Isolation of plastochromanol-8 from flaxseed oil by countercurrent separation methods

Hammerschick, Tim; Wagner, Tanja; Deser, C.; Vetter, Walter

doi:10.1016/j.foodchem.2022.135345

Cited by 7 publications

(19 citation statements)

References 39 publications

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“…Subsequent quantification of PC‐8 could be carried out by means of an accurately weighed PC‐8 standard recently isolated by countercurrent chromatographic techniques. [ 7 ] LC‐Orbitrap‐HRMS determinations resulted in virtually the same PC‐8 amounts of ≈315 and ≈350 mg kg −1 oil in the two flaxseed oil samples ( Table 1 ). These amounts were slightly higher than the upper range of PC‐8 previously reported in flaxseed oil samples (≈170–300 mg PC‐8 kg −1 oil [ 19 ] ).…”

Section: Resultsmentioning

confidence: 84%

“…Recently, we reported the isolation of PC‐8 by countercurrent chromatography (CCC) and centrifugal partition chromatography (CPC) from flaxseed oil. [ 7 ] In this context we noted the additional presence of two hitherto unreported plastochromanol homologues. One homologue featured seven (plastochromanol‐7, PC‐7) and the other one nine isoprenoid units in the side chain (plastochromanol‐9, PC‐9) (Figure 1).…”

Section: Introductionmentioning

confidence: 78%

“…One homologue featured seven (plastochromanol‐7, PC‐7) and the other one nine isoprenoid units in the side chain (plastochromanol‐9, PC‐9) (Figure 1). [ 7 ] Like PC‐8, PC‐7 and PC‐9 are structurally related to the well‐known γ‐tocotrienol (γ‐T3, PC‐3). Bioactivity of the novel plastochromanols PC‐7 and PC‐9 is evitable given the structural similarity with PC‐8 and γ‐T 3 .…”

Section: Introductionmentioning

confidence: 99%

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LC‐Orbitrap‐HRMS Determination of Two Novel Plastochromanol Homologues

Hammerschick,

Graf,

Vetter

2023

Molecular Nutrition Food Res

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ScopeThe antioxidant plastochromanol‐8 (PC‐8) is a tocochromanol which differs from γ‐tocotrienol in having an unsaturated side chain of eight instead of three isoprene units. The recent isolation of PC‐8 from flaxseed oil indicates the additional presence of lower shares of two previously unknown homologues, plastochromanol‐7 (PC‐7) and plastochromanol‐9 (PC‐9), which feature seven and nine isoprenoid units respectively on the γ‐chromanol backbone. Here, a fast LC‐Orbitrap‐HRMS method is applied for the determination of PC‐7 and PC‐9 in seven plant oils and a plant extract.Methods and resultsThe presence of PC‐7, PC‐8, and PC‐9 is confirmed in all eight investigated samples by LC‐Orbitrap‐HRMS analysis after saponification. PC‐8 amounts of ≈315–350 mg kg−1 in two flaxseed oils, ≈75 mg kg−1 in rapeseed oil, ≈38 mg kg−1 in camelina oil, ≈80–120 mg kg−1 in two mustard oils, ≈90 mg kg−1 in candle nut oil, and ≈900 mg kg−1 dry weight in Cecropia leaves are determined by quantification. Semi‐quantification of PC‐7 and PC‐9 indicated the presence of ≈0.1–1% of PC‐7 and PC‐9 in varied relative ratios.ConclusionThe novel plastochromanol homologues are of particular interest to researchers with focus on vitamin E and other tocochromanols because of their unexplored bioactivity.

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Section: Resultsmentioning

confidence: 84%

Section: Introductionmentioning

confidence: 78%

Section: Introductionmentioning

confidence: 99%

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LC‐Orbitrap‐HRMS Determination of Two Novel Plastochromanol Homologues

Hammerschick,

Graf,

Vetter

2023

Molecular Nutrition Food Res

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“…Kürzlich wurden im Zuge der Isolierung von PC-8 aus Leinöl zwei bis dahin unbekannte Plastochromanole mit sieben (PC-7) bzw. neun (PC-9) Isopreneinheiten in der Seitenkette detektiert [2].…”

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“…10 mg/kg Trockenmasse in den Blättern des in Südamerika heimischen Ameisenbaums (Cecropia sp.) vorlagen [3], der bereits als reiche Quelle für PC-8 beschrieben worden war [4]. Somit war es das Ziel dieser Arbeit, PC-7 und PC-9 nach vorheriger Anreicherung mittels Gegenstromverteilungschromatographie (countercurrent chromatography, CCC) zu isolieren.…”

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