New Method for Extracting and Purifying Dihydromyricetin from

Overview

Journal ACS Omega

Publisher American Chemical Society

Specialty Chemistry

Date 2020 Jun 23

PMID 32566862

Citations 6

Authors

Hongchao Hu

Fan Luo

Mingjie Wang

Zhihuan Fu

Xugang Shu

Affiliations

Soon will be listed here.

Abstract

Dihydromyricetin (DMY) is a kind of flavone. It has a variety of physiological effects, and its content in is as high as 35%. There are two shortcomings in the traditional batch extraction process commonly used in a laboratory: long extraction time and low extraction rate. In this study, a new chelating extraction method was proposed, that is, Zn was introduced into the extraction and purification process to chelate with DMY, and the yield and purity were taken as evaluation indices for a comparative study with the traditional batch extraction method. In addition, H NMR, single-crystal X-ray diffraction, IR, and UV were used to analyze the product structure; thermogravimetry and differential thermal analysis was utilized to examine the thermal stability of DMY. The results were shown as follows. Compared with the batch extraction method, the chelation extraction method could effectively avoid the oxidation of DMY by air during the extraction and purification process, and the yield of the DMY also increased. Furthermore, this method was time-saving. Through investigating the extraction process and characterizing the structure and thermal stability of DMY, the chelating extraction method could be considered to provide a reference for commercial applications of DMY.

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References

Grochowski D, Locatelli M, Granica S, Cacciagrano F, Tomczyk M . A Review on the Dietary Flavonoid Tiliroside. Compr Rev Food Sci Food Saf. 2020; 17(5):1395-1421. DOI: 10.1111/1541-4337.12389. View

Zhong S, Kong Y, Zhou L, Zhou C, Zhang X, Wang Y . Efficient conversion of myricetin from Ampelopsis grossedentata extracts and its purification by MIP-SPE. J Chromatogr B Analyt Technol Biomed Life Sci. 2013; 945-946:39-45. DOI: 10.1016/j.jchromb.2013.11.036. View

Liao W, Ning Z, Ma L, Yin X, Wei Q, Yuan E . Recrystallization of dihydromyricetin from Ampelopsis grossedentata and its anti-oxidant activity evaluation. Rejuvenation Res. 2014; 17(5):422-9. DOI: 10.1089/rej.2014.1555. View

Wang C, Xiong W, Reddy Perumalla S, Fang J, Sun C . Solid-state characterization of optically pure (+)Dihydromyricetin extracted from Ampelopsis grossedentata leaves. Int J Pharm. 2016; 511(1):245-252. DOI: 10.1016/j.ijpharm.2016.07.018. View

Bukhari S, Memon S, Mahroof-Tahir M, Bhanger M . Synthesis, characterization and antioxidant activity copper-quercetin complex. Spectrochim Acta A Mol Biomol Spectrosc. 2008; 71(5):1901-6. DOI: 10.1016/j.saa.2008.07.030. View

Ferrer E, Salinas M, Correa M, Naso L, Barrio D, Etcheverry S . Synthesis, characterization, antitumoral and osteogenic activities of quercetin vanadyl(IV) complexes. J Biol Inorg Chem. 2006; 11(6):791-801. DOI: 10.1007/s00775-006-0122-9. View

Chen S, Zhao X, Wan J, Ran L, Qin Y, Wang X . Dihydromyricetin improves glucose and lipid metabolism and exerts anti-inflammatory effects in nonalcoholic fatty liver disease: A randomized controlled trial. Pharmacol Res. 2015; 99:74-81. DOI: 10.1016/j.phrs.2015.05.009. View

Jia R, Ma J, Meng W, Wang N . Dihydromyricetin inhibits caerulin-induced TRAF3-p38 signaling activation and acute pancreatitis response. Biochem Biophys Res Commun. 2018; 503(3):1696-1702. DOI: 10.1016/j.bbrc.2018.07.101. View

Fan L, Tong Q, Dong W, Yang G, Hou X, Xiong W . Tissue Distribution, Excretion, and Metabolic Profile of Dihydromyricetin, a Flavonoid from Vine Tea (Ampelopsis grossedentata) after Oral Administration in Rats. J Agric Food Chem. 2017; 65(23):4597-4604. DOI: 10.1021/acs.jafc.7b01155. View

10.

Liu L, Zhou M, Lang H, Zhou Y, Mi M . Dihydromyricetin enhances glucose uptake by inhibition of MEK/ERK pathway and consequent down-regulation of phosphorylation of PPARγ in 3T3-L1 cells. J Cell Mol Med. 2017; 22(2):1247-1256. PMC: 5783835. DOI: 10.1111/jcmm.13403. View

11.

Zhao X, Shi C, Zhou X, Lin T, Gong Y, Yin M . Preparation of a nanoscale dihydromyricetin-phospholipid complex to improve the bioavailability: in vitro and in vivo evaluations. Eur J Pharm Sci. 2019; 138:104994. DOI: 10.1016/j.ejps.2019.104994. View

12.

Guo Z, Guozhang H, Wang H, Li Z, Liu N . Ampelopsin inhibits human glioma through inducing apoptosis and autophagy dependent on ROS generation and JNK pathway. Biomed Pharmacother. 2019; 116:108524. DOI: 10.1016/j.biopha.2018.12.136. View

13.

Ficarra R, Tommasini S, Raneri D, Calabro M, Di Bella M, Rustichelli C . Study of flavonoids/beta-cyclodextrins inclusion complexes by NMR, FT-IR, DSC, X-ray investigation. J Pharm Biomed Anal. 2002; 29(6):1005-14. DOI: 10.1016/s0731-7085(02)00141-3. View

14.

Deng Y, Guo L, Cai H, Chen L, Tan S, Zhang B . Dihydromyricetin affect the pharmacokinetics of triptolide in rats. Xenobiotica. 2019; 50(3):332-338. DOI: 10.1080/00498254.2019.1616851. View

15.

Zhou Q, Wang T, Li H, Chen L, Xin J, Guo S . Synthesis, crystal structures and insulin-like activity of three new oxidovanadium(V) complexes with aroylhydrazone ligand. J Inorg Biochem. 2019; 196:110680. DOI: 10.1016/j.jinorgbio.2019.03.020. View

16.

Qiu P, Dong Y, Li B, Kang X, Gu C, Zhu T . Dihydromyricetin modulates p62 and autophagy crosstalk with the Keap-1/Nrf2 pathway to alleviate ethanol-induced hepatic injury. Toxicol Lett. 2017; 274:31-41. DOI: 10.1016/j.toxlet.2017.04.009. View

17.

Li L, Tang L, Liang B, Wang R, Sun Q, Lau C . Evaluation of in vitro embryotoxicity tests for Chinese herbal medicines. Reprod Toxicol. 2019; 89:45-53. DOI: 10.1016/j.reprotox.2019.06.001. View

18.

Ferreira Ferreira da Silveira T, Meinhart A, De Souza T, Cunha E, de Moraes M, Godoy H . Chlorogenic acids and flavonoid extraction during the preparation of yerba mate based beverages. Food Res Int. 2017; 102:348-354. DOI: 10.1016/j.foodres.2017.09.098. View

19.

Zheng Y, Bai L, Zhou Y, Tong R, Zeng M, Li X . Polysaccharides from Chinese herbal medicine for anti-diabetes recent advances. Int J Biol Macromol. 2018; 121:1240-1253. DOI: 10.1016/j.ijbiomac.2018.10.072. View

20.

Du Q, Cai W, Xia M, Ito Y . Purification of (+)-dihydromyricetin from leaves extract of Ampelopsis grossedentata using high-speed countercurrent chromatograph with scale-up triple columns. J Chromatogr A. 2002; 973(1-2):217-20. DOI: 10.1016/s0021-9673(02)01092-0. View