Production of naphthoquinone derivatives using two-liquid-phase suspension cultures of Alkanna orientalis
详细信息    查看全文
  • 作者:Sepideh Mahjouri ; Ali Movafeghi…
  • 关键词:Alkanna orientalis ; Alkannin/shikonin derivatives ; Two ; liquid ; phase culture ; Liquid paraffin
  • 刊名:Plant Cell, Tissue and Organ Culture
  • 出版年:2016
  • 出版时间:January 2016
  • 年:2016
  • 卷:124
  • 期:1
  • 页码:201-207
  • 全文大小:727 KB
  • 参考文献:Akgun I, Ganzera M, Gur C, Senol S, Korkmaz K, Bedir E (2009) Determination of naphthazarin derivatives in 16 Alkanna species by RP-LC using UV and MS for detection. Chromatographia 70:963鈥?67CrossRef
    And煤jar I, R铆os JL, Giner RM, Recio MC (2013) Pharmacological properties of shikonin鈥攁 review of literature since 2002. Planta Med 79:1685鈥?697CrossRef PubMed
    Assimopoulou A, Papageorgiou V (2004) Study on polymerization of the pharmaceutical substances isohexenylnaphthazarins. Biomed Chromatogr 18:492鈥?00CrossRef PubMed
    Assimopoulou A, Karapanagiotis I, Vasiliou A, Kokkini S, Papageorgiou V (2006) Analysis of alkannin derivatives from Alkanna species by high-performance liquid chromatography/photodiode array/mass spectrometry. Biomed Chromatogr 20:1359鈥?374CrossRef PubMed
    Assimopoulou A, Ganzera M, Stuppner H, Papageorgiou V (2008) Simultaneous determination of monomeric and oligomeric alkannins and shikonins by high-performance liquid chromatography鈥揹iode array detection鈥搈ass spectrometry. Biomed Chromatogr 22:173鈥?90CrossRef PubMed
    Chiang L, Abdullah MA (2007) Enhanced anthraquinones production from adsorbent-treated Morinda elliptica cell suspension cultures in production medium strategy. Process Biochem 42:757鈥?63CrossRef
    Fujita Y, Hara Y, Suga C, Morimoto T (1981) Production of shikonin derivatives by cell suspension cultures of Lithospermum erythrorhizon II. a new medium for the Production of shikonin derivatives. Plant Cell Rep 1:61鈥?3CrossRef PubMed
    Fukui H, Tani M, Tabata M (1992) An unusual metabolite, dihydroechinofuran, released from cultured cells of Lithospermum erythrorhizon. Phytochemistry 31:519鈥?21CrossRef
    Gamborg OL, Miller RA, Ojima K (1968) Nutrient requirements of suspension cultures of soybean root cells. Exp Cell Res 50:151鈥?58CrossRef PubMed
    Ge F, Yuan X, Wang X, Zhao B, Wang Y (2006) Cell growth and shikonin production of Arnebia euchroma in a periodically submerged airlift bioreactor. Biotechnol Lett 28:525鈥?29CrossRef PubMed
    Gupta K, Garg S, Singh J, Kumar M (2014) Enhanced production of naphthoquinone metabolite (shikonin) from cell suspension culture of Arnebia sp. and its up-scaling through bioreactor. 3 Biotech 4:263鈥?73PubMedCentral CrossRef
    Lee-Parsons CW, Shuler ML (2002) The effect of ajmalicine spiking and resin addition timing on the production of indole alkaloids from Catharanthus roseus cell cultures. Biotechnol Bioeng 79:408鈥?15CrossRef PubMed
    Lin L, Wu J (2002) Enhancement of shikonin production in single-and two-phase suspension cultures of Lithospermum erythrorhizon cells using low-energy ultrasound. Biotechnol Bioeng 78:81鈥?8CrossRef PubMed
    Liu Z, Qi J, Chen L, Zhang M, Wang X, Pang Y, Yang Y (2006) Effect of light on gene expression and shikonin formation in cultured Onosma paniculatum cells. Plant Cell Tissue Organ Cult 84:38鈥?8CrossRef
    Malik S, Bhushan S, Sharma M, Ahuja PS (2011) Physico-chemical factors influencing the shikonin derivatives production in cell suspension cultures of Arnebia euchroma (Royle) Johnston, a medicinally important plant species. Cell Biol Int 35:153鈥?58CrossRef PubMed
    Malik S, Hossein Mirjalili M, Fett-Neto A, Mazzafera P, Bonfill M (2013) Living between two worlds: two-phase culture systems for producing plant secondary metabolites. Crit Rev Biotechnol 33:1鈥?2CrossRef PubMed
    Papageorgiou V, Winkler A, Sagredos A, Digenis G (1979) Studies on the relationship of structure to antimicrobial properties of naphthaquinones and other constituents of Alkanna tinctoria. Planta Med 35:56鈥?0CrossRef PubMed
    Papageorgiou VP, Assimopoulou AN, Couladouros EA, Hepworth D, Nicolaou K (1999) The chemistry and biology of alkannin, shikonin, and related naphthazarin natural products. Angew Chem Int 38:270鈥?01CrossRef
    Papageorgiou V, Assimopoulou A, Kyriacou G (2002) Determination of naturally occurring hydroxynaphthoquinone polymers by size-exclusion chromatography. Chromatographia 55:423鈥?30CrossRef
    Spyros A, Assimopoulou AN, Papageorgiou VP (2005) Structure determination of oligomeric alkannin and shikonin derivatives. Biomed Chromatogr 19:498鈥?05CrossRef PubMed
    Tappeiner J, Vasiliou A, Ganzera M, Fessas D, Stuppner H, Papageorgiou VP, Assimopoulou AN (2014) Quantitative determination of alkannins and shikonins in endemic Mediterranean Alkanna species. Biomed Chromatogr 28:923鈥?33CrossRef PubMed
    Wang S, Guo LP, Xie T, Yang J, Tang JF, Li X, Wang X, Huang LQ (2014) Different secondary metabolic responses to MeJA treatment in shikonin-proficient and shikonin-deficient cell lines from Arnebia euchroma (Royle) Johnst. Plant Cell Tissue Organ Cult 119:587鈥?98CrossRef
    Woodley J, Bisschops M, Straathof A, Ottens M (2008) Future directions for in situ product removal (ISPR). J Chem Technol Biotechnol 83:121鈥?23CrossRef
    Xu Q, Cheng J, Ge Z, Yuan Y (2004) Effects of organic solvents on membrane of Taxus cuspidata cells in two-liquid-phase cultures. Plant Cell Tissue Organ Cult 79:63鈥?9CrossRef
    Yamamoto H, Yazaki K, Inoue K (2000) Simultaneous analysis of shikimate-derived secondary metabolites in Lithospermum erythrorhizon cell suspension cultures by high-performance liquid chromatography. J Chromatogr B 738:3鈥?5CrossRef
    Yang Y, Zhao D, Yuan K, Zhou G, Wang Y, Xiao Y, Wang C, Xu J, Yang W (2014) Two new dimeric naphthoquinones with neuraminidase inhibitory activity from Lithospermum erythrorhizon. Nat Prod Res. doi:10.鈥?080/鈥?4786419.鈥?014.鈥?57695
    Yazaki K, Fukui H, Tabata M (1986) Isolation of the intermediates and related metabolites of shikonin biosynthesis from Lithospermum erythrorhizon cell cultures. Chem Pharm Bull 34:2290鈥?293CrossRef
    Zare K, Nazemiyeh H, Movafeghi A, Khosrowshahli M, Motallebi-Azar A, Dadpour M, Omidi Y (2010) Bioprocess engineering of Echium italicum L.: induction of shikonin and alkannin derivatives by two-liquid-phase suspension cultures. Plant Cell Tissue Organ Cult 100:157鈥?64CrossRef
    Zare K, Khosrowshahli M, Nazemiyeh H, Movafeghi A, Azar AM, Omidi Y (2011) Callus culture of Echium italicum L. towards production of a shikonin derivative. Nat Prod Res 25:1480鈥?487CrossRef PubMed
  • 作者单位:Sepideh Mahjouri (1)
    Ali Movafeghi (1)
    Khadijeh Zare (1)
    Morteza Kosari-Nasab (2)
    Hossein Nazemiyeh (3)

    1. Department of Plant Biology, Faculty of Natural Sciences, University of Tabriz, Tabriz, Iran
    2. Drug Applied Research Center, Tabriz University of Medical Sciences, Tabriz, Iran
    3. Research Center for Pharmaceutical Nanotechnology and Faculty of Pharmacy, Tabriz University of Medical Sciences, Tabriz, Iran
  • 刊物类别:Biomedical and Life Sciences
  • 刊物主题:Life Sciences
    Plant Sciences
    Plant Physiology
  • 出版者:Springer Netherlands
  • ISSN:1573-5044
文摘
An in vitro two-liquid-phase suspension culture system of Alkanna orientalis was established in order to evaluate the ability of cultured cells to produce naphthoquinone derivatives. Initially, callus tissues were prepared from cotyledon explants of A. orientalis on the solidified B5 medium supplemented with 1 mg/L 2,4-dicholorophenoxyacetic acid (2,4-D) and 2 mg/L kinetin (kin). Subsequently, fragile calli were transferred to liquid B5 medium with the same growth regulators for the initiation of cell suspension culture. Thereafter, the two-liquid-phase suspension culture was established using M9 medium and liquid paraffin as the absorbent. The presence of liquid paraffin efficiently induced the production of pigments by the cultured cells. The n-hexane extract of proliferated cell suspension culture was studied by analytical HPLC. Then, the main secondary metabolites were separated by preparative HPLC and their structures were elucidated by UV, 1H and 13C-NMR spectroscopy. Accordingly, alkannin/shikonin, alkannin/shikonin acetate, deoxyshikonofuran and a dimmer of alkannin/shikonin were identified as the main chemical compounds in the extract. On the basis of our results, the two-liquid-phase suspension culture led to the effective induction of naphthoquinone derivatives. These findings draw attention to the potential of A. orientalis cell suspension cultures in the production of naphthoquinone which may be considered as a source for the biosynthesis of these secondary metabolites for medicinal or industrial uses. Keywords Alkanna orientalis Alkannin/shikonin derivatives Two-liquid-phase culture Liquid paraffin
NGLC 2004-2010.National Geological Library of China All Rights Reserved.
Add:29 Xueyuan Rd,Haidian District,Beijing,PRC. Mail Add: 8324 mailbox 100083
For exchange or info please contact us via email.