Constituents of Pine Heartwood. XXV. Investigation of Forty-Eight Pinus Species by Paper Partition Chromatography.

Lindstedt, Gösta; Misiorny, Alfons; Rubin, Inger; Saluste, E.; Stjernholm, R.; Ehrensvärd, G.

doi:10.3891/acta.chem.scand.05-0121

Cited by 47 publications

(13 citation statements)

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“…ostoyae. Pinosylvin monomethyl ether has been isolated before from P strohus sapwood (LINDSTEDT and MISSIONRY 1951) and other pines such as P. densiflora (DUMAS 1982).…”

Section: Ttlcntification Of Compounds a Nnd Bmentioning

confidence: 99%

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Chemical factors in Pinus strobus inhibitory to Armillaria ostoyae

Mwangi

Lin

Hubbes

1990

European Journal of Forest Pathology

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“…ostoyae. Pinosylvin monomethyl ether has been isolated before from P strohus sapwood (LINDSTEDT and MISSIONRY 1951) and other pines such as P. densiflora (DUMAS 1982).…”

Section: Ttlcntification Of Compounds a Nnd Bmentioning

confidence: 99%

“…(DUMAS et al 1983;DUMAS and HUBBES 1980). LINDSTEDT and MISSIONRY (1951) isolated pinosylvin monomethyl ether, pinobanksin, pinostrobin and chrysin from the sapwood of P. strohus. However, their effect on the growth oi Armillaria have not been tested.…”

Section: Introductionmentioning

confidence: 99%

Chemical factors in Pinus strobus inhibitory to Armillaria ostoyae

Mwangi

Lin

Hubbes

1990

European Journal of Forest Pathology

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“…Here, special focus is given to substance groups of stilbenes, bibenzyls and flavonoids. In earlier studies of P. cembra heartwood, the isolation of the stilbenes pinosylvin (PS), pinosylvin monomethyl ether (PSM), the corresponding bibenzyls dihydropinosylvin (DHPS), and dihydropinosylvin monomethyl ether (DHPSM) and the flavonoids chrysin, tectochrysin, pinocembrin, pinostrobin and pinobanksin was reported [4][5][6]. Griesbach and Santamour investigated anthocyanins in male cones of P. cembra by HPLC-UV, reporting cyanidin-3-glucoside, delphinidin-3glucoside and peonidin-3-glucoside [7].…”

Section: Introductionmentioning

confidence: 99%

Phytochemical Analysis of Pinus cembra Heartwood—UHPLC-DAD-ESI-MSn with Focus on Flavonoids, Stilbenes, Bibenzyls and Improved HPLC Separation

Alperth,

Schneebauer,

Kunert

et al. 2023

Plants

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The heartwood of the Swiss Stone Pine, Pinus cembra L., has been scarcely investigated for secondary metabolites for a long period of time. Considering age and relative simplicity of heartwood investigations dating back to the 1940s to 1960s, we conducted the first investigation of P. cembra heartwood by HPLC, using UHPLC-DAD-ESI-MSn and HPLC-DAD techniques in combination with isolation and NMR spectroscopy, with focus on stilbenes, bibenzyls and flavonoids. Analytical problems in the HPLC analysis of Pinus stilbenes and flavonoids on reversed stationary phases were also challenged, by comparing HPLC on pentafluorophenyl (PFP) and C18 stationary phases. Seven flavonoids (1, 2, 3, 7, 8, 11, 12), four stilbenes (4, 6, 10, 13), two bibenzyls (5, 9), three fatty acids (14, 16, 17) and one diterpenic acid (15) were detected in an ethanolic extract of Pinus cembra heartwood. HPLC comparison of reversed stationary phases in HPLC showed that the antifungal, antibacterial and chemosensitizing dihydropinosylvin monomethyl ether (9) and pinosylvin monomethyl ether (10) can be separated on PFP, but not on C18 material, when eluting with a screening gradient of 20–100% acetonitrile. Flavonoid separation showed additional benefits of combining analyses on different stationary phases, as flavonoids 7 and 8 could only be separated on one of two C18 stationary phases. Earlier phytochemical results for heartwood investigations were shown to be mostly correct, yet expandable. Substances 5 to 12 were found in alignment with these references, proving remarkable phytochemical analyses at the time. Evidence for the described presence of pinobanksin could not be found. Substances 1 to 4 and 13 have to our knowledge not yet been described for P. cembra.

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“…FALUSI (1980), on the other hand, did observe the presence of these stilbenes in the sapwood of some red pine trees. LINDSTEDT and MISIORNY (1951) found pinosylvin in the sapwood of P. sylvestris L., P. mugo, and P. banksiana Lamb.…”

mentioning

confidence: 97%

Identification of some compounds associated with resistance of Pinus densiflora to Fomes annosus

Dumas

Hubbes

Strunz

1983

European Journal of Forest Pathology

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Examination of low-pathogenicity isolates of A. mellea 151 SWIFT, M. J., 1968: Inhibition of rhizomorph development by Armillaria mellea in Rhodesien forest ZIMMERMANN, G., 1974: Untersuchungen iiber Art und Ursachen von Verfarbungen an Bergahorn-ZYCHA, H., 1970: Hallimasch (Armillaria mellea p a h l ex Fr.] Kumm.) als Kernfauleerreger an Fichte soils. Trans. Br. Mycol. SOC. 51,241-247. Stammholz (Acerpseudoplatanum L.). Forstw. Cbl. 93, 1-10, (Picea abies Karst.). Forstw. Cbl. 89, 129-135. AbstractFrom the heartwood-free stemwood of Pinus densiflora, 7 compounds inhibitory to the linear growth of Fomes annosus were isolated. These were identified as pinosylvin, pinosylvin monomethyl ether, fi-sitosterol, a cembrol-like diterpene alcohol, and three isomeric diterpene acids belonging to the abietane group, one of which is probably palustric acid. Other antifungal fractions contained complex mixtures and were not characterized.

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Constituents of Pine Heartwood. XXV. Investigation of Forty-Eight Pinus Species by Paper Partition Chromatography.

Cited by 47 publications

References 0 publications

Chemical factors in Pinus strobus inhibitory to Armillaria ostoyae

Chemical factors in Pinus strobus inhibitory to Armillaria ostoyae

Phytochemical Analysis of Pinus cembra Heartwood—UHPLC-DAD-ESI-MSn with Focus on Flavonoids, Stilbenes, Bibenzyls and Improved HPLC Separation

Identification of some compounds associated with resistance of Pinus densiflora to Fomes annosus

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