Analysis of terpenoic composition of conifer needle oils by steam distillation/extraction, gas chromatography and gas chromatography-mass spectrometry

Orav, Anne; Kailas, Tiiu; Liiv, Milana

doi:10.1007/bf02292955

Cited by 32 publications

(9 citation statements)

References 8 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This is in accordance with previous studies on oleoresin composition by e.g. Hiltunen (1975Hiltunen ( , 1976, Yadzani et al (1985) and Orav et al (1996). In our study material α-pinene and β-pinene were present in each individual tree, although in some cases in relatively low proportions.…”

Section: Chemodiversity and Terpenoid Emissionssupporting

confidence: 94%

“…Hiltunen, 1975; Gref and Lindgren, 1984). Chemotypic diversity and bimodal distributions of monoterpenes are seen in oleoresin extracts of many coniferous species, for example Slash pine (β-pinene and myrcene, Gansel and Squillace, 1976), Norway spruce ( 3 -carene and pinenes, Esteban et al, 1976;Orav et al, 1996), Douglas fir ( 3 -carene and pinenes, Latta et al, 2003) and Common juniper (Common juniper (α-pinene and sabinene, Filipowicz et al, 2009). It has been recognized that the rates of terpenoid emissions from vegetation change significantly with time, and it can be asked if the chemotypic variation also changes with seasons.…”

Section: Chemodiversity and Terpenoid Emissionsmentioning

confidence: 99%

See 1 more Smart Citation

Chemodiversity of a Scots pine stand and implications for terpene air concentrations

et al. 2012

View full text Add to dashboard Cite

Abstract. Atmospheric chemistry in background areas is strongly influenced by natural vegetation. Coniferous forests are known to produce large quantities of volatile vapors, especially terpenes. These compounds are reactive in the atmosphere, and contribute to the formation and growth of atmospheric new particles.Our aim was to analyze the variability of mono-and sesquiterpene emissions between Scots pine trees, in order to clarify the potential errors caused by using emission data obtained from only a few trees in atmospheric chemistry models. We also aimed at testing if stand history and seed origin has an influence on the chemotypic diversity. The inherited, chemotypic variability in mono-and sesquiterpene emission was studied in a seemingly homogeneous 48 yr-old stand in Southern Finland, where two areas differing in their stand regeneration history could be distinguished. Sampling was conducted in August 2009. Terpene concentrations in the air had been measured at the same site for seven years prior to branch sampling for chemotypes.Two main compounds, α-pinene and 3 -carene formed together 40-97 % of the monoterpene proportions in both the branch emissions and in the air concentrations. The data showed a bimodal distribution in emission composition, in particular in 3 -carene emission within the studied population. 10 % of the trees emitted mainly α-pinene and no 3 -carene at all, whereas 20 % of the trees where characterized as high 3 -carene emitters ( 3 -carene forming >80 % of total emitted monoterpene spectrum). An intermediate group of trees emitted equal amounts of both α-pinene and 3 -carene. The emission pattern of trees at the area established using seeding as the artificial regeneration method differed from the naturally regenerated or planted trees, being mainly high 3 -carene emitters. Some differences were also seen in e.g. camphene and limonene emissions between chemotypes, but sesquiterpene emissions did not differ significantly between trees. The atmospheric concentrations at the site were found to reflect the species and/or chemodiversity rather than the emissions measured from any single tree, and were strongly dominated by α-pinene. We also tested the effect of chemodiversity on modeled monoterpene concentrations at the site and found out that since it significantly influences the distributions and hence the chemical reactions in the atmosphere, it should be taken into account in atmospheric modeling.

show abstract

Section: Chemodiversity and Terpenoid Emissionssupporting

confidence: 94%

Section: Chemodiversity and Terpenoid Emissionsmentioning

confidence: 99%

Chemodiversity of a Scots pine stand and implications for terpene air concentrations

et al. 2012

View full text Add to dashboard Cite

show abstract

“…Low concentrations of terpinen-4-ol and a-humulene (0.05–0.4%), as well as somewhat higher amount of ( E )-caryophyllene (2.9%) has been determined in Estonian pine oil also previously. [ 30 ] It is interesting to compare that the essential oil of juniper ( Juniperus communis L.) growing in Estonia contained at the mean 0.4% of terpinen-4-ol, 1.1% of ( E )-caryophyllene, and 0.9% of α-humulene. [ 24 ]…”

Section: Resultsmentioning

confidence: 99%

Selectivity of Pinus sylvestris extract and essential oil to estrogen-insensitive breast cancer cells Pinus sylvestris against cancer cells

Nguyen¹,

Ho²,

Thảo³

et al. 2015

Phcog Mag

View full text Add to dashboard Cite

Background:So far, the anticancer action of pine tree extracts has mainly been shown for the species distributed widely around the Asian countries.Objective:Therefore, this study was performed to examine the potential cytotoxicity of Scots pine (Pinus sylvestris L.) native also to the European region and growing widely in Estonia.Materials and Methods:The cytotoxic activity of methanol extract and essential oil of Scots pine needles was determined by sulforhodamine B assay in different human cancer cell lines.Results:This needle extract was found to suppress the viability of several human cancer cell lines showing some selectivity to estrogen receptor negative breast cancer cells, MDA-MB-231(half maximal inhibitory concentration [IC50] 35 μg/ml) in comparison with estrogen receptor-positive breast cancer cells, MCF-7 (IC50 86 μg/ml). It is the strongest cytotoxic effect at all measured, thus far for the needles and leaves extracts derived from various pine species, and is also the first study comparing the anticancer effects of pine tree extracts on molecularly different human breast cancer cells. The essential oil showed the stronger cytotoxic effect to both negative and positive breast cancer cell lines (both IC50 29 μg/ml) than pine extract (IC50 42 and 80 μg/ml, respectively).Conclusion:The data from this report indicate that Scots pine needles extract and essential oil exhibits some potential as chemopreventive or chemotherapeutic agent for mammary tumors unresponsive to endocrine treatment.

show abstract

“…In previous work, the terpenoids, ( ϩ )-fenchone, 1,4-cineole, (-)-α -bisabolol, (-)-cisrose oxide, ( ϩ )-trans -rose oxide were transformed into novel terpenoids via stereo selective oxidation using Aspergillus niger (Miyazawa et al 1990, Miyazawa et al 1992a, Miyazawa et al 1992b, Miyazawa et al 1995 . Longifolenes exist in the essential oil of conifer species and have antioxidant and anti-infl ammatory activity and a unique fl avour (Orav et al 1996, Singh et al 2005, Awad 2002). Previously we have investigated the biotransformation of the longifolenes ( ϩ )-cycloisolongifolol, (-)-isolongifolol, ( ϩ )-α -longipinene, (-)-isolongifolene and ( ϩ )-longicyclene by microorganisms (Miyazawa and Sakata 2007, Sakata and Miyazawa 2010a, Sakata and Miyazawa 2010b.…”

Section: Introductionmentioning

confidence: 98%

Production of a new terpenoid from biotransformation of (-)-isolongifolanol byAspergillus nigerand suppression of SOS-inducing activity

Sakata¹,

Utsunomiya²,

Tokuda³

et al. 2011

Biocatalysis and Biotransformation

View full text Add to dashboard Cite

The stereoselective oxidation of ( − )-isolongifolanol ( 1 ) with a longifolene skeleton by Aspergillus niger (NBRC 4414) as a biocatalyst and suppressive effect on umuC gene expression by chemical mutagens furylfuramid and AFB1 of the SOS response in Salmonella typhimurium TA1535/pSK1002 were investigated. Compound 1 was converted to a new terpenoid, (-)-(2 S, 8 R )-8,12-dihydroxy-isolongifolanol ( 2 ). Its structure was determined by NMR, IR, specifi c rotation and mass spectrometry. The metabolites suppressed the SOS-inducing activity of furylfuramid and AFB 1 in the umu test. Compound 1 suppressed 51% of the SOS-inducing activity against furylfuramid at Ͻ 1.0 mM. Compound 2 suppressed 15% and 24% of the SOS-inducing activity against furylfuramid and AFB1 at Ͻ 1.0 mM respectively.

show abstract

Analysis of terpenoic composition of conifer needle oils by steam distillation/extraction, gas chromatography and gas chromatography-mass spectrometry

Cited by 32 publications

References 8 publications

Chemodiversity of a Scots pine stand and implications for terpene air concentrations

Chemodiversity of a Scots pine stand and implications for terpene air concentrations

Selectivity of Pinus sylvestris extract and essential oil to estrogen-insensitive breast cancer cells Pinus sylvestris against cancer cells

Production of a new terpenoid from biotransformation of (-)-isolongifolanol byAspergillus nigerand suppression of SOS-inducing activity

Contact Info

Product

Resources

About