TY - JOUR
T1 - Solid-state characterization of optically pure (+)Dihydromyricetin extracted from Ampelopsis grossedentata leaves
AU - Wang, Chenguang
AU - Xiong, Wei
AU - Reddy Perumalla, Sathyanarayana
AU - Fang, Jianguo
AU - Calvin Sun, Changquan
N1 - Publisher Copyright:
© 2016 Elsevier B.V.
PY - 2016/9/10
Y1 - 2016/9/10
N2 - Dihydromyricetin (DMY) is a natural flavanol compound isolated from a traditional Chinese medicine, Ampelopsis grossedentata. Despite that optically pure (+)DMY is desired for treating chronic pharyngitis and alcohol use disorders, only DMY racemate is commercially available due to prolonged exposure time to high temperature and the presence of metal ions during industrial extraction, which cause racemization of the homochiral (+)DMY. We have developed an extraction method for successfully obtain optically pure (+)DMY. We have further assessed the physicochemical properties of the two phases using PXRD, DSC, TGA, FTIR, and moisture sorption. Among them, PXRD and FT-IR are suitable for quickly distinguishing homochiral (+)DMY from racemic (±)DMY. Lastly, with the aid of cocrystallization with theophylline, the absolute configuration of homochiral (+)DMY was identified to be (2R, 3R).
AB - Dihydromyricetin (DMY) is a natural flavanol compound isolated from a traditional Chinese medicine, Ampelopsis grossedentata. Despite that optically pure (+)DMY is desired for treating chronic pharyngitis and alcohol use disorders, only DMY racemate is commercially available due to prolonged exposure time to high temperature and the presence of metal ions during industrial extraction, which cause racemization of the homochiral (+)DMY. We have developed an extraction method for successfully obtain optically pure (+)DMY. We have further assessed the physicochemical properties of the two phases using PXRD, DSC, TGA, FTIR, and moisture sorption. Among them, PXRD and FT-IR are suitable for quickly distinguishing homochiral (+)DMY from racemic (±)DMY. Lastly, with the aid of cocrystallization with theophylline, the absolute configuration of homochiral (+)DMY was identified to be (2R, 3R).
KW - Chirality
KW - Dihydromyricetin molecular configuration
KW - Enantiomer
KW - Extraction
KW - Solid-state characterization
UR - http://www.scopus.com/inward/record.url?scp=84978405470&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84978405470&partnerID=8YFLogxK
U2 - 10.1016/j.ijpharm.2016.07.018
DO - 10.1016/j.ijpharm.2016.07.018
M3 - Article
C2 - 27418561
AN - SCOPUS:84978405470
SN - 0378-5173
VL - 511
SP - 245
EP - 252
JO - International journal of pharmaceutics
JF - International journal of pharmaceutics
IS - 1
ER -
