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Differentiation-inducing effect of piperitenone oxide, a fragrant ingredient of spearmint (Mentha spicata), but not carvone and menthol, against human colon cancer cells

•Piperitenone oxide in spearmint was identified as a functional food ingredient.•It is the first potential medical benefit of anticarcinogenic properties.•It can induce differentiation of the RCM-1 human colon cancer cells.•The effective dose is the lowest among the other differentiation-inducers.•M...

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Bibliographic Details
Published in:Journal of functional foods 2014-05, Vol.8, p.62-67
Main Authors: Nakamura, Yasushi, Hasegawa, Yuki, Shirota, Koji, Suetome, Noboru, Nakamura, Takako, Chomnawang, Mullika Traidej, Thirapanmethee, Krit, Khuntayaporn, Piyatip, Boonyaritthongchai, Panida, Wongs-Aree, Chalermchai, Okamoto, Shigehisa, Shigeta, Tomoaki, Matsuo, Tomoaki, Park, Eun Young, Sato, Kenji
Format: Article
Language:English
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Summary:•Piperitenone oxide in spearmint was identified as a functional food ingredient.•It is the first potential medical benefit of anticarcinogenic properties.•It can induce differentiation of the RCM-1 human colon cancer cells.•The effective dose is the lowest among the other differentiation-inducers.•Monoterpenes such as carvone and menthol do not show the effect. The n-hexane extract from spearmint (Mentha spicata) leaves was purified via a bioassay-guided fractionation scheme, which was based on the induction of differentiation in a RCM-1 human colon cancer cell line. One of the criteria of a differentiation marker is the formation of ducts determined visually using phase contrast microscopy, the most potent fraction contained piperitenone oxide, based on EI-MS, 1H-NMR and 13C-NMR spectra. Previously, the role of piperitenone oxide was considered as an odor producing compound in spearmint cultivars, but this study indicates the potential medical benefits of this compound. The effective dose of piperitenone oxide was lower than that of any differentiation-inducers found in the bioassay. Piperitenone oxide was categorized into monoterpene such as carvone and menthol, which are also familiar ingredients in Mentha genus plants. However, carvone and menthol did not possess the differentiation-inducing effect.
ISSN:1756-4646
2214-9414
DOI:10.1016/j.jff.2014.03.005