Production of macrocyclic ellagitannin oligomers by oenothera laciniata callus cultures

Taniguchi, Shoko; Nakamura, Nobuhiko; Nose, Midori; Takeda, Shiho; Yabu-uchi, Ryoko; Ito, Hideyuki; Yoshida, Takashi; Yazaki, Kazufumi

doi:10.1016/s0031-9422(97)01007-8

Cited by 22 publications

(6 citation statements)

References 17 publications

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“…/NO 3 -molar ratio (40 mM N) was applied (Pan et al 2004). Taniguchi et al (1998) also reported nearly two-fold higher levels of oenothein B in Oenothera laciniata callus cultures than in the intact plant when a modified LS medium containing 10 mM NH 4 ? and 5 mM NO 3 -was used.…”

Section: Effect Of Cytokinins On Growth and Production Of Secondary Mmentioning

confidence: 93%

“…Also, a modified MS basal medium with a low level of nitrogen (N) supplied as inorganic ammonium (10 mM NH 4 ? ) and nitrate (5 mM NO 3 -) (Taniguchi et al 1998), with 3% sucrose and supplemented with 2iP (0.4 mg l -1 ), BA (0.2 mg l -1 ), Kin (0.1 mg l -1 ) and NAA (0.05 mg l -1 ) (MSM medium) was used. For this experiment, MS medium supplemented with 2iP (0.4 mg l -1 ), BA (0.2 mg l -1 ), Kin (0.1 mg l -1 ) and NAA (0.05 mg l -1 ) was considered as control.…”

Section: Plant Materials Treatments and Growing Conditionsmentioning

confidence: 99%

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Effects of plant growth regulators and elicitors on production of secondary metabolites in shoot cultures of Hypericum hirsutum and Hypericum maculatum

Coste

Vlase

Halmágyi

et al. 2011

Plant Cell Tiss Organ Cult

200

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We investigated the effects of plant growth regulators [6-benzyladenine (BA), kinetin (Kin), 6-c, c-dimethylallylaminopurine (2iP), thidiazuron (TDZ) and a-naphthaleneacetic acid (NAA)], modified Murashige and Skoog (MS) medium containing 10 mM NH 4 ? and 5 mM NO 3 -and supplemented with 2iP, BA, Kin and NAA (MSM medium), and two elicitors [jasmonic acid (JA), and salicylic acid (SA)], on plant growth and accumulation of hypericins (hypericin and pseudohypericin) and hyperforin in shoot cultures of Hypericum hirsutum and H. maculatum. Our data suggested that culture of shoots on MS medium supplemented with BA (0.4 mg l -1 ) or Kin (0.4 mg l -1 ) enhanced production of hypericins in H. maculatum and hyperforin in H. hirsutum. Hypericins and hyperforin concentrations decreased in both species when TDZ (0.4 mg l -1 ) was added to the MS medium. Also, TDZ induced hyperhydric malformations and necrosis of regenerated shoots. Cultivation of H. maculatum on MSM medium resulted in approximately twofold increased production of hypericins compared to controls, and the growth of H. hirsutum shoots on the same medium led to a 6.16-fold increase in hyperforin production. Of the two elicitors, SA was more effective in stimulating the accumulation of hypericins. At 50 lM, SA enhanced the production of hypericin (7.98-fold) and pseudohypericin (13.58-fold) in H. hirsutum, and, at 200 lM, enhanced the production of hypericin (2.2-fold) and pseudohypericin (3.94-fold) in H. maculatum.

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Section: Effect Of Cytokinins On Growth and Production Of Secondary Mmentioning

confidence: 93%

Section: Plant Materials Treatments and Growing Conditionsmentioning

confidence: 99%

Effects of plant growth regulators and elicitors on production of secondary metabolites in shoot cultures of Hypericum hirsutum and Hypericum maculatum

Coste

Vlase

Halmágyi

et al. 2011

Plant Cell Tiss Organ Cult

200

View full text Add to dashboard Cite

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“…In a study on the production of ellagitannins by callus cultures, Taniguchi et al reported the establishment of callus tissues induced from the Oenothera laciniata leaves, which yielded large amounts of oenotheins A ( 13 ) and B ( 4 ), as well as oenotherin T 1 ( 23 ) [ 25 , 29 ]. It is noteworthy that oenothein B content (65 mg/g dry wt) in the calli cultured on modified Linsmaier–Skoog’s medium was 1.8 times higher than that of intact leaves [ 29 ].…”

Section: Oxidized Metabolites (Dimers and Oligomers) Of Oenothein mentioning

confidence: 99%

Chemical and Biological Significance of Oenothein B and Related Ellagitannin Oligomers with Macrocyclic Structure

2018

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In 1990, Okuda et al. reported the first isolation and characterization of oenothein B, a unique ellagitannin dimer with a macrocyclic structure, from the Oenothera erythrosepala leaves. Since then, a variety of macrocyclic analogs, including trimeric–heptameric oligomers have been isolated from various medicinal plants belonging to Onagraceae, Lythraceae, and Myrtaceae. Among notable in vitro and in vivo biological activities reported for oenothein B are antioxidant, anti-inflammatory, enzyme inhibitory, antitumor, antimicrobial, and immunomodulatory activities. Oenothein B and related oligomers, and/or plant extracts containing them have thus attracted increasing interest as promising targets for the development of chemopreventive agents of life-related diseases associated with oxygen stress in human health. In order to better understand the significance of this type of ellagitannin in medicinal plants, this review summarizes (1) the structural characteristics of oenothein B and related dimers; (2) the oxidative metabolites of oenothein B up to heptameric oligomers; (3) the distribution of oenotheins and other macrocyclic analogs in the plant kingdom; and (4) the pharmacological activities hitherto documented for oenothein B, including those recently found by our laboratory.

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“…The callus and shoot cultures of Hetrocentron roseum, under illumination with fluorescent lamps, produce large amounts of casuarictin (a C-glycosidic monomer) and nobotanin M (a dimer) (Yazaki and Okuda, 1990). Oenothein B and other macrocyclic dimers were produced by callus culture of Oenothera laciniata and shoot tissue culture of O. tetraptera (Taniguchi et al, 1998. Geraniin and other ellagitannins were accumulated by Aleurites fordii callus culture .…”

Section: Production Of Ellagitannins By Tissue Culturesmentioning

confidence: 99%

Ellagitannins Renewed the Concept of Tannins

Okuda

Yoshida

Hatano

et al. 2009

Chemistry and Biology of Ellagitannins

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Production of macrocyclic ellagitannin oligomers by oenothera laciniata callus cultures

Cited by 22 publications

References 17 publications

Effects of plant growth regulators and elicitors on production of secondary metabolites in shoot cultures of Hypericum hirsutum and Hypericum maculatum

Effects of plant growth regulators and elicitors on production of secondary metabolites in shoot cultures of Hypericum hirsutum and Hypericum maculatum

Chemical and Biological Significance of Oenothein B and Related Ellagitannin Oligomers with Macrocyclic Structure

Ellagitannins Renewed the Concept of Tannins

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