Hydroxymatairesinol
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| IUPAC name
(7′S,8β,8′α)-4,4′,7′-Trihydroxy-3,3′-dimethoxylignano-9,9′-lactone
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| Systematic IUPAC name
(3R,4R)-4-[(S)-Hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one | |
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3D model (JSmol)
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| ChEMBL | |
| ChemSpider | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C20H22O7 | |
| Molar mass | 374.389 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Hydroxymatairesinol (HMR) is a lignan found in Norway spruce (Picea abies).[1] It is an enterolactone precursor with anticancer activities. In rats, HMR decreased the volume of induced tumours and stabilised established tumours, as well as preventing the development of new tumours.[1] It has also shown anti-oxidant properties in vitro.[1]
HMR's chemical structure is similar to matairesinol.[2] At high concentrations, HMR has estrogenic properties, which are considerably weaker than those of estradiol.[2]
References
[edit]- ^ a b c Saarinen, NM; Warri, A; Makela, SI; et al. (2000). "Hydroxymatairesinol, a novel enterolactone precursor with antitumor properties from coniferous tree (Picea abies)". Nutrition and Cancer. 36 (2): 207–16. doi:10.1207/S15327914NC3602_10. PMID 10890032. S2CID 22124446.
- ^ a b Cosentino, M; Marino, F; Ferrari, M; et al. (August 2007). "Estrogenic activity of 7-hydroxymatairesinol potassium acetate (HMR/lignan) from Norway spruce (Picea abies) knots and of its active metabolite enterolactone in MCF-7 cells". Pharmacological Research. 56 (2): 140–7. doi:10.1016/j.phrs.2007.05.001. PMID 17572100.
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