Chromatographic fingerprint analysis and quantitative evaluate the rhizomes of Alpinia officinarum Hance (lesser galangal)

doi:10.5246/jcps.2019.10.069

Abstract

Abstract:

The rhizome of Alpinia officinarum Hance is a well-known traditional Chinese medicine (TCM) and has been widely used for the remedy of gastrointestinal diseases. In the present study, a simple and rapid HPLC-DAD was developed for the qualitycontrol of the rhizomes of A. officinarum. Its chemical fingerprint was established using raw material of 15 different origins in China. Similarity analysis (SA) and hierarchical clusting analysis (HCA) were applied to select the qualitative markers. Principal components analysis (PCA) was conducted to select the quantitative markers of the rhizomes of A. officinarum samples from different origins. The constituents were confirmed by (+) electrospray ionization LC-MS. 12constituents were selected as common peaks and 10 of them were confirmed by (+) electrospray ionization LC-MS. Six bioactive constituents including DPHA, galangin flavanone, galangin, galangin 3-methylether, DPHB and DPHC were simultaneous determination by using the HPLC-DAD analysis. The developed method was able to determine the bioactive components with excellent resolution, precision and recovery. The results indicated that chromatographic fingerprint combination with multi-components determination method is suitable for quality assessment of the rhizomes of A. officinarum.

Key words: Alpinia officinarum Hance, Simultaneous determination, Chromatographic fingerprint, Quality evaluation, Traditional Chinese medicine

CLC Number:

R284

Supporting:

Supplementary Table 1. The regression data, LODs and LOQs for six bioactive compounds analyzed by HPLC.

^a LOD refers to the limits of detection, S/N = 3; ^b LOQ refers to the limits of quantity, S/N = 10.

Supplementary Table 2. Intra-day and inter-day precision of six bioactive compounds.

^a Intra-day precision on 1 day for tested five times; ^b Inter-day precision on 3 different days.

Supplementary Table 3. Reproducibility and stability of six bioactive compounds.

^a Content = mean±S.D.; ^b Percentage decrease (%): [the content (mg g^–1)of prepared sample of Alpinia officinarum (batch no. 01) at 0 h – those at 24 h/those at 0 h] × 100.

Supplementary Table 4. Recovery of the six bioactive compounds.

^a Recovery (%) = [(found amount – original amount)/spiked amount]×100.

Supplementary Table 5. The relative retention time (RRT±SD) and the relative peak area (RPA±SD) of 12 characteristic peaks in chromatograms of 15 samples.

^a RRT: the ratio between peak retention time of target and internal reference substance; ^b RPA: the ratio between peak area of target and internal reference substance; ^cThe internal reference substance.

Haoyan Jiao, Shengmei Xu, Chunlin Fan, Qingwen Zhang, Ying Wang. Chromatographic fingerprint analysis and quantitative evaluate the rhizomes of Alpinia officinarum Hance (lesser galangal)[J]. Journal of Chinese Pharmaceutical Sciences, 2019, 28(10): 728-738.

References

[1] Liu, D.; Qu, W.; Zhao, L.; Guan, F.Q.; Liang, J.Y. A new dimeric diarylheptanoid from the rhizomes of Alpinia officinarum. Chin. J. Nat. Med. 2014, 12, 139-141.

[2] Kiuchi, F.; Shibuya, M.; Sankawa, U. Inhibitors of prostaglandin biosynthesis from ginger. Chem. Pharm. Bull. 1982, 30, 754-757.

[3] Li, S.B.; Huang, J.; Zhou, R.C.; Xu, S.R.; Jin, Y.X. Fungal endophytes of Alpinia officinarum rhizomes: insights on diversity and variation across growth years, growth sites, and the inner active chemical concentration. PLoS One. 2014, 9, e115289.

[4] Liu, Q.F.; Luyten, W.; Pellens, K.; Wang, Y.M.; Wang, W.; Thevissen, K.; Liang, Q.L.; Cammue, B.P.; Schoofs, L.; Luo, G.A. Antifungal activity in plants from Chinese traditional and folk medicine. J. Ethnopharmacol. 2012, 143, 772-778.

[5] Yadav, P.N.; Liu, Z.H.; Rafi, M.M. A diarylheptanoid from lesser galangal (Alpinia officinarum) inhibits proinflammatory mediators via inhibition of mitogen-activated protein kinase, p44/42, and transcription factor nuclear factor-kappa B. J. Pharmacol. Exp. Ther. 2003, 305, 925-931.

[6] Ali, M.S.; Tezuka, Y.; Banskota, A.H.; Kadota, S. Blepharocalyxins C: E, three new dimeric diarylheptanoids, and related compounds from the seeds of Alpinia blepharocalyx. J. Nat. Prod. 2001, 64, 491-496.

[7] Chang, C.L.; Lin, C.S.; Lai, G.H. Phytochemical characteristics, free radical scavenging activities, and neuroprotection of five medicinal plant extracts. Evid Based Complement Alternat Med 2012, 2012, 984295.

[8] Konno, K.; Sawamura, R.; Sun, Y.; Yasukawa, K.; Shimizu, T.; Watanabe, W.; Kato, M.; Yamamoto, R.; Kurokawa, M. Antiviral activities of diarylheptanoids isolated from Alpinia officinarum against respiratory syncytial virus, poliovirus, measles virus, and herpes simplex virus type 1 in vitro. Nat. Prod. Commun. 2011, 6, 1881-1884.

[9] Lin, L.Y.; Peng, C.C.; Yeh, X.Y.; Huang, B.Y.; Wang, H.E.; Chen, K.C.; Peng, R.Y. Antihyperlipidemic bioactivity of Alpinia officinarum (Hance) Farw Zingiberaceae can be attributed to the coexistance of curcumin, polyphenolics, dietary fibers and phytosterols. Food Funct. 2015, 6, 1600-1610.

[10] Jung, C.H.; Jang, S.J.; Ahn, J.; Gwon, S.Y.; Jeon, T.I.; Kim, T.W.; Ha, T.Y. Alpinia officinarum inhibits adipocyte differentiation and high-fat diet-induced obesity in mice through regulation of adipogenesis and lipogenesis. J. Med. Food. 2012, 15, 959-967.

[11] Mirzaei, K.; Hossein-nezhad, A.; Aslani, S.; Emamgholipour, S.; Karimi, M.; Keshavarz, S.A. Energy expenditure regulation via macrophage migration inhibitory factor in obesity and in vitro anti-macrophage migration inhibitory factor effect of Alpinia officinarum Hance extraction. Endocr. Pract. 2012, 18, 39-48.

[12] Tang, G.; Dong, X.; Huang, X.; Huang, X.J.; Liu, H.; Wang, Y.; Ye, W.C.; Shi, L. A natural diarylheptanoid promotes neuronal differentiation via activating ERK and PI3K-Akt dependent pathways. Neuroscience. 2015, 303, 389-401.

[13] Matsuda, H.; Nakashima, S.; Oda, Y.; Nakamura, S.; Yoshikawa, M. Melanogenesis inhibitors from the rhizomes of Alpinia officinarum in B16 melanoma cells. Bioorg. Med. Chem. 2009, 17, 6048-6053.

[14] State food drug administration of China. Technical requirements for the development of fingerprints of tcm injections. Beijing: SFDA, 2000.

[15] Donno, D.; Beccaro, G.L.; Carlen, C.; Ançay, A.; Cerutti, A.K.; Mellano, M.G.; Bounous, G. Analytical fingerprint and chemometrics as phytochemical composition control tools in food supplement analysis: characterization of raspberry bud preparations of different cultivars. J. Sci. Food Agric. 2016, 96, 3157-3168.

[16] Norbo, K.; Zhang, Q.Y. High-performance liquid chromatographic fingerprint analysis of Oxytropis falcata Bunge and Oxytropis chiliophylla Royle. J. Chin. Pharm. Sci. 2014, 23, 783-789.

[17] Peng, F.; Yang, Y.; Zhang, B.X.; Qu, X.Y.; Zhong, G.Y.; Luo, W.Z. HPLC fingerprints and quality assessment of Rhizoma Coptidis from different areas. J. Chin. Pharm. Sci. 2012, 21, 81-87.

[18] Li, Z.Y.; Sun, D.M. Identification of rhizoma alpiniae officinarum by UV spectrophotometry. Lishizhen Med. Mater. Med. Res. 2010, 21, 672-673.

[19] ICH 1996 International Conference on Harmonization. Q2b validation of analytical procedures: Methodology. ICH. 1996.

[20] Verza, S.G.; Pavei, C.; Borré, G.L; Silva, A.P.C.; Ortega, G.G.; Mayorga, P. Determination of galangin in commercial extracts of Alpinia officinarum by RP-HPLC-DAD. Latin Am. J. Pharm. 2011, 30, 576-579.