Abstract
Polygonatum sibiricum is a traditional Chinese medicine with homology of medicine and food. Exploring different methods for extracting polysaccharides from Polygonatum sibiricum will provide broader insights into the study of its structural characteristics and biological activities. In this study, polysaccharides (PSPs) were extracted from by different methods with water (cold and hot), alcohol solutions (different concentrations) under ultrasound. The structure characterization of PSPs was mainly composed of Glc, Man and Gal with different molar ratio. HPLC data showed that the glycosidic bond of PSPs existed in α, β-D-configurations. Congo red experiment indicated that PSPs had similar triple helix structure. The PSPs extracted by different methods had different biological activities. PSP-5 had the best ability to inhibit AChE activity, and its mechanism was further explored. Results showed AChE inhibitory activity of PSP-5 was reversible, and the inhibitory mechanism was mixed type I competitive inhibition. Compared with the AChE inhibitors, PSP-5 had the potential to become an excellent AChE inhibitor.
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References
C. Xiaowei, W. Wei, G. Hong, C. Hui, Z. Xiaofei, W. Haonan, W. Yumeng, Z. Xuelan, H. Chunchao, Review of Polygonatum sibiricum: a new natural cosmetic ingredient. Pharmazie 74(9), 513–519 (2019)
X. Cui, S. Wang, H. Cao, H. Guo, Y. Li, F. Xu, M. Zheng, X. Xi, C. Han, A. Review, The bioactivities and pharmacological applications of Polygonatum sibiricum polysaccharides. Molecules (Basel, Switzerland) 23(5), 1170 (2018)
G. Wang, Y. Fu, J. Li, Y. Li, Q. Zhao, A. Hu, C. Xu, D. Shao, W. Chen, Aqueous extract of Polygonatum sibiricum ameliorates ethanol-induced mice liver injury via regulation of the Nrf2/ARE pathway. J. Food Biochem. 45(1), e13537 (2021)
D. Liu, W. Tang, C. Han, S. Nie, Advances in Polygonatum sibiricum polysaccharides: extraction, purification, structure, biosynthesis, and bioactivity. Front. Nutr. 9, 1074671 (2022)
H. Gong, X. Gan, Y. Li, J. Chen, Y. Xu, S. Shi, T. Li, B. Li, H. Wang, S. Wang, Review on the genus Polygonatum polysaccharides: extraction, purification, structural characteristics and bioactivities. Int. J. Biol. Macromol. 229, 909–930 (2023)
W. Zhou, J. Hong, T. Liu, M. Li, H. Jin, X. Wang, Polygonatum polysaccharide regulates macrophage polarization and improves LPS-induced acute lung injury through TLR4-MAPK/NF-κB pathway. Can. Respir. J. 2022, 2686992 (2022)
Y. Hu, Y. Tang, Z. Zhang, X. Guo, Z. Wu, Z. Li, H. Yu, W. Li, Recent advances in polysaccharides from the genus Polygonatum: Isolation, structures, bioactivities, and application. Food Hydrocolloids 140, 108634 (2023)
L.-L. Su, X. Li, Z.-J. Guo, X.-Y. Xiao, P. Chen, J.-B. Zhang, C.-Q. Mao, D. Ji, J. Mao, B. Gao, T.-L. Lu, Effects of different steaming times on the composition, structure and immune activity of Polygonatum Polysaccharide. J. Ethnopharmacol. 310, 116351 (2023)
D. Qin, J. Xi, Flash extraction: an ultra-rapid technique for acquiring bioactive compounds from plant materials. Trends Food Sci. Technol. 112, 581–591 (2021)
H. Zhang, X.T. Cai, Q.H. Tian, L.X. Xiao, Z. Zeng, X.T. Cai, J.Z. Yan, Q.Y. Li, Microwave-assisted degradation of polysaccharide from Polygonatum sibiricum and antioxidant activity. J. Food Sci. 84(4), 754–761 (2019)
S.S. Nadar, P. Rao, V.K. Rathod, Enzyme assisted extraction of biomolecules as an approach to novel extraction technology: a review. Food Res. Int. (Ottawa Ont) 108, 309–330 (2018)
Y. Fan, X. Zhou, G. Huang, Preparation, structure, and properties of tea polysaccharide. Chem. Biol. Drug Des. 99(1), 75–82 (2022)
J. Li, G. Huang, Extraction, purification, separation, structure, derivatization and activities of polysaccharide from Chinese date. Process Biochem. 110, 231–242 (2021)
B. Lin, G. Huang, Extraction, isolation, purification, derivatization, bioactivity, structure-activity relationship, and application of polysaccharides from White jellyfungus. Biotechnol. Bioeng. 119(6), 1359–1379 (2022)
J. Nai, C. Zhang, H. Shao, B. Li, H. Li, L. Gao, M. Dai, L. Zhu, H. Sheng, Extraction, structure, pharmacological activities and drug carrier applications of Angelica sinensis polysaccharide. Int. J. Biol. Macromol. 183, 2337–2353 (2021)
K. Sharma, M. Kumar, R. Waghmare, R. Suhag, O.P. Gupta, J.M. Lorenzo, S. Prakash, N. Radha, V. Rais, C. Sampathrajan, T. Thappa, A.A.S. Anitha, B.A. Sayed, M. Abdel-Wahab, R. Senapathy, A. Pandiselvam, S. Dey, R. Dhumal, J.F.K. Amarowicz, Moringa (Moringa oleifera Lam.) polysaccharides: extraction, characterization, bioactivities, and industrial application. Int. J. Biol. Macromol. 209, 763–778 (2022)
D. Canalejo, Z. Guadalupe, L. Martínez-Lapuente, B. Ayestarán, S. Pérez-Magariño, Optimization of a method to extract polysaccharides from white grape pomace by-products. Food Chem. 365, 130445 (2021)
S. Surin, S. You, P. Seesuriyachan, R. Muangrat, S. Wangtueai, A.R. Jambrak, S. Phongthai, K. Jantanasakulwong, T. Chaiyaso, Y. Phimolsiripol, Optimization of ultrasonic-assisted extraction of polysaccharides from purple glutinous rice bran (Oryza sativa L.) and their antioxidant activities. Sci. Rep. 10(1), 10410 (2020)
P. Kumar, V. Kumar, Estimation of uronic acids using diverse approaches and monosaccharide composition of alkali soluble polysaccharide from Vitex negundo Linn. Carbohyd. Polym. 165, 205–212 (2017)
Q.-C. Wang, X. Zhao, J.-H. Pu, X.-H. Luan, Influences of acidic reaction and hydrolytic conditions on monosaccharide composition analysis of acidic, neutral and basic polysaccharides. Carbohyd. Polym. 143, 296–300 (2016)
X. Yang, S. Wei, X. Lu, X. Qiao, J. Simal-Gandara, E. Capanoglu, Ł Woźniak, L. Zou, H. Cao, J. Xiao, X. Tang, N. Li, A neutral polysaccharide with a triple helix structure from ginger: characterization and immunomodulatory activity. Food Chem. 350, 129261 (2021)
M. Karaman, L. Janjušević, D. Jakovljević, F. Šibul, B. Pejin, Anti-hydroxyl radical activity, redox potential and anti-AChE activity of Amanita strobiliformis polysaccharide extract. Nat. Prod. Res. 33(10), 1522–1526 (2019)
R. Guo, J.A. Zhang, X. Liu, X. Li, X. Sun, Y. Kou, D. Li, Y. Liu, H. Zhang, Y. Wu, Pectic polysaccharides from Biluochun Tea: a comparative study in macromolecular characteristics, fine structures and radical scavenging activities in vitro. Int. J. Biol. Macromol. 195, 598–608 (2022)
C. Jing, Y. Yuan, Q. Tang, P. Zou, Y. Li, C. Zhang, Extraction optimization, preliminary characterization and antioxidant activities of polysaccharides from Glycine soja. Int. J. Biol. Macromol. 103, 1207–1216 (2017)
P. Teerapongpisan, V. Suthiphasilp, T. Maneerat, R. Charoensup, T. Duangyod, R.J. Andersen, S. Laphookhieo, α-Glucosidase inhibitory and α-amylase inhibitory activities of compounds isolated from Uvaria rufa Blume. Nat. Prod. Res. 36(23), 6039–6043 (2022)
J.J. Nair, A.O. Aremu, J. van Staden, Isolation of narciprimine from Cyrtanthus contractus (Amaryllidaceae) and evaluation of its acetylcholinesterase inhibitory activity. J. Ethnopharmacol. 137(3), 1102–1106 (2011)
S. Kondo, T. Karasawa, A. Fukazawa, A. Koike, M. Tsutsui, S. Terada, Effects of a very high-carbohydrate diet and endurance exercise training on pancreatic amylase activity and intestinal glucose transporter content in rats. J. Nutr. Sci. Vitaminol. 68(2), 97–103 (2022)
G.D. Liyanaarachchi, J.K.R.R. Samarasekera, K.R.R. Mahanama, K.D.P. Hemalal, Tyrosinase, elastase, hyaluronidase, inhibitory and antioxidant activity of Sri Lankan medicinal plants for novel cosmeceuticals. Ind. Crops Prod. 111, 597–605 (2018)
C. Papaneophytou, M.-E. Zervou, A. Theofanous, Optimization of a colorimetric assay to determine lactate dehydrogenase B activity using design of experiments. SLAS Discovery 26(3), 383–399 (2021)
H. Zhang, Y. Cao, L. Chen, J. Wang, Q. Tian, N. Wang, Z. Liu, J. Li, N. Wang, X. Wang, P. Sun, L. Wang, A polysaccharide from Polygonatum sibiricum attenuates amyloid-β-induced neurotoxicity in PC12 cells. Carbohyd. Polym. 117, 879–886 (2015)
X. Li, Q. Chen, G. Liu, H. Xu, X. Zhang, Chemical elucidation of an arabinogalactan from rhizome of Polygonatum sibiricum with antioxidant activities. Int. J. Biol. Macromol. 190, 730–738 (2021)
H.-Y. Ji, C. Liu, K.-Y. Dai, J. Yu, A.-J. Liu, Y.-F. Chen, The extraction, structure, and immunomodulation activities in vivo of polysaccharides from Salvia miltiorrhiza. Ind. Crops Prod. 173, 114085 (2021)
R. Gnanasambandam, A. Proctor, Determination of pectin degree of esterification by diffuse reflectance Fourier transform infrared spectroscopy. Food Chem. 68(3), 327–332 (2000)
T. Zheng, D. Gu, X. Wang, X. Shen, L. Yan, W. Zhang, Y. Pu, C. Ge, J. Fan, Purification, characterization and immunomodulatory activity of polysaccharides from Leccinum crocipodium (Letellier.) Watliag. Int. J. Biol. Macromol. 148, 647–656 (2020)
Y. Wang, N. Liu, X. Xue, Q. Li, D. Sun, Z. Zhao, Purification, structural characterization and in vivo immunoregulatory activity of a novel polysaccharide from Polygonatum sibiricum. Int. J. Biol. Macromol. 160, 688–694 (2020)
S. Zhao, Z. Han, L. Yang, B. Hong, H. Zhu, Extraction, characterization and antioxidant activity evaluation of polysaccharides from Smilacina japonica. Int. J. Biol. Macromol. 151, 576–583 (2020)
Y. Su, L. Li, Structural characterization and antioxidant activity of polysaccharide from four auriculariales. Carbohyd. Polym. 229, 115407 (2020)
X. Zhang, Q. Yu, H. Jiang, C. Ma, H.M. David Wang, J. Wang, W.-Y. Kang, A novel polysaccharide from Malus halliana Koehne with coagulant activity. Carbohydr. Res. 485, 107813 (2019)
M.E. Morales-Tovar, E.G. Ramos-Ramírez, J.A. Salazar-Montoya, Modeling and optimization of the parameters affecting extraction of the chan seed mucilage (Hyptis suaveolens (L.) Poit) by mechanical agitation (MA) and ultrasound-assisted extraction (UAE) in a multiple variables system. Food Bioproducts Process. 120, 166–178 (2020)
X. Meng, C. Che, J. Zhang, Z. Gong, M. Si, G. Yang, L. Cao, J. Liu, Structural characterization and immunomodulating activities of polysaccharides from a newly collected wild Morchella sextelata. Int. J. Biol. Macromol. 129, 608–614 (2019)
B.C. Panda, S. Mondal, K.S.P. Devi, T.K. Maiti, S. Khatua, K. Acharya, S.S. Islam, Pectic polysaccharide from the green fruits of Momordica charantia (Karela): structural characterization and study of immunoenhancing and antioxidant properties. Carbohyd. Res. 401, 24–31 (2015)
M.S. Kokoulin, I.N. Lizanov, L.A. Romanenko, I.V. Chikalovets, Structure of phosphorylated and sulfated polysaccharides from lipopolysaccharide of marine bacterium Marinicella litoralis KMM 3900T. Carbohyd. Res. 490, 107961 (2020)
X. Liu, J. Bian, D. Li, C. Liu, S. Xu, G. Zhang, L. Zhang, P. Gao, Structural features, antioxidant and acetylcholinesterase inhibitory activities of polysaccharides from stem of Physalis alkekengi L. Ind. Crops Prod. 129, 654–661 (2019)
S. Tahmouzi, M.R. Salek Nejat, New infertility therapy effects of polysaccharides from Althaea officinalis leaf with emphasis on characterization, antioxidant and anti-pathogenic activity. Int. J. Biol. Macromol. 145, 777–787 (2020)
Y. Jia, X. Gao, Z. Xue, Y. Wang, Y. Lu, M. Zhang, P. Panichayupakaranant, H. Chen, Characterization, antioxidant activities, and inhibition on α-glucosidase activity of corn silk polysaccharides obtained by different extraction methods. Int. J. Biol. Macromol. 163, 1640–1648 (2020)
B.-H. Wang, J.-J. Cao, B. Zhang, H.-Q. Chen, Structural characterization, physicochemical properties and α-glucosidase inhibitory activity of polysaccharide from the fruits of wax apple. Carbohyd. Polym. 211, 227–236 (2019)
C. Fang, G. Chen, J. Kan, Comparison on characterization and biological activities of Mentha haplocalyx polysaccharides at different solvent extractions. Int. J. Biol. Macromol. 154, 916–928 (2020)
W. Yang, Y. Fang, J. Liang, Q. Hu, Optimization of ultrasonic extraction of Flammulina velutipes polysaccharides and evaluation of its acetylcholinesterase inhibitory activity. Food Res. Int. 44(5), 1269–1275 (2011)
R. Sajid ur, A. Saeed, G. Saddique, P. Ali Channar, F. Ali Larik, Q. Abbas, M. Hassan, H. Raza, T.A. Fattah, S.-Y. Seo, Synthesis of sulfadiazinyl acyl/aryl thiourea derivatives as calf intestinal alkaline phosphatase inhibitors, pharmacokinetic properties, lead optimization, Lineweaver-Burk plot evaluation and binding analysis. Bioorganic Med. Chem. 26(12), 3707–3715 (2018)
N.V. Bhagavan, CHAPTER 6 - enzymes I: general properties, kinetics, and inhibition, in Medical biochemistry, 4th edn., ed. by N.V. Bhagavan (Academic Press, San Diego, 2002), pp.85–108
C.G. Whiteley, Enzyme kinetics: partial and complete uncompetitive inhibition. Biochem. Educ. 28(3), 144–147 (2000)
S.S. Olesen, H. Krarup, J.L. Poulsen, J.H. Christensen, A.M. Drewes, Pancreas specific plasma amylase for assessment and diagnosis of chronic pancreatitis: new insights on an old topic. Pancreatology 18(4), S113 (2018)
B. Jarrott, Tacrine: in vivo veritas. Pharmacol. Res. 116, 29–31 (2017)
N.R. Dunn, G.L. Pearce, S.A. Shakir, Adverse effects associated with the use of donepezil in general practice in England. J. Psychopharmacol. (Oxford, England) 14(4), 406–408 (2000)
H. Kakegawa, H. Matsumoto, T. Satoh, Inhibitory effects of hydrangenol derivatives on the activation of hyaluronidase and their antiallergic activities. Planta Med. 54(5), 385–389 (1988)
T. Sundius, S.A. Brandán, Structural, harmonic force field and vibrational studies of cholinesterase inhibitor tacrine used for treatment of Alzheimer’s disease. Heliyon 9(6), e17280 (2023)
H. Feng, J. Wu, P. Chen, J. Wang, Y. Deng, G. Zhu, J. Xian, L. Huang, W. Ouyang, MicroRNA-375-3p inhibitor suppresses angiotensin II-induced cardiomyocyte hypertrophy by promoting lactate dehydrogenase B expression. J. Cell. Physiol. 234(8), 14198–14209 (2019)
F. Khaleseh, H. Haghi-Aminjan, M. Samadi, Tacrine, reference module in biomedical sciences (Elsevier, Amsterdam, 2023)
S. Young, E. Chung, M.A. Chen, Cardiovascular complications of acetylcholinesterase inhibitors in patients with Alzheimer’s disease: a narrative review. Ann. Geriatric Med. Res. 25(3), 170–177 (2021)
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This work was supported by the Natural Science Foundation of China (Grant No. 82160786).
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This work was supported by the Natural Science Foundation of China (Grant No. 82160786).
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M-HY: Conceptualization, Investigation, Methodology, Writing-Original draft, Supervision, Writing-Reviewing and Editing. YY: Software, Methodology, Data curation. XZ: Supervision, Resources, Funding acquisition. H-GC: Supervision, Visualization, Supervision, Writing-Reviewing and Editing.
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Yang, MH., Zhou, X., Yang, Y. et al. Effects of different extraction methods on the structural characterization and bioactivities of polysaccharides extracted from Polygonatum sibiricum. Food Measure 18, 940–954 (2024). https://doi.org/10.1007/s11694-023-02238-3
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DOI: https://doi.org/10.1007/s11694-023-02238-3