title: Substrate-like water soluble lipase inhibitors from Filipendula kamtschatica.
abstract: Filipendula kamtschatica is a plant utilized as a traditional medicine by Ainu people in Japan, but its chemical constituents are not much studied. Pancreatic lipase inhibitors are a promising tool for the treatment of obesity. We searched for natural lipase inhibitors from F. kamtschatica and two new compounds were isolated along with the known flavonoid glycoside. The structure elucidation of new compounds revealed these two to be 2-O-caffeoyl-4-O-galloyl-L-threonic acid and 3-O-caffeoyl-4-O-galloyl-L-threonic acid, which can be recognized as a pancreatic lipase's substrate-like structure. The isolated compounds all showed an inhibitory activity against porcine pancreatic lipase and one of the isomer, 3-O-caffeoyl-4-O-galloyl-L-threonic acid, possessed the most potent activity with IC(50) value showing an order lower value compared to others. The substrate-like structure of the new compounds seemed to be important for their activity.
authors.affiliation: Laboratory of Food Biochemistry, Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Kita-ku, Sapporo, Hokkaido, Japan.
authors.forename: Eisuke
authors.initials: E
authors.lastname: Kato
authors.forename: Michitsugu
authors.initials: M
authors.lastname: Yama
authors.forename: Ryo
authors.initials: R
authors.lastname: Nakagomi
authors.forename: Toshiro
authors.initials: T
authors.lastname: Shibata
authors.forename: Keizo
authors.initials: K
authors.lastname: Hosokawa
authors.forename: Jun
authors.initials: J
authors.lastname: Kawabata
mesh_terms: D000818:Animals; D002087:Butyrates / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D031984:Filipendula / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D008049:Lipase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D009765:Obesity / Q000188:drug therapy / Q000201:enzymology; D010179:Pancreas / Q000201:enzymology*; D010936:Plant Extracts / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D013552:Swine
chemical_list: D002087:Butyrates; D004791:Enzyme Inhibitors; D006027:Glycosides; D010936:Plant Extracts; D008049:Lipase; C011369:threonic acid