title: Phthalides from Pittosporum illicioides var. illicioides with inhibitory activity on superoxide generation and elastase release by neutrophils.
abstract: Six new phthalides, (S)-3-ethyl-7-hydroxy-6-methoxyphthalide (1), (S)-3-ethyl-7-hydroxy-5,6-dimethoxyphthalide (2), (S)-3-ethyl-5,6,7-trimethoxyphthalide (3), (R)-3-ethyl-7-hydroxy-6-methoxyphthalide (4), (Z)-3-ethylidene-7-hydroxy-6-methoxyphthalide (5), and (Z)-3-ethylidene-6,7-dimethoxyphthalide (6), have been isolated from the root of Pittosporum illicioides var. illicioides, together with seven known compounds. The structures of these new compounds were determined through spectroscopic and MS analyses. Compounds 1-4 exhibited inhibition (IC50<or=29.8 microM) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine/cytochalasin B (fMLP/CB). Compounds 5 and 6 inhibited fMLP/CB-induced elastase release with IC50 values of 38.6+/-4.3 and 33.9+/-3.9 microM, respectively.
authors.affiliation: Graduate Institute of Pharmaceutical Sciences, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan, Republic of China.
authors.forename: Tsung-Hsien
authors.initials: TH
authors.lastname: Chou
authors.forename: Ih-Sheng
authors.initials: IS
authors.lastname: Chen
authors.forename: Tsong-Long
authors.initials: TL
authors.lastname: Hwang
authors.forename: Tai-Chi
authors.initials: TC
authors.lastname: Wang
authors.forename: Tzong-Huei
authors.initials: TH
authors.lastname: Lee
authors.forename: Lin-Yang
authors.initials: LY
authors.lastname: Cheng
authors.forename: Ya-Chih
authors.initials: YC
authors.lastname: Chang
authors.forename: Jui-Ying
authors.initials: JY
authors.lastname: Cho
authors.forename: Jih-Jung
authors.initials: JJ
authors.lastname: Chen
mesh_terms: D001572:Benzofurans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D003571:Cytochalasin B / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D009240:N-Formylmethionine Leucyl-Phenylalanine / Q000494:pharmacology; D009504:Neutrophils / Q000187:drug effects* / Q000201:enzymology*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010196:Pancreatic Elastase / Q000187:drug effects / Q000378:metabolism; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D019685:Rosales / Q000737:chemistry*; D012402:Rotenone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013481:Superoxides / Q000378:metabolism*; D013624:Taiwan
chemical_list: D001572:Benzofurans; D012402:Rotenone; D013481:Superoxides; D003571:Cytochalasin B; D009240:N-Formylmethionine Leucyl-Phenylalanine; C480848:tephrosin; C082022:phthalide; D010196:Pancreatic Elastase; C107676:deguelin