title: Prenylflavonoids and phloroglucinol derivatives from hops (Humulus lupulus).
abstract: The ethyl acetate soluble fraction of hops (Humulus lupulus) showed potent inhibitory activity on the production of nitric oxide (NO) induced by a combination of LPS and IFN-gamma. Four known prenylflavonoids (1-4) and a new prenylflavonoid (5), hulupinic acid (6), lupulone (7), and its six new derivatives (8-13) were isolated from the active fraction. The structures were determined on the basis of physiochemical properties and spectroscopic analysis. Their inhibitory activities on the production of NO in macrophage RAW 264.7 cells were examined.
authors.affiliation: Central Laboratories for Key Technology, Kirin Brewery Co., Ltd., Yokohama-shi, Kanagawa 236-0004, Japan.
authors.forename: Feng
authors.initials: F
authors.lastname: Zhao
authors.forename: Yuki
authors.initials: Y
authors.lastname: Watanabe
authors.forename: Hajime
authors.initials: H
authors.lastname: Nozawa
authors.forename: Akihiro
authors.initials: A
authors.lastname: Daikonnya
authors.forename: Keiji
authors.initials: K
authors.lastname: Kondo
authors.forename: Susumu
authors.initials: S
authors.lastname: Kitanaka
mesh_terms: D000818:Animals; D002478:Cells, Cultured; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D027582:Humulus / Q000737:chemistry*; D007371:Interferon-gamma / Q000494:pharmacology; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects / Q000378:metabolism*; D051379:Mice; D009569:Nitric Oxide / Q000037:antagonists & inhibitors* / Q000096:biosynthesis; D019001:Nitric Oxide Synthase / Q000037:antagonists & inhibitors* / Q000096:biosynthesis; D052247:Nitric Oxide Synthase Type II; D019906:Nuclear Magnetic Resonance, Biomolecular; D010696:Phloroglucinol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D010946:Plants, Medicinal / Q000737:chemistry*; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification
chemical_list: D004791:Enzyme Inhibitors; D005419:Flavonoids; D008070:Lipopolysaccharides; D013729:Terpenes; D009569:Nitric Oxide; D007371:Interferon-gamma; C008299:lupulon; D010696:Phloroglucinol; D019001:Nitric Oxide Synthase; D052247:Nitric Oxide Synthase Type II; C496317:Nos2 protein, mouse