Production of Deglucose-Apiose-Xylosylated Platycosides from Glycosylated Platycosides by Crude Enzyme from Aspergillus tubingensis
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초록
CPlatycosides, Platycodi radix (Platycodon grandiflorus root) saponins, are used as food supplements and exert diverse pharmacological activities. Deglycosylation of saponins enhances their biological efficacy, and deglycosylated platycosides are produced mainly through enzymatic hydrolysis. However, the types of available deglycosylated platycosides remain limited because of a lack of hydrolyzing enzymes that can act on specific glycosides in glycosylated platycosides. In this study, a crude enzyme from Aspergillus tubingensis converted platycoside E (PE) and polygalacin D3 (PGD3) into deglucose-apiose-xylosylated (deGAX)-platycodin D (PD) and deGAX-polygalacin D (PGD), respectively. The products were identified through LC/MS analysis by specifically hydrolyzing all glucose residues at C-3, and apiose and xylose residues at C-28 of platycoside. The hydrolytic activity of the crude enzyme obtained after the cultivation of the fungus using citrus pectin and corn steep solid as carbon and nitrogen sources, respectively, in culture medium was increased compared with those using other carbon and nitrogen sources. The crude enzyme from A. tubingensis was the most effective in producing deGAX platycoside at pH 5.0 and 60°C. The crude enzyme produced 0.32 mg/ ml deGAX-PD and 0.34 mg/ml deGAX-PGD from 1 mg/ml PE and 1 mg/ml PGD3 (at pH 5.0 and 60°C) for 12 and 10 h, with productivities of 32.0 and 42.5 mg/l/h and molar yields of 62.1 and 59.6%, respectively. To the best of our knowledge, this is the first study to produce deGAX platycosides from glycosylated platycosides.
Abstract
CPlatycosides, Platycodi radix (Platycodon grandiflorus root) saponins, are used as food supplements and exert diverse pharmacological activities. Deglycosylation of saponins enhances their biological efficacy, and deglycosylated platycosides are produced mainly through enzymatic hydrolysis. However, the types of available deglycosylated platycosides remain limited because of a lack of hydrolyzing enzymes that can act on specific glycosides in glycosylated platycosides. In this study, a crude enzyme from Aspergillus tubingensis converted platycoside E (PE) and polygalacin D3 (PGD3) into deglucose-apiose-xylosylated (deGAX)-platycodin D (PD) and deGAX-polygalacin D (PGD), respectively. The products were identified through LC/MS analysis by specifically hydrolyzing all glucose residues at C-3, and apiose and xylose residues at C-28 of platycoside. The hydrolytic activity of the crude enzyme obtained after the cultivation of the fungus using citrus pectin and corn steep solid as carbon and nitrogen sources, respectively, in culture medium was increased compared with those using other carbon and nitrogen sources. The crude enzyme from A. tubingensis was the most effective in producing deGAX platycoside at pH 5.0 and 60°C. The crude enzyme produced 0.32 mg/ ml deGAX-PD and 0.34 mg/ml deGAX-PGD from 1 mg/ml PE and 1 mg/ml PGD3 (at pH 5.0 and 60°C) for 12 and 10 h, with productivities of 32.0 and 42.5 mg/l/h and molar yields of 62.1 and 59.6%, respectively. To the best of our knowledge, this is the first study to produce deGAX platycosides from glycosylated platycosides.
참고문헌 (35)
- Elijah Nyakudya, "Platycosides from the Roots of Platycodon grandiflorum and Their Health Benefits", Preventive Nutrition and Food Science, 19(2), pp.59~68 (2014), 한국식품영양과학회
- Kim JY, "Inhibitory effect of the saponins derived from roots of Platycodon grandiflorum on carrageenan-induced inflammation", Biosci. Biotechnol. Biochem, 70, pp.858~864 (2006)
- Mina Kim, "Chemical characterization of balloon flower (<i>Platycodon grandiflorum<", i>) sprout extracts and their regulation of inflammatory activity in lipopolysaccharide‐stimulated RAW 264.7 murine macrophage cells, 2019, pp.8(1), 246~256[DOI]
- Chang Seon Ryu, "Evaluation of the total oxidant scavenging capacity of saponins isolated from Platycodon grandiflorum", Food Chemistry, 132(1), pp.333~337 (2012), Elsevier BV[DOI]
- Luo H, "Antioxidant and antimicrobial capacity of Chinese medicinal herb extracts in raw sheep meat", J. Food Prot, 70, pp.1440~1445 (2007)
- Xie Y, "Contribution of the glycidic moieties to the haemolytic and adjuvant activity of platycodigenin-type saponins from the root of Platycodon grandiflorum", Vaccine, 26, pp.3452~3460 (2008)
- Noh EM, "Immuno-enhancement effects of Platycodon grandiflorum extracts in splenocytes and a cyclophosphamide-induced immunosuppressed rat model", BMC Complement. Altern. Med, 19, pp.322~ (2019)
- Zhao X, "Effects of polysaccharides from Platycodon grandiflorum on immunity-enhancing activity in vitro", Molecules, 22, pp.1918~ (2017)
- Yim NH, "A platycoside-rich fraction from the root of Platycodon grandiflorum enhances cell death in A549 human lung carcinoma cells via mainly AMPK", mTOR, J. Ethnopharmacol, pp.2016, 194[DOI]
- Kim YS, "Isolation of a new saponin and cytotoxic effect of saponins from the root of Platycodon grandiflorum on human tumor cell lines", Planta Med, 71, pp.566~568 (2005)
- Khan M, "Killing cancer with platycodin D through multiple mechanisms", J. Cell Mol. Med, 20, pp.389~402 (2016)
- Han LK, "Saponins from platycodi radix ameliorate high fat diet-induced obesity in mice", J. Nutr, 132, pp.2241~2245 (2002)
- Zhao HL, "Hypocholesterolemic and anti-obesity effects of saponins from Platycodon grandiflorum in hamsters fed atherogenic diets", J. Food Sci, 73, pp.H195~200 (2008)
- 황경아, "Platycodon grandiflorum Extract Reduces High-Fat Diet-Induced Obesity Through Regulation of Adipogenesis and Lipogenesis Pathways in Mice", Journal of Medicinal Food, 22(10), pp.993~999 (2019), 한국식품영양과학회[DOI]
- Ha YW, "Qualitative and quantitative determination of ten major saponins in Platycodi Radix by high performance liquid chromatography with evaporative light scattering detection and mass spectrometry", J. Chromatogr. A, 1135, pp.27~35 (2006)
- Yoo DS, "HPLC-ELSD analysis of 18 platycosides from balloon flower roots(Platycodi Radix)sourced from various regions in Korea and geographical clustering of the cultivation areas", Food Chem, 129, pp.645~651 (2011)
- Park CS, "Biotransformation of ginsenosides by hydrolyzing the sugar moieties of ginsenosides using microbial glycosidases", Appl. Microbiol. Biotechnol, 87, pp.9~19 (2010)
- Shin KC, "Classification of glycosidases that hydrolyze the specific positions and types of sugar moieties in ginsenosides", Crit. Rev. Biotechnol, 36, pp.1036~1049 (2016)
- Kim WY, "Steaming of ginseng at high temperature enhances biological activity", J. Nat. Prod, 63, pp.1702~1704 (2000)
- W. Zhou, "Biotransformation of Panax notoginseng saponins into ginsenoside compound K production by Paecilomyces bainier sp. 229", Journal of Applied Microbiology, 104(3), pp.699~706 (2008), Oxford University Press (OUP)[DOI]
- Jiang Y, "Biotransformation of ginsenoside Rb1 to ginsenoside CK by strain XD101 : a safe bioconversion strategy", Appl. Biochem. Biotechnol, 193, pp.2110~2127 (2021)
- Shin KC, "Improved production of deglucosylated platycodin D from saponins from balloon flower leaf by a food-grade enzyme using high hydrostatic pressure", Heliyon, 7, pp.e08104~ (2021)
- Ahn HJ, "Biocatalysis of platycoside E and platycodin D3 using fungal extracellular β-glucosidase responsible for rapid platycodin D production", Int. J. Mol. Sci, 19, pp.2671~ (2018)
- Shin KC, "Characterization of β-glycosidase from Caldicellulosiruptor owensensis and its application in the production of platycodin D from balloon flower leaf", Catalysts, 9, pp.1025~ (2019)
- Kil TG, "Enzymatic biotransformation of balloon flower root saponins into bioactive platycodin D by deglucosylation with Caldicellulosiruptor bescii β-glucosidase", Int. J. Mol. Sci, 20, pp.3854~ (2019)
- Kang SH, "Biotransformation of food-derived saponins, platycosides, into deglucosylated saponins Including deglucosylated platycodin D and their anti-inflammatory activities", J. Agric. Food Chem, 67, pp.1470~1477 (2019)
- Jeong EK, "Glycosylated platycosides : identification by enzymatic hydrolysis and structural determination by LC-MS", MS, 2014, pp.37, 61~68
- Li W, "Response surface methodology to optimize enzymatic preparation of deapio-platycodin D and platycodin D from radix platycodi", Int. J. Mol. Sci, 13, pp.4089~4100 (2012)
- Ha IJ, "Enzymatic transformation of platycosides and one-step separation of platycodin D by high-speed countercurrent chromatography", J. Sep. Sci, 33, pp.1916~1922 (2010)
- Wie HJ, "Enzymatic modification of saponins from Platycodon grandiflorum with Aspergillus niger", J. Agric. Food Chem, 55, pp.8908~8913 (2007)
- Shin KC, "Production of bioactive beapiosylated platycosides from glycosylated platycosides in balloon flower root using the crude enzyme from the food-available fungus Rhizopus oryzae", J. Agric. Food Chem, 69, pp.4766~4777 (2021)
- Shin KC, "Conversion of glycosylated platycoside E to deapiose-xylosylated platycodin D by cytolase PCL5", Int. J. Mol. Sci, 21, pp.1207~ (2020)
- Kim SA, "Complete bioconversion of protopanaxadiol-type ginsenosides to compound k by extracellular enzymes from the isolated strain Aspergillus tubingensis", J. Agric. Food Chem, 69, pp.315~324 (2021)
- 정은비, "Biotransformation of Protopanaxadiol- Type Ginsenosides in Korean Ginseng Extract into Food-Available Compound K by an Extracellular Enzyme from Aspergillus niger", Journal of Microbiology and Biotechnology, 30(10), pp.1560~1567 (2020), 한국미생물·생명공학회[DOI]
- Lara-Espinoza C, "Pectin and pectin-based composite materials : beyond food texture", Molecules, 23, pp.942~ (2018)