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4 protocols using sabinene hydrate

1

Plant Material Extraction Protocol

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Methanol and n-hexane used for extraction of the plant material were of analytical grade purity (Molar Chemicals Kft.). α-Terpinene (purity by GC > 95.0%), γ-terpinene (purity by GC > 96.5%), sabinene hydrate (purity by GC area ≥ 97.0%), linalool (purity by GC ≥ 99.0%), and (+)-terpinen-4-ol (purity by GC ≥ 98.5%, sum of enantiomers, enantiomeric ratio ~2:1) were purchased from Sigma-Aldrich (St. Louis, MO, USA), and sabinene from PhytoLab (Vestenbergsgreuth, Germany), purity by GC ≥ 75.0%.
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2

Phytochemical Properties and Characterization

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Trans-cinnamaldehyde, sabinene hydrate, eugenol and terpineol (Table 1) were obtained from Sigma-Aldrich (Lisbon, Portugal); cinnamic acid was obtained from Merck (Lisbon, Portugal); citronellol was obtained from Acros Organics (Morris, NJ, USA). The structural and molecular properties of selected phytochemicals were determined with Molinspiration Calculation Software and Chemdraw (Malheiro et al., 2016 (link)). The phytochemicals were dissolved in dimethyl sulfoxide (DMSO, Sigma-Aldrich, St. Louis, MO, USA). Each compound was tested at various concentrations in the range of 1–25 mM in DMSO.
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3

GC Analysis of Essential Oil Compounds

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The standard compounds used for the GC analysis were thymol, trans-anethol, (+)-borneol, (−)-borneol, α-terpineol, L-carvone, (R)-(+)-limonene, eucalyptol, farnesol, neryl acetate, (±)-citronellal, citral, γ-terpinene, nerol, α-pinene, p-cymene, (−)-trans-caryophyllene, geraniol, geranyl acetate, carvacrol, eugenol, sabinene hydrate, bornyl acetate, linalyl acetate, myrcene and (±)-camphor and were purchased from Sigma-Aldrich (St. Louis, MO, USA). In addition, 1,1-Diphenyl-2-picryl-hydrazyl-hydrate (DPPH∙) was obtained from Sigma-Aldrich GmbH (Germany). All chemicals and solvents were analytical reagent grade.
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4

Monoterpene Compound Procurement

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(R)-(-)-Terpinen-4-ol (50% ee) and α-terpineol were purchased from TCI (Portland, OR, USA), estragole, 3-methyl-2-buten, and sabinene hydrate from Sigma-Aldrich (St. Louis, MO, USA). Frontalin was purchased from Contech (Delta, BC, Canada) and Synergy Semiochemicals (Burnaby, BC, Canada).
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