title: Coumarins from the fruits of Seseli devenyense.
abstract: Eight new coumarins were isolated from the fruits of Seseli devenyense Simonkai. Their structures were established from NMR and mass data and their absolute configurations from chemical degradation correlation reactions. The new structures are the decanoic and dodecanoic esters of (+)-lomatin (3, 4), the decanoates of (+)-cis-khellactone at positions 4' (5) and 3' (6) as well as the 2'S epimer of 8-(2,3-dihydroxy-3-methylbutyl)-7-hydroxychromen-2-one (7) named devenyol, its two O-monoglucosides at positions 3' and 7 named devenyosides A (8) and B (9), and the corresponding 3'- and 7-O-diglucoside named devenyoside C (10). This plant is an interesting example of stereochemical diversity based on biodiversity given that other members of the Apiaceae family produce exclusively the 2'R epimers of compounds 7-9.
authors.affiliation: Department of Pharmacognosy and Natural Products Chemistry, Faculty of Pharmacy, University of Athens, Panepistimiopolis Zografou, Athens GR-15771, Greece.
authors.forename: Jarek
authors.initials: J
authors.lastname: Widelski
authors.forename: Eleni
authors.initials: E
authors.lastname: Melliou
authors.forename: Nikolas
authors.initials: N
authors.lastname: Fokialakis
authors.forename: Prokopios
authors.initials: P
authors.lastname: Magiatis
authors.forename: Kazimierz
authors.initials: K
authors.lastname: Glowniak
authors.forename: Ioanna
authors.initials: I
authors.lastname: Chinou
mesh_terms: D019661:Apiaceae / Q000737:chemistry*; D003374:Coumarins / Q000737:chemistry / Q000302:isolation & purification*; D005638:Fruit / Q000737:chemistry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D011044:Poland; D013237:Stereoisomerism
chemical_list: D003374:Coumarins