In vivo anti-osteoporotic activity of isotaxiresinol, a lignan from wood of Taxus yunnanensis

Yin, Jun; Tezuka, Yasuhiro; Subehan,; Shi, Lei; Nobukawa, Machiko; Nobukawa, Takahiro; Kadota, Shigetoshi

doi:10.1016/j.phymed.2004.06.017

Cited by 39 publications

(27 citation statements)

References 13 publications

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“…Lignans represent an abundant and widespread group of compounds demonstrating a wide range of biological activities, such as anticancer (review by Landete 2012), antimicrobial, anti-inflammatory (Küpeli et al 2003;During et al 2012), hypoglycemic (Banskota et al 2006; reviews by: Erdemoglu et al 2004;Saleem et al 2005;Topcu and Demirkiran 2007;Dar and Arumugam 2013), antioxidant (Masuda et al 2010), cardioprotective (Zanwar et al 2011) and anti-osteoporotic (Yin et al 2006). Lignan food ingredients such as secoisolariciresinol, matairesinol, lariciresinol and pinoresinol are conversed by intestinal bacteria to enterolignans: enterodiol and enterolactone and were reported to reduce the risk of some cancers and cardiovascular diseases (Milder et al 2007;Ghisalberti 1997;Landete 2012) and exhibited estrogen activity (Cassidy et al 2000;Aehle et al 2011).…”

Section: Introductionmentioning

confidence: 99%

Lignan accumulation in two-phase cultures of Taxus x media hairy roots

Sykłowska-Baranek

Łysik

Jeziorek

et al. 2018

Plant Cell Tiss Organ Cult

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The biosynthetic potential for six lignans accumulation in two lines of Taxus x media hairy roots was investigated. The cultures of KT and ATMA hairy root lines were supplemented with precursors: coniferyl alcohol (CA 1, 10 or 100 µM) and/or l-phenylalanine (100 µM PHEN) and/or methyl jasmonate (100 µM MeJa). Moreover the two-phase in vitro cultures supported with perfluorodecalin (PFD) as a gas carrier and in situ extrahent were used. The hairy root lines differed in lignan production profiles. In the control untreated cultures KT roots did not accumulate secoisolariciresinol and lariciresinol while ATMA roots did not accumulate matairesinol. In ATMA roots the treatment with CA (1 or 10 µM) resulted in the production of lariciresinol and secoisolariciresinol whereas solely lariciresinol was present after 100 µM CA application. Elicitation with 1 µM CA and MeJa yielded with hydroxymatairesinol aglyca and lariciresinol glucosides with their highest content 37.88 and 3.19 µg/g DW, respectively. The stimulatory effect of simultaneous treatment with 1 µM CA, PHEN and MeJa on lignan production was observed when the cultures were supplemented with PFD-aerated or degassed. In ATMA root cultures these applied conditions were the most favourable for matairesinol content which amounted to 199.86 and 160.25 µg/g DW in PFD-aerated and PFD-degassed supported cultures, respectively. In KT root cultures solely, hydroxymatairesinol and coniferin/CA content was enhanced with their highest yield 59.29 and 134.60 µg/g DW in PFD-aerated and PFD-degassed cultures, respectively.

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Section: Introductionmentioning

confidence: 99%

Lignan accumulation in two-phase cultures of Taxus x media hairy roots

Sykłowska-Baranek

Łysik

Jeziorek

et al. 2018

Plant Cell Tiss Organ Cult

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“…11) Isotaxiresinol from Taxux yunnanensis prevented bone loss in ovariectomized model. 12) We previously isolated lignans from the barks of Machilus thunbergii SIEB. et ZUCC (Lauraceae) and evaluated their neuroprotective activity.…”

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confidence: 99%

Stimulatory Activity of Lignans from Machilus thunbergii on Osteoblast Differentiation

Lee

Yang

et al. 2007

Biological & Pharmaceutical Bulletin

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Osteoporosis is characterized by a reduced bone mass, which results in increased bone fragility and fracture risk. 1)Estrogen deficiency which occurs at menopause plays a major role in the development of osteoporosis in elderly women.2) Therefore, estrogen replacement therapy (ERT) has been widely used for prevention of postmenopausal osteoporosis. However, ERT also shows other undesirable side effects including increased incidence of breast cancer and heart disease.3) Recently, there is a growing interest in searching for alternatives from dietary natural plant products. Phytoestrogens are naturally occurring polyphenolic plant-derived compounds of nonsteroidal structure that are similar to the mammalian estrogen, such as estradiol. They can bind to estrogen receptor (ER), thus exerting estrogenic activity. 4)Many investigators have reported that phytoestrogens are effective in preventing bone loss in an ovariectomized rats and postmenopausal women.5-7) Phytoestrogen includes various families of compounds such as isoflavonoids, flavonoids, lignans and stilbenes. Isoflavonoids, such as daidzein and genistein, which are abundant in soybean, have extensively investigated and have been demonstrated to have beneficial effects against bone loss in a clinical study 7) and various experimental models. 8,9) Lignans, another group of phytoestrogens, are widely distributed throughout plants. Especially, cereals, grains, berries and garlic are good dietary sources of lignans.10) Recently, lignans have received considerable attention for their potential role in prevention of osteoporosis.10) Secoisolariciresinol diglycoside from flaxseed showed anti-osteoporotic activity in postmenopausal women.11) Isotaxiresinol from Taxux yunnanensis prevented bone loss in ovariectomized model. 12) We previously isolated lignans from the barks of Machilus thunbergii SIEB. et ZUCC (Lauraceae) and evaluated their neuroprotective activity. 13,14) In the present study, we further tried to evaluate anti-osteoporotic potentials of these lignans (Fig. 1). We employed primary cultures of mouse osteoblasts as an in vitro assay system and evaluated effect of lignans on osteoblast differentiation by measuring several osteoblast differentiation makers such as alkaline phosphatase (ALP), collagen content and calcium deposition. We further attempted to elucidate their mechanism using ER antagonist, tamoxifen. Phytoestrogens are naturally occurring compounds exerting estrogenic activity, and include isoflavonoids, flavonoids and lignans. In the present study, we evaluated the stimulating activity of six lignans, meso-dihydroguaiaretic acid, nordihydroguaiaretic acid, machilin A, guaiacin, isoguaiacin and isoguaiacin dimethylether, from Machilus thunbergii, on osteoblast differentiation employing primary cultures of mouse osteoblast as an in vitro assay system. Among the six lignans tested, arylnaphthalene type lignans such as guaiacin, isoguaiacin and isoguaiacin dimethylether significantly increased alkaline phosphatase activity, whereas bibenzylbutan...

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“…The most studies of the lignans, inclusive Taxus species, have concentrated on the bioactivities, to ensure the future lead drugs. The results of the studies imply the use of isotaxiresinol in postmenopausal osteoporosis treatment, mainly in the prevention of estrogen deficiency induced bone fracture [23].…”

Section: Introductionmentioning

confidence: 92%

Identification and quantitative determination of pinoresinol in Taxus ×media Rehder needles, cell suspension and shoot cultures

et al. 2015

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The aim of our study was to investigate the presence and quantitative contents of lignans in the tissues of Taxus ×media. The presence of the lignans: pinoresinol, matairesinol and secoisolariciresinol was assessed in needles, shoots cultures and suspension culture. Pinoresinol was the only lignan found in the tissue of T. ×media. The total pinoresinol content in the needles and in the shoots was 1.24 mg/g dry weight (dw) and 0.69 mg/g dw, respectively. Most of the pinoresinol identified was appeared glycosidically bound. In needles, the amount of glycosidically bound pinoresinol (0.81 mg/g dw) was about twice as high as that of free pinoresinol (0.43 mg/g dw). The content of free and glycosidically bound pinoresinol showed the level of 0.18 mg/g dw and 0.51 mg/g dw, respectively in the in vitro shoot cultures. In the cell culture, no pinoresinol was found.

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In vivo anti-osteoporotic activity of isotaxiresinol, a lignan from wood of Taxus yunnanensis

Cited by 39 publications

References 13 publications

Lignan accumulation in two-phase cultures of Taxus x media hairy roots

Lignan accumulation in two-phase cultures of Taxus x media hairy roots

Stimulatory Activity of Lignans from Machilus thunbergii on Osteoblast Differentiation

Identification and quantitative determination of pinoresinol in Taxus ×media Rehder needles, cell suspension and shoot cultures

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