title: Zoanthamine-Type Alkaloids from the Zoanthid Zoanthus kuroshio Collected in Taiwan and Their Effects on Inflammation.
abstract: Zoanthus kuroshio is a colorful zoanthid with a fluorescent pink oral disc and brown tentacles, which dominates certain parts of the Taiwanese and Japanese coasts. This sea anemone is a rich source of biologically active alkaloids. In the current investigation, two novel halogenated zoanthamines [5α-iodozoanthenamine (1) and 11β-chloro-11-deoxykuroshine A (2)], along with four new zoanthamines [18-epi-kuroshine A (3), 7α-hydroxykuroshine E (4), 5α-methoxykuroshine E (5), and 18-epi-kuroshine E (6)], and six known compounds were isolated from Z. kuroshio. Compounds 1 and 2 are the first examples of halogenated zoanthamine-type alkaloids isolated from nature. Compounds 3 and 6 are the first zoanthamine stereoisomers with a cis-junction of the A/B rings. All isolated compounds were evaluated for their anti-inflammatory activities by measuring their effects on superoxide anion generation and elastase release by human neutrophils in response to fMLP.
authors.forename: Yu-Ming
authors.initials: YM
authors.lastname: Hsu
authors.affiliation: Department of Marine Biotechnology and Resources, National Sun Yat-sen University , Kaohsiung 80424, Taiwan.|Cancer Center, Kaohsiung Medical University Hospital , Kaohsiung 80708, Taiwan.
authors.forename: Fang-Rong
authors.initials: FR
authors.lastname: Chang
authors.forename: I-Wen
authors.initials: IW
authors.lastname: Lo
authors.affiliation: Division of Pharmacognosy, Department of Medicinal Chemistry, Uppsala University , 75105 Uppsala, Sweden.
authors.forename: Kuei-Hung
authors.initials: KH
authors.lastname: Lai
authors.affiliation: Department of Pharmacognosy and Natural Products Chemistry, Faculty of Pharmacy, Ain-Shams University , Cairo 11566, Egypt.
authors.forename: Mohamed
authors.initials: M
authors.lastname: El-Shazly
authors.forename: Tung-Ying
authors.initials: TY
authors.lastname: Wu
authors.forename: Ying-Chi
authors.initials: YC
authors.lastname: Du
authors.affiliation: Graduate Institute of Natural Products, College of Medicine, Chang Gung University , Taoyuan 33302, Taiwan.|Research Center for Industry of Human Ecology, Research Center for Chinese Herbal Medicine, and Graduate Institute of Health Industry Technology, Chang Gung University of Science and Technology , Taoyuan 33302, Taiwan.|Department of Anesthesiology, Chang Gung Memorial Hospital , Taoyuan 33302, Taiwan.
authors.forename: Tsong-Long
authors.initials: TL
authors.lastname: Hwang
authors.forename: Yuan-Bin
authors.initials: YB
authors.lastname: Cheng
authors.forename: Yang-Chang
authors.initials: YC
authors.lastname: Wu
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001381:Azepines / Q000737:chemistry*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry*; D006801:Humans; D006846:Hydrocarbons, Halogenated / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007564:Japan; D015394:Molecular Structure; D009504:Neutrophils / Q000378:metabolism; D010196:Pancreatic Elastase / Q000187:drug effects / Q000378:metabolism; D011804:Quinolines / Q000737:chemistry*; D012615:Sea Anemones / Q000737:chemistry*; D013237:Stereoisomerism; D013481:Superoxides / Q000737:chemistry; D013624:Taiwan
chemical_list: D000470:Alkaloids; D000893:Anti-Inflammatory Agents; D001381:Azepines; D006576:Heterocyclic Compounds, 4 or More Rings; D006846:Hydrocarbons, Halogenated; D011804:Quinolines; C542309:zoanthamine; D013481:Superoxides; D010196:Pancreatic Elastase