title: Triterpenoids and an alkamide from Ganoderma tsugae.
abstract: Ganoderma tsugae is a medicinal mushroom. In a continual study on the bioactive constituents of this fungus, a new lanostanoid, 3β-acetoxy-16α-hydroxy-24ξ-methyl-5α-lanosta-8,25-dien-21-oic acid, named tsugaric acid F (1) and a novel palmitamide, N-(3'α,4'β-dihydroxy-2'β-(hydroxymethyl)-1'β-(cyclobutyl)palmitamide (2) were isolated and characterized from the fruit bodies of G. tsugae, and three novel seco-lanostanoids, 3,4-seco-8α,9α-epoxy-5α-lanosta-21-oic acid 3,4 lactone (5), 3,4-seco-5β-lanosta-7,9(11),4(29)-trien-3,21-dioic acid-3-methyl ester (6), 3,4-seco-5β-lanosta-7,9(11),4(29)-trien-3,21-dioic acid (7), and a known compound, 3-oxo-5α-lanosta-8-en-21-oic acid (4) were prepared from 3. The structures of new compounds, 1, 2, 5-7 were determined by spectroscopic methods. Compounds 1 and 4 showed inhibitory effects on xanthine oxidase (XO) with an IC50 values of 313.3 ± 80.0 and 43.9 ± 29.9 μM, respectively when 7 exhibited potent inhibitory effect on superoxide anion generation in rat neutrophils stimulated with formyl-Met-Leu-Phe (fMLP)/cytochalasin B (CB) with an IC50 values of 1.3 ± 0.2 μM. Compounds 4-7 showed weak cytotoxic activities against PC3 cells. These results indicated that 4 and 7 may be used as cancer chemopreventive agents.
authors.affiliation: School of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, Taiwan.
authors.forename: Kai-Wei
authors.initials: KW
authors.lastname: Lin
authors.affiliation: School of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, Taiwan.
authors.forename: Dravidum
authors.initials: D
authors.lastname: Maitraie
authors.affiliation: Graduate Institute of Clinical Medicine, College of Medicine, Kaohsiung Medical University, 80708, Taiwan.
authors.forename: A-Mei
authors.initials: AM
authors.lastname: Huang
authors.affiliation: Department of Education and Research, Taichung Veterans General Hospital, Taichung 40705, Taiwan.
authors.forename: Jih-Pyang
authors.initials: JP
authors.lastname: Wang
authors.affiliation: Faculty of Fragrance and Cosmetics, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, Taiwan; Department of Medical Research, Kaohsiung Medical University Chung-Ho Memorial Hospital, Kaohsiung 80708, Taiwan. Electronic address: lincna@cc.kmu.edu.tw.
authors.forename: Chun-Nan
authors.initials: CN
authors.lastname: Lin
mesh_terms: D000363:Agaricales / Q000737:chemistry; D000577:Amides / Q000737:chemistry* / Q000302:isolation & purification; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification; D045744:Cell Line, Tumor; D032902:Ganoderma / Q000737:chemistry*; D006801:Humans; D020128:Inhibitory Concentration 50; D051379:Mice; D015394:Molecular Structure; D009504:Neutrophils / Q000187:drug effects; D000067996:RAW 264.7 Cells; D051381:Rats; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification; D014969:Xanthine Oxidase / Q000037:antagonists & inhibitors
chemical_list: D000577:Amides; D000972:Antineoplastic Agents, Phytogenic; D000975:Antioxidants; D014315:Triterpenes; D014969:Xanthine Oxidase
keywords: Anti-inflammatory; Antioxidant; Cytotoxicity; Ganoderma tsugae; Lanostanoid; Seco-lanostanoid