Abstract
A novel fractional precipitation process, both simple and efficient, was developed for producing (+)-dihydromyricetin in high purity and high yield from crude extracts. The optimal acetone composition in water, initial (+)-dihydromyricetin concentration in crude extract, storage temperature, storage time, and pH were 1/5 (v/v), 0.1 g/mL, 4°C, 32 h, and 9.0, respectively. Crude extracts were efficiently pre-purified using fractional precipitation of (+)-dihydromyricetin by differences of solubility in an acetone solution, increasing purity from 55.0 to over 84.9% with an overall yield of 97.5%. The use of fractional precipitation for pre-purification allowed for rapid and efficient separation of (+)-dihydromyricetin from interfering compounds and dramatically increased the purity of crude (+)-dihydromyricetin for subsequent purification steps.
Similar content being viewed by others
References
Ma, J., H. Yang, M. J. Basile, and E. J. Kennelly (2004) Analysis of polyphenolic antioxidants from the fruits of three Pouteria species by selected ion monitoring liquid chromatography-mass spectrometry. J. Agric. Food Chem. 52: 5873–5878.
Matsumoto, T. and S. Tahara (2001) Ampelopsin, a major antifungal constituent from Salix sachalinensis, and its methyl ethers. Nippon Nogeikagaku Kaishi 75: 659–667.
Ohyama, M., T. Tanaka, T. Ito, M. Iinuma, K. F. Bastow, and K. H. Lee (1999) Antitumor agents 200. cytotoxicity of naturally occurring resveratrol oligomers and their acetate derivatives. Bioorg. Med. Chem. Lett. 9: 3057–3060.
Zhang, Y. S., Z. X. Ning, and Z. Y. Hu (2002) Research on flavonol of dihydromyricetin. Chin. Tradit. Pat. Met. 12: 970–972.
Murakami, T., M. Miyakoshi, D. Araho, K. Mizutani, T. Kambara, T. Ikeda, W.-H. Chou, M. Inukai, A. Takenaka, and K. Igarashi (2004) Hepatoprotective activity of tocha, the stems and leaves of Ampelopsis grossedentata, and ampelopsin. Biofactors 21: 175–178.
Zhong, Z. X., X. F. Chen, G. F. Zhou, and J. P. Qin (2003) Experimental studies on hypoglycemic effect of myricetin from Ampelopsis grossedentata of Guangxi. Chin. J. Mod. Appl. Pharm. 6: 466–468.
Hase, K. and P. Basnet (1997) Effect of Hovenia dulcis on lipopolysaccharide-induced liver injury in chronic alcohol-fed rats. J. Trad. Med. 14: 28–33.
Sakai, K., T. Yamae, Y. Saitoh, C. Ikawa, and T. Mishilgata (1987) Effect of water extracts of crude drugs in decreasing blood alcohol concentrations in rats. Chem. Pharm. Bull. 35: 4597–4604.
Du, Q., W. Cai, M. Xia, and Y. Ito (2002) Purification of (+)-dihydromyricetin from leaves extract of Ampelopsis grossedentata using high-speed countercurrent chromatograph with scale-up triple columns. J. Chromatogr. A 973: 217–220.
Castor, T. P. (1990) Method and apparatus for isolating therapeutic compositions from source materials. US Patent 5,750,709.
Song, X. and Q. Ren (2001) Preparation and application of dihydromyricetin. CN Patent 1,288,892.
Zhang, Y. (2003) Process for preparing dihydromyricetin from Porcelain ampelopsis. CN Patent 1,393,443.
Yoo, S. M., S. Mun, and J. H. Kim (2006) Recovery and pre-purification of (+)-dihydromyricetin from Hovenia dulcis. Process Biochem. 41: 567–570.
Yan, H. and K. H. Row (2007) Optimum operational conditions for chiral separation of trytophan enantiomers using ligand exchange liquid chromatography. Biotechnol. Bioprocess Eng. 12: 235–241.
Choi, Y. J., S. K. Han, S. T. Chung, and K. H. Row (2007) Separation of racemic bupivacaine using simulated moving bed with mathematical model. Biotechnol. Bioprocess Eng. 12: 625–633.
Yan, H. and K. H. Row (2006) Molecularly imprinted monolithic stationary phases for liquid chromatographic separation of tryptophan and N-CBZ-phenylalanine enantiomers. Biotechnol. Bioprocess Eng. 11: 357–363.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Lee, KH., Kim, JH. Development and optimization of fractional precipitation for the pre-purification of (+)-dihydromyricetin. Biotechnol Bioproc E 13, 274–278 (2008). https://doi.org/10.1007/s12257-007-0199-1
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s12257-007-0199-1