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Pumilol, a Diterpenoid with a Rare Strobane Skeleton from <i>Pinus pumila</i> (Pinaceae)

Moses K. LangatNatural Products Research Group Department of Chemistry Faculty of Engineering and Physical Sciences University of Surrey Guildford GU2 7XH UKAndreas HelfensteinCentre for Drug Research Division of Pharmaceutical Biosciences Faculty of Pharmacy University of Helsinki FI‐00014 Helsinki FinlandClaire HornerNatural Products Research Group Department of Chemistry Faculty of Engineering and Physical Sciences University of Surrey Guildford GU2 7XH UKPäivi TammelaCentre for Drug Research Division of Pharmaceutical Biosciences Faculty of Pharmacy University of Helsinki FI‐00014 Helsinki FinlandHeikki HokkanenDepartment of Agricultural Sciences University of Helsinki FI‐00014 Helsinki FinlandDenis IzotovSector of Biologically Active Substances Department of Forestry Far East Forestry Research Institute Khabarovsk Vo‐lochaevskaya 71 RussiaDulcie A. MulhollandNatural Products Research Group Department of Chemistry Faculty of Engineering and Physical Sciences University of Surrey Guildford GU2 7XH UK
Chemistry & Biodiversityjournal2018en
ABI

Аннотация

Pumilol ( 1 ), a strobane diterpenoid, reported herein for the first time, was isolated from the bark of Pinus pumila ( Pall .) Regel (Siberian Dwarf Pine or Japanese Stone Pine), along with 17 known compounds including serratane triterpenoids, not previously reported from this species, and four ferulate derivatives. The absolute configuration of pumilol was established using HR ‐ ESI ‐ MS , NMR , the DP 4+ probabilities and by comparison of the experimental and calculated electronic circular dichroism ( ECD ) spectra. Labda‐8(17),13‐dien‐15‐oic acid ( 4 ), bornyl ( E )‐4‐hydroxycinnamate ( 14 ) and bornyl ( E )‐ferulate ( 15 ) showed activity against S . aureus and/or E . faecalis with MIC 90 values 12.5 – 50 μ m .

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