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2013 | 60 | 4 |

Tytuł artykułu

Production of triterpenoids with cell and tissue cultures

Warianty tytułu

Języki publikacji

EN

Abstrakty

EN
 Triterpenes are group of biologically active compounds which can be found in higher plants. Their main source are plants bark, leaves, twigs, fruits, resins or oils. The biological activity of triterpens is very diversified and many studies have already confirmed the following therapeutic effects: anti-inflammatory, antimicrobial, antiviral, antifungial, immunomodulatory, and hepatoprotective. Synthesis of triterpenes derivates can be performed by chemical or enzymatic reactions, however biotransformation is more specific and eliminates the side products and the molecule alterations. These processes use isolated enzymes or microorganisms. Cell culture in vitro eliminates problems like extract variability as well as instability of the compounds being obtained during the extraction process. What is more, it ensures high reproducibility and optimal regio- and enantioselectivity. The most widely used technique is a classical screening of a series of microbial strains. Studies on triterpene biotransformation give a lot of information about new biologically active compounds and let predict the metabolism of biological compounds. This review presents most important advancements in the metabolic engineering of microorganisms for the production of triterpenoids. Moreover, the review highlights general strategies to obtain rich biochemical diversity of plants by employing the biocatalysts produced by microorganisms or tissue cultures.

Słowa kluczowe

Wydawca

-

Rocznik

Tom

60

Numer

4

Opis fizyczny

p.731-735,fig.,ref.

Twórcy

  • Institute of Organic Chemistry and Technology Institute, Faculty of Chemical Engineering and Technology, Cracow University of Technology, Krakow, Poland
autor
  • Institute of Organic Chemistry and Technology Institute, Faculty of Chemical Engineering and Technology, Cracow University of Technology, Krakow, Poland
autor
  • Institute of Organic Chemistry and Technology Institute, Faculty of Chemical Engineering and Technology, Cracow University of Technology, Krakow, Poland

Bibliografia

  • Baratto LC, Porsani MV, Pimentel IC, Pereira Netto AB, Paschke R, Oliveira BH (2013) Preparation of betulinic acid derivatives by chemical and biotransformation methods and determination of cytotoxicity against selected cancer cell lines. Eur J Med Chem 68: 121-131. 
  • Bastos DZ, Pimentel IC, de Jesus D, de Oliveira BA (2007) Biotransformation of betulinic and betulonic acids by fungi. Phytochemistry 68: 834-839. 
  • Canter PH, Thomas H, Ernst E (2005) Bringing medicinal plants into cultivation: opportunities and challenges for biotechnology. Trends Biotechnol 23: 180-185. 
  • Carvalho TC, Polizeli AM, Turatti IC, Severiano ME, Carvalho CE, Ambrósio SR et al. (2010) Screening of filamentous fungi to identify biocatalysts for lupeol biotransformation. Molecules 15: 6140-6151. 
  • Charlwood BV, Rhodes MJC (1990) Secondary products from plant tissue culture. pp. 23-41 Clarendon Press, Oxford.
  • Chatterjee P, Kouzi SA, Pezzuto JM, Hamann MT (2000) Biotransformation of the antimelanoma agent betulinic acid by Bacillus megaterium ATCC 13368. Appl Environ Microb 66: 3850-3855. 
  • Chen QH, Liu J, Zhang HF, He GQ, Fu ML (2009) The betulinic acid production from betulin through biotransformation by fungi. Enzyme Microb Technol 45: 175-180.
  • Cheng ZH, Yu BY, Cordell GA, Qiu SX (2004) Biotransformation of Quinovic Acid Glycosides by Microbes: Direct Conversion of the Ursane to the Oleanane Triterpene Skeleton by Nocardia sp. NRRL 5646. Org Lett 6: 3163-3165. 
  • Dixon RA (2005) Engineering of plant natural product pathways. Curr Opin Plant Biol 8: 329-336. 
  • Dornenburg H (2004) Evaluation of immobilisation effects on metabolic activities and productivity in plant cell processes. Process Biochem 39: 1369-1375.
  • Dzubak P, Hajduch M, Vydra D, Hustova A, Kvasnica M, Biedermann D (2006) Pharmacological activities of natural triterpenoids and their therapeutic implications. Nat Prod Rep 23: 394-411. 
  • Fu S, Yang J, Cui J, Sun DA (2013) Biotransformation of ursolic acid by Syncephalastrum racemosum CGMCC 3.2500 and anti-HCV activity. Fitoterapia 86: 123-128. 
  • Gallo MBC, Sarachine MJ (2009) Biological activities of lupeol. Int J Biomed Pharm Sci 1: 46-66.
  • Lee M, Jeong J, Seo J, Shin C, Kim Y, In J et al. (2004) Enhanced triterpene and phytosterol biosynthesis in Panax ginseng overexpressing squalene synthase gene. Plant Cell Physiol 45: 976-984. 
  • Leipold et al (2010) Biosynthesis of ursolic acid derivatives by microbial metabolism of ursolic acid with Nocardia sp. strains - Proposal of new biosynthetic pathways Roland Ulber. Process Biochem 45: 1043-1051.
  • Lohr M, Schwender J, Polle JE (2012) Isoprenoid biosynthesis in eukaryotic phototrophs: a spotlight on algae. Plant Sci 185-186: 9-22. 
  • Muffler K, Leipold D, Scheller MC, Haas C, Steingroewer J, Bley T, Neuhaus HE, Mirata MA, Schrader J, Ulber R (2011) Biotransformation of triterpenes. Proc Biochem 46: 1-15.
  • Marienhagen J, Bott M (2013) Metabolic engineering of microorganisms for the synthesis of plant natural products. J Biotechnol 163: 166-178. 
  • Parra A, Rivas F, Garcia-Granados A, Martinez A (2009) Microbial transformation of triterpenoids. Mini-Rev Org Chem 6: 307-320.
  • Parshikov IA, Netrusov IA, Sutherland JB (2012) Microbial transformation of antimalarial terpenoids. Biotechnol Adv 30: 1516-1523. 
  • Pavlov A, Georgiev M, Bley T (2007) Batch and fed-batch production of betalains by Red Beet (Beta vulgaris) hairy roots in a bubble column reactor. Z Naturforsch C 62: 439-446. 
  • Qian LW, Zhang J, Liu JH, Yu BY (2009) Direct microbial-catalyzed asymmetric [alpha]-hydroxylation of betulonic acid by Nocardia sp. NRRL 5646. Tetrahedron Lett 50: 2193-2195.
  • Rao SR, Ravishankar GA (2002) Plant cell cultures: chemical factories of secondary metabolites. Biotechnol Adv 20: 101-153. 
  • Vanisree M, Lee CY, Lo SF, Nalawade SM, Lin CY, Tsay HS (2004) Studies on the production of some important secondary metabolites from medicinal plant tissue cultures. Bot Bull Acad Sin 42: 1-22.
  • Waller GR (1970) Metabolism of plant terpenoids. Prog Chem Fats Other Lipids 10: 153-212.
  • Zhanga J, Chenga ZH, Yua BY, Cordellb GA, Qiuc SX (2005) Novel biotransformation of pentacyclic triterpenoid acids by Nocardia sp. NRRL 5646. Tetrahedron Lett 46: 2337-2340.

Typ dokumentu

Bibliografia

Identyfikatory

Identyfikator YADDA

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