title: Rapid, laser-induced conversion of 20-hydroxyecdysone - a follow-up study on the products obtained.
abstract: We have recently reported the set-up of an experimental system for the laser-induced photochemical modification of bioactive substances, where two ecdysteroids, 20-hydroxyecdysone (20E) and its diacetonide derivative served as probes. As a direct continuation of our previous work, three new compounds together with five other ecdysteroid derivatives, have been identified from the novel, laser-induced photo-transformation reaction of 20E. The structures and NMR signal assignment were established by comprehensive one- and two-dimensional NMR spectroscopy supported by mass spectroscopy. Possible ways for the formation of each species is also discussed. Similar to their parental compound, the products obtained are potentially bioactive and worthy for further investigations; due to the low yields, however, a different approach for their higher scale production is suggested.
authors.affiliation: Institute of Pharmacognosy, University of Szeged, 6720 Szeged, Hungary; Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan, ROC.
authors.forename: Wan-Chun
authors.initials: WC
authors.lastname: Lai
authors.affiliation: Institute of Pharmacognosy, University of Szeged, 6720 Szeged, Hungary.
authors.forename: Balázs
authors.initials: B
authors.lastname: Dankó
authors.affiliation: Institute of Pharmacognosy, University of Szeged, 6720 Szeged, Hungary.
authors.forename: József
authors.initials: J
authors.lastname: Csábi
authors.affiliation: Department of Medical Chemistry, University of Szeged, 6720 Szeged, Hungary.
authors.forename: Zoltán
authors.initials: Z
authors.lastname: Kele
authors.affiliation: Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan, ROC.
authors.forename: Fang-Rong
authors.initials: FR
authors.lastname: Chang
authors.affiliation: Laser Department, National Institute for Laser, Plasma and Radiation Physics, Bucharest, Romania.
authors.forename: Mihail L
authors.initials: ML
authors.lastname: Pascu
authors.affiliation: Department of Inorganic and Analytical Chemistry, NMR Group, Budapest University of Technology and Economics, 1111 Budapest, Hungary.
authors.forename: Tamás
authors.initials: T
authors.lastname: Gáti
authors.affiliation: Department of Inorganic and Analytical Chemistry, NMR Group, Budapest University of Technology and Economics, 1111 Budapest, Hungary.
authors.forename: András
authors.initials: A
authors.lastname: Simon
authors.affiliation: Travel Medicine of the Center for Malaria and Other Tropical Diseases (CMDT), Instituto de Higiene e Medicina Tropical, Universidade Nova de Lisboa, 1349-008 Lisbon, Portugal; Department of Microbiology and Immunobiology, University of Szeged, 6720 Szeged, Hungary.
authors.forename: Leonard
authors.initials: L
authors.lastname: Amaral
authors.affiliation: Department of Inorganic and Analytical Chemistry, NMR Group, Budapest University of Technology and Economics, 1111 Budapest, Hungary. Electronic address: drtothgabor@t-online.hu.
authors.forename: Gábor
authors.initials: G
authors.lastname: Tóth
authors.affiliation: Institute of Pharmacognosy, University of Szeged, 6720 Szeged, Hungary. Electronic address: hunyadi.a@pharm.u-szeged.hu.
authors.forename: Attila
authors.initials: A
authors.lastname: Hunyadi
mesh_terms: D019659:Asteraceae / Q000737:chemistry; D004441:Ecdysterone / Q000031:analogs & derivatives / Q000737:chemistry*; D007834:Lasers; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D055668:Photochemical Processes; D010782:Photolysis
chemical_list: D004441:Ecdysterone
keywords: 20-Hydroxyecdysone; Ecdysteroid; Enone photochemistry; Laser flash photolysis; NMR; Stereochemistry