α-,β-, andγ-pinacenes — new diterpenoids from the oleoresins of Pinus koraiensis and P. sibirica

Ралдугин, В. А.; Kashtanova, N. K.; Pentegova, V. A.

doi:10.1007/bf00568412

Cited by 3 publications

(2 citation statements)

References 8 publications

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“…For a detailed investigation, DdTPS5 was expressed in Escherichia coli with an N‐terminal His‐tag. The purified enzyme did not convert GPP and FPP, but yielded a diterpene hydrocarbon from GGPP (geranylgeranyl pyrophosphate, Figure S3), which was isolated and identified by one‐ and two‐dimensional NMR spectroscopy (Table S3 and Figures S4–S10 in the Supporting Information) as β‐pinacene ( 1 ), a monocyclic diterpene with 1(14) E ,2 Z ,6 E ,10 E configuration and a known constituent of the essential oils from Pinus koraiensis and Pinus sibirica . These experiments established the enzyme as β‐pinacene synthase (PcS).…”

Section: Methodsmentioning

confidence: 99%

Mechanisms of the Diterpene Cyclases β‐Pinacene Synthase from Dictyostelium discoideum and Hydropyrene Synthase from Streptomyces clavuligerus

Rinkel

Rabe

Chen

et al. 2017

Chemistry A European J

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Two diterpene cyclases, one from the social amoeba Dictyostelium discoideum and the other from the bacterium Streptomyces clavuligerus, with products containing a Z-configured double bond between the original C2 and C3 of geranylgeranyl diphosphate, were extensively investigated for their mechanisms through isotopic labelling experiments. The participation of geranyllinalyl diphosphate, in analogy to the role of linalyl and nerolidyl diphosphate for mono- and sesquiterpene biosynthesis, as an intermediate towards diterpenes with a Z-configured C2=C3 double bond is discussed.

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Section: Methodsmentioning

confidence: 99%

Mechanisms of the Diterpene Cyclases β‐Pinacene Synthase from Dictyostelium discoideum and Hydropyrene Synthase from Streptomyces clavuligerus

Rinkel

Rabe

Chen

et al. 2017

Chemistry A European J

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“…Cembrene A (1) was isolated from the oleoresins of Picea obovata (spruce) and Pinus koraiensis (pine) [3] and, more recently, from Commiphora mukul (guggulu) [4]. From the oleoresin of Pinus koraiensis and P. sibirica, cembrene C (2) was isolated [5]. In the essential oil of Boswellia carterii, Basar [6] found verticilla-4(20),7,11-triene (3).…”

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confidence: 99%

Phytochemical Analysis and Comparison for Differentiation of Boswellia Carterii and B. Serrata

Hanŭs

Moussaieff

Řezanka

et al. 2007

Natural Product Communications

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Frankincense (Boswellia carterii) and olibanum (B. serrata) were chemically analyzed to determine compounds that would enable the differentiation of the two products. Typical compounds for both species were identified. Three new compounds, 24-noroleana-3,9(11),12-triene, 24-norursa-3,9(11),12-triene, and 24-norursa-3,12-diene-11-one, were identified in olibanum; these may be either naturally occuring or pyrolytic products.

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Chemical Composition of Pinus sibirica (Pinaceae)

Rogachev

Salakhutdinov

2015

Chemistry & Biodiversity

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Siberian pine (Pinus sibirica), also known as Siberian cedar pine and Siberian cedar, is an important plant that has been long used as a source of natural compounds and materials (wood, needles, soft resin, turpentine, colophony). Its chemical composition has been studied well enough; however, to our surprise, no articles that compile the phytochemical data have been published so far. Presumably, this is due to the fact that most of the studies were published in journals difficult to access and not indexed by search systems. This review, for the first time, presents a systematic compilation of available data of secondary metabolites occurring in the needles, shoots, bark, wood, seeds, and oleoresin of Pinus sibirica.

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α-,β-, andγ-pinacenes — new diterpenoids from the oleoresins of Pinus koraiensis and P. sibirica

Cited by 3 publications

References 8 publications

Mechanisms of the Diterpene Cyclases β‐Pinacene Synthase from Dictyostelium discoideum and Hydropyrene Synthase from Streptomyces clavuligerus

Mechanisms of the Diterpene Cyclases β‐Pinacene Synthase from Dictyostelium discoideum and Hydropyrene Synthase from Streptomyces clavuligerus

Phytochemical Analysis and Comparison for Differentiation of Boswellia Carterii and B. Serrata

Chemical Composition of Pinus sibirica (Pinaceae)

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