title: Disesquiterpene and sesquiterpene coumarins from Ferula pseudalliacea, and determination of their absolute configurations.
abstract: The first disesquiterpene coumarin, sanandajin, five sesquiterpene coumarins, kamolonol acetate, fekrynol acetate, ethyl galbanate, methyl galbanate, farnesiferol B, and a sesquiterpene, aristolone, were isolated from a n-hexane extract of Ferula pseudalliacea roots. The structures were elucidated by 1D and 2D NMR, HR-ESIMS data, and kamolonol acetate was confirmed by single-crystal X-ray analysis. The absolute configuration of compounds was established by comparison of experimental and simulated ECD spectra using time dependence density function theory (TDDFT). In vitro antiplasmodial activity against Plasmodium falciparum K1 strain was determined. sanandajin, kamolonol acetate and methyl galbanate showed moderate antiplasmodial activity, with IC(50) values of 2.6, 16.1 and 7.1 μM, respectively.
authors.affiliation: Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, Tehran, Iran.
authors.forename: Dara
authors.initials: D
authors.lastname: Dastan
authors.forename: Peyman
authors.initials: P
authors.lastname: Salehi
authors.forename: Ahmad
authors.initials: A
authors.lastname: Reza Gohari
authors.forename: Stefanie
authors.initials: S
authors.lastname: Zimmermann
authors.forename: Marcel
authors.initials: M
authors.lastname: Kaiser
authors.forename: Matthias
authors.initials: M
authors.lastname: Hamburger
authors.forename: Hamid
authors.initials: H
authors.lastname: Reza Khavasi
authors.forename: Samad Nejad
authors.initials: SN
authors.lastname: Ebrahimi
mesh_terms: D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D003374:Coumarins / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D005309:Ferula / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000737:chemistry; D010963:Plasmodium falciparum / Q000187:drug effects; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000962:Antimalarials; D003374:Coumarins; D012717:Sesquiterpenes; C538693:fekrynol; C551830:farnesiferol B