Abstract
A phytochemical investigation on the essential oil of Thuja orientalis resulted in the isolation and identification of three new sesquiterpenes, 3α-methoxy-4α-epoxythujopsane (1), Δ³,¹⁵-4β-epoxythujopsene (2), and Δ³,⁴-thujopsen-2,15-diol (3), together with eight known sesquiterpenoids (4-11). The structures of these new compounds were elucidated based on spectroscopic data analyses including extensive 2D-NMR data and HR-ESIMS. The full assignments of ¹H and ¹³C NMR chemical shifts for thujopsadiene (4) were obtained by 2D-NMR for the first time. All compounds (1-11) showed antiproliferative activities against the SK-OV-3 and SK-MEL-2 cell lines with IC₅₀ values of 5.85-28.64 µM. In addition, compounds 1, 3, 4, 7, 8, and 9 significantly inhibited nitric oxide production in lipopolysaccharide-activated BV-2 cells with IC₅₀ values of 3.93-17.85 µM without cell toxicity.
Georg Thieme Verlag KG Stuttgart · New York.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Inflammatory Agents / chemistry
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Anti-Inflammatory Agents / isolation & purification
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Anti-Inflammatory Agents / pharmacology
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Anti-Inflammatory Agents / therapeutic use
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Antineoplastic Agents, Phytogenic / chemistry
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Antineoplastic Agents, Phytogenic / isolation & purification
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Antineoplastic Agents, Phytogenic / pharmacology
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Antineoplastic Agents, Phytogenic / therapeutic use
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Cell Line
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Cell Line, Tumor
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Humans
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Inflammation / chemically induced
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Inflammation / drug therapy*
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Inflammation / metabolism
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Lipopolysaccharides
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Molecular Structure
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Neoplasms / drug therapy*
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Nitric Oxide / biosynthesis*
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Oils, Volatile / chemistry
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Oils, Volatile / pharmacology
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Oils, Volatile / therapeutic use*
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Phytotherapy*
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Plant Extracts / chemistry
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Plant Extracts / pharmacology
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Plant Extracts / therapeutic use
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Sesquiterpenes / chemistry
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Sesquiterpenes / isolation & purification
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Sesquiterpenes / pharmacology
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Sesquiterpenes / therapeutic use*
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Thuja / chemistry*
Substances
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Anti-Inflammatory Agents
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Antineoplastic Agents, Phytogenic
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Lipopolysaccharides
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Oils, Volatile
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Plant Extracts
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Sesquiterpenes
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Nitric Oxide