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Pumilol, a Diterpenoid with a Rare Strobane Skeleton from Pinus pumila (Pinaceae)
Author(s) -
Langat Moses K.,
Helfenstein Andreas,
Horner Claire,
Tammela Päivi,
Hokkanen Heikki,
Izotov Denis,
Mulholland Dulcie A.
Publication year - 2018
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201800056
Subject(s) - pinaceae , chemistry , terpenoid , pinus <genus> , bark (sound) , circular dichroism , terpene , stereochemistry , botany , triterpenoid , biology , ecology
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 .