Production of Podophyllotoxin in Juniperus Chinensis Callus Cultures Treated with Oligosaccharides and a Biogenetic Precursor in Honour of Professor G. H. Neil Towers 75th Birthday

Muranaka, Toshio; Miyata, Masaru; Ito, Kazutaka; Tachibana, Sanro

doi:10.1016/s0031-9422(98)00295-7

Cited by 58 publications

(24 citation statements)

References 10 publications

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“…Podophyllotoxin, a bioactive lignan is a valuable natural product as a precursor to three anticancer drugs etoposide, tenopside and etopophose phosphate (Schacter 1996). Podophyllotoxin has also been reported in other plant genera, such as Linum, Juniperus, Hyptis, Teuricum, Nepata, Dysosma, Jeffersonia, Thymus and Thuja, (Kupchan et al 1965;San Feliciano et al 1989a, b;Broomhead and Dewick 1990a, b;Yu et al 1991;Kuhnt et al 1994;Konuklugil 1996a, b;Muranaka et al 1998;Bedir et al 2001). Literature survey on podophyllotoxin revealed that the molecule occupies an important position among the plant based anti-cancer drugs, (Imbert 1998;Utsugi et al 1996;Subrahmanyam et al 1998;Schacter 1996;Farkya et al 2004;Germaine et al 2004;Kupchan et al 1965;San Feliciano et al 1989a, b;Broomhead and Dewick 1990a, b;Yu et al 1991;Kuhnt et al 1994;Konuklugil 1996a, b;Muranaka et al 1998;Bedir et al 2001).…”

Section: Introductionmentioning

confidence: 92%

“…Podophyllotoxin has also been reported in other plant genera, such as Linum, Juniperus, Hyptis, Teuricum, Nepata, Dysosma, Jeffersonia, Thymus and Thuja, (Kupchan et al 1965;San Feliciano et al 1989a, b;Broomhead and Dewick 1990a, b;Yu et al 1991;Kuhnt et al 1994;Konuklugil 1996a, b;Muranaka et al 1998;Bedir et al 2001). Literature survey on podophyllotoxin revealed that the molecule occupies an important position among the plant based anti-cancer drugs, (Imbert 1998;Utsugi et al 1996;Subrahmanyam et al 1998;Schacter 1996;Farkya et al 2004;Germaine et al 2004;Kupchan et al 1965;San Feliciano et al 1989a, b;Broomhead and Dewick 1990a, b;Yu et al 1991;Kuhnt et al 1994;Konuklugil 1996a, b;Muranaka et al 1998;Bedir et al 2001). There are several constraints in meeting the demand of bioactive lignan because (i) its chemical synthesis is not commercially feasible due to the presence of four chiral centres along with a c lactone and high degree of oxygenation (Dayamanti and Lawn 1998;Berkovitz et al 2000) and (ii) difficulties in approaching towards good yield through biotechnological aspects (Berlin et al 1988;Empt et al 2001;Giri and Narasu 2000;Peterson and Alferman 2001).…”

Section: Introductionmentioning

confidence: 92%

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Isolation and identification of an endophytic strain of Fusarium oxysporum producing podophyllotoxin from Juniperus recurva

Kour

Shawl

Rehman

et al. 2007

World J Microbiol Biotechnol

201

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Podophyllotoxin, a well-known naturally occurring aryltetralin lignan occurs in few plant species that is used as a precursor for the chemical synthesis of the anticancer drugs like etoposide, teniposide and etopophose phosphate. The availiability of this lignan is becoming increasingly limited because of the scarce occurance of its natural sources and also because synthetic approaches for its production are still commercially unacceptable. This paper reports first time the production of podophyllotoxin by an endophytic fungus Fusarium oxysporum isolated from the medicinal plant Juniperus recurva. Further confirmation and quantification of podophyllotoxin was performed by HPLC, LC-MS, and LC-MS/MS.

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Section: Introductionmentioning

confidence: 92%

Section: Introductionmentioning

confidence: 92%

Isolation and identification of an endophytic strain of Fusarium oxysporum producing podophyllotoxin from Juniperus recurva

Kour

Shawl

Rehman

et al. 2007

World J Microbiol Biotechnol

201

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“…Horstmann (Kusari et al, 2011) to 2260 mg/100 g DW in J. bermudiana L. (Renouard et al, 2011). As for the concentration of deoxypodophyllotoxin, it ranged from 0.5 mg/100 g DW in J. blaaws (Muranaka et al, 1998) to 470 mg/100 g DW in J. bermudiana (Renouard et al, 2011).…”

Section: Analysis Of Podophyllotoxin and Deoxypodophyllotoxin Contentmentioning

confidence: 99%

Study of cytotoxic activity, podophyllotoxin, and deoxypodophyllotoxin content in selectedJuniperusspecies cultivated in Poland

Och

Cieśla³

et al. 2015

Pharmaceutical Biology

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Context: The demand for podophyllotoxin and deoxypodophyllotoxin is still increasing and commercially exploitable sources are few and one of them, Podophyllum hexandrum Royle (Berberidaceae), is a ''critically endangered'' species. Objective: The first aim was to quantify the amount of podophyllotoxin and deoxypodophyllotoxin in 61 Juniperus (Cupressaceae) samples. Cytotoxic activity of podophyllotoxin and ethanolic leaf extracts of Juniperus scopulorum Sarg. ''Blue Pacific'' and Juniperus communis L. ''Depressa Aurea'' was examined against different leukemia cell lines. Materials and methods: Ultra-performance liquid chromatography (UPLC) analysis was performed with the use of a Waters ACQUITY UPLC TM system (Waters Corp., Milford, MA). The peaks of podophyllotoxin and deoxypodophyllotoxin were assigned on the basis of their retention data and mass-to-charge ratio (m/z). Trypan blue assay was performed to obtain IC 50 cytotoxicity values against selected leukemia cell lines. Results: Juniperus scopulorum was characterized with the highest level of podophyllotoxin (486.7 mg/100 g DW) while Juniperus davurica Pall. contained the highest amount of deoxypodophyllotoxin (726.8 mg/100 g DW). Podophyllotoxin IC 50 cytotoxicity values against J45.01 and CEM/C1 leukemia cell lines were 0.0040 and 0.0286 mg/mL, respectively. Juniperus scopulorum extract examined against J45.01 and HL-60/MX2 leukemia cell lines gave the respective IC 50 values: 0.369-9.225 mg/mL. Juniperus communis extract was characterized with the following IC 50 cytotoxity values against J45.01 and U-266B1 cell lines: 3.310-24.825 mg/mL. Conclusions: Juniperus sp. can be considered as an alternative source of podophyllotoxin and deoxypodophyllotoxin. Cytotoxic activity of podophyllotoxin and selected leaf extracts of Juniperus sp. against a set of leukemia cell lines was demonstrated.

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“…somatic embryogenesis) -that are presently occurring in our laboratory -or for studies of production of secondary metabolites. An interesting example is the production of high contents of podophyllotoxin (a strong anti-tumor agent) in callus tissue from leaves of J. chinensis on SH medium supplemented with 16.2 µM NAA and 0.93 µM KIN (Muranaka et al 1998). Other growth regulator combinations as 4.5 µM 2,4-dichlorophenoxyacetic acid (2,4-D) and 0.93 µM KIN or 5.4 µM NAA and 0.93 µM KIN also originated good calli production although not so efficiently (Muranaka et al 1998).…”

Section: Rooting Studies and Plant Acclimatizationmentioning

confidence: 99%

“…An interesting example is the production of high contents of podophyllotoxin (a strong anti-tumor agent) in callus tissue from leaves of J. chinensis on SH medium supplemented with 16.2 µM NAA and 0.93 µM KIN (Muranaka et al 1998). Other growth regulator combinations as 4.5 µM 2,4-dichlorophenoxyacetic acid (2,4-D) and 0.93 µM KIN or 5.4 µM NAA and 0.93 µM KIN also originated good calli production although not so efficiently (Muranaka et al 1998). Also, Segura (1995, 1996) achieved callus formation from adult J. oxycedrus plants in SH medium with 2,4-D. Our results with J. phoenicea confirm that, similarly to J. chinensis and among the combinations tested, NAA plays an important role on callus production as the media that induced callus had this growth regulator (Table 1).…”

Section: Rooting Studies and Plant Acclimatizationmentioning

confidence: 99%

Micropropagation of Juniperus phoenicea from adult plant explants and analysis of ploidy stability using flow cytometry

Loureiro¹,

Capelo²,

Brito³

et al. 2007

Biol. plant.

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We report here the successful micropropagation of adult Juniperus phoenicea L. with respective ploidy stability studies. Microcuttings with axillary buds were grown on five media supplemented with different growth regulator combinations. Best elongation rates were achieved on Driver and Kuniyuki (DKW) medium supplemented with kinetin alone or with naphthaleneacetic acid (NAA), while Rugini olive (OM) medium stimulated the development of new branches. Shoots growing on Murashige and Skoog (MS) medium browned and showed necrotic zones. Shoots of second to fourth subcultures usually had higher elongation rates than those of the first culture. For rooting assays, half strength DKW and OM media, different concentrations of growth regulators, auxin continuous exposure vs. dipping and the type of solid matrix were assessed. During rooting assays, two morphotypes were observed with one type having well developed internodes and the other showing hyperhydratation and no internode development. High rooting rates (40 %) were only obtained in the first morphotype shoots exposed for 5 min to 2.4 µM IBA and then transferred to OM medium without growth regulators. Plants were acclimatized in pots containing a mixture of peat and Perlite (3:2) in greenhouse with progressive reduction of relative humidity. A flow cytometric screening for major ploidy changes revealed no differences among the morphotypes and between them and the mother plant. Also the nuclear DNA content of this species was estimated for the first time using flow cytometry (2C = 24.71 pg).

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Production of Podophyllotoxin in Juniperus Chinensis Callus Cultures Treated with Oligosaccharides and a Biogenetic Precursor in Honour of Professor G. H. Neil Towers 75th Birthday

Cited by 58 publications

References 10 publications

Isolation and identification of an endophytic strain of Fusarium oxysporum producing podophyllotoxin from Juniperus recurva

Isolation and identification of an endophytic strain of Fusarium oxysporum producing podophyllotoxin from Juniperus recurva

Study of cytotoxic activity, podophyllotoxin, and deoxypodophyllotoxin content in selectedJuniperusspecies cultivated in Poland

Micropropagation of Juniperus phoenicea from adult plant explants and analysis of ploidy stability using flow cytometry

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