TY - JOUR
T1 - Extraction and Purification of Curcuminoids from Crude Curcumin by a Combination of Crystallization and Chromatography
AU - Heffernan, Claire
AU - Ukrainczyk, Marko
AU - Gamidi, Rama Krishna
AU - Hodnett, B. Kieran
AU - Rasmuson, Åke C.
N1 - Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/6/16
Y1 - 2017/6/16
N2 - In this work a method is developed for the extraction and purification of the three curcuminoids, curcumin (CUR), demethoxycurcumin (DMC), and bisdemethoxycurcumin (BDMC), from commercially available crude curcumin. In a previous publication the extraction of pure curcumin by repeated crystallization has been described. The focus of this paper is on the following chromatographic treatment of the mother liquor from the crystallization to obtain pure DMC and BDMC and to increase the yield of pure CUR. In the chromatographic process, a mixture of chloroform and methanol is used as the mobile phase, and silica gel is used as the stationary phase. Each fraction isolated in the chromatographic process was characterized by high-performance liquid chromatography (HPLC) and mass spectrometry (LC-MS) techniques, and the pure CUR, DMC, and BDMC solid phases were fully characterized by powder Xray diffraction (PXRD), differential scanning calorimetry (DSC), and thermal gravimetric analysis (TGA). Stability studies were performed on the purified curcuminoids where the degradation products were observed and analyzed by HPLC/LC-MS. Overall, the combined purification method recovered from the crude: 88.5%, 79.7%, and 68.8% of CUR, DMC, and BDMC, respectively, in highly pure form CUR (100%), DMC (98.6%), and BDMC (98.3%).
AB - In this work a method is developed for the extraction and purification of the three curcuminoids, curcumin (CUR), demethoxycurcumin (DMC), and bisdemethoxycurcumin (BDMC), from commercially available crude curcumin. In a previous publication the extraction of pure curcumin by repeated crystallization has been described. The focus of this paper is on the following chromatographic treatment of the mother liquor from the crystallization to obtain pure DMC and BDMC and to increase the yield of pure CUR. In the chromatographic process, a mixture of chloroform and methanol is used as the mobile phase, and silica gel is used as the stationary phase. Each fraction isolated in the chromatographic process was characterized by high-performance liquid chromatography (HPLC) and mass spectrometry (LC-MS) techniques, and the pure CUR, DMC, and BDMC solid phases were fully characterized by powder Xray diffraction (PXRD), differential scanning calorimetry (DSC), and thermal gravimetric analysis (TGA). Stability studies were performed on the purified curcuminoids where the degradation products were observed and analyzed by HPLC/LC-MS. Overall, the combined purification method recovered from the crude: 88.5%, 79.7%, and 68.8% of CUR, DMC, and BDMC, respectively, in highly pure form CUR (100%), DMC (98.6%), and BDMC (98.3%).
UR - http://www.scopus.com/inward/record.url?scp=85020943212&partnerID=8YFLogxK
U2 - 10.1021/acs.oprd.6b00347
DO - 10.1021/acs.oprd.6b00347
M3 - Article
AN - SCOPUS:85020943212
SN - 1083-6160
VL - 21
SP - 821
EP - 826
JO - Organic Process Research and Development
JF - Organic Process Research and Development
IS - 6
ER -