title: Composition and Bioactivity of Lipophilic Metabolites from Needles and Twigs of Korean and Siberian Pines (Pinus koraiensis Siebold & Zucc. and Pinus sibirica Du Tour).
abstract: Lipophilic extractive metabolites in different parts of the shoot system (needles and defoliated twigs) of Korean pine, Pinus koraiensis, and Siberian pine, Pinus sibirica, were studied by GC/MS. Korean pine needles comprised mainly bornyl p-coumarate, heterocyclic 15-O-functionalized labdane type acids (lambertianic acid), 10-nonacosanol, sterols and their esters. While Siberian pine needles contained less bornyl p-coumarate, lambertianic acid, sterols and their esters, but were richer in other 15-O-functionalized labdane type acids. The major components of the twig extract of P. koraiensis were lambertianic acid, abietane and isopimarane type acids, cembrane type alcohols, 8-O-functionalized labdanoids, sterols, sterol esters, and acylglycerols. The same extract of P. sibirica differed in larger amounts of other 15-O-functionalized labdane type acids and pinolenic acid glycerides, but in less quantities of cembranoids and 8-O-functionalized labdanoids. The labdane type pinusolic acid was detected for the first time in Korean pine. P. koraiensis was found to be unique in the genus for an ability to synthesize phyllocladane diterpenoids. The content of bound Δ5-unsaturated polymethylene-interrupted fatty acids in the twig extracts of the both pines was similar or superior to that in their seed oil. Among the pines' metabolites tested isocembrol was strongest in inhibition of both α-glucosidase (IC502.9 μg/ml) and NO production in activated macrophages (IC503.6 μg/ml).
authors.affiliation: Novosibirsk Institute of Organic Chemistry (NIOC), Acad. Lavrentyev Ave. 9, Novosibirsk, RU-630090.
authors.forename: Alexander V
authors.initials: AV
authors.lastname: Shpatov
authors.affiliation: Novosibirsk Institute of Organic Chemistry (NIOC), Acad. Lavrentyev Ave. 9, Novosibirsk, RU-630090.
authors.forename: Sergey A
authors.initials: SA
authors.lastname: Popov
authors.affiliation: Novosibirsk Institute of Organic Chemistry (NIOC), Acad. Lavrentyev Ave. 9, Novosibirsk, RU-630090.
authors.forename: Olga I
authors.initials: OI
authors.lastname: Salnikova
authors.affiliation: Novosibirsk Institute of Organic Chemistry (NIOC), Acad. Lavrentyev Ave. 9, Novosibirsk, RU-630090.
authors.forename: Tatyana P
authors.initials: TP
authors.lastname: Kukina
authors.affiliation: Novosibirsk Institute of Organic Chemistry (NIOC), Acad. Lavrentyev Ave. 9, Novosibirsk, RU-630090.
authors.forename: Emma N
authors.initials: EN
authors.lastname: Shmidt
authors.affiliation: Natural Products Research Center, Korea Institute of Science and Technology - Gangneung Institute (KIST), 290 Daejeon-dong, Gangneung, Gangwon-do, 210-340, Korea.
authors.forename: Byung Hun
authors.initials: BH
authors.lastname: Um
mesh_terms: D000818:Animals; D002478:Cells, Cultured; D008401:Gas Chromatography-Mass Spectrometry; D008264:Macrophages / Q000187:drug effects* / Q000378:metabolism; D051379:Mice; D009569:Nitric Oxide / Q000378:metabolism; D028223:Pinus / Q000737:chemistry*; D024301:Plant Bark / Q000737:chemistry*; D010936:Plant Extracts / Q000494:pharmacology*; D018515:Plant Leaves / Q000737:chemistry*; D055549:Volatile Organic Compounds / Q000737:chemistry* / Q000494:pharmacology*; D000520:alpha-Glucosidases / Q000378:metabolism
chemical_list: D010936:Plant Extracts; D055549:Volatile Organic Compounds; D009569:Nitric Oxide; C042059:glucosidase I; D000520:alpha-Glucosidases
keywords: Diterpenoids; Fatty acids; Pinus koraiensis; Pinus sibirica