biosynthesis / Q000235:genetics
chemical_list: C000615651:3'-methoxy-3',4'-(methylenedioxy)-2,5-epoxylignan-4'-ol-6'-one; D017705:Lignans; C000606236:PTCH1 protein, human; D000072081:Patched-1 Receptor; D012333:RNA, Messenger
keywords: Epoxy lignan; Glioma; Pharmacokinetics profile; Ptch mRNA expression; UFLC