Characterization of stereostructure by X-ray and technology of extracting in combination hydrolysis in situ of acankoreanogenin from leaves of Acanthopanax gracilistylus W. W. Smith

Abstract

To study the stereostructure by X-ray and the technology of extracting acankoreanogenin from the leaves of Acanthopanax gracilistylus W. W. Smith (AGS), the crystal structure was measured with a Bruker APEX-II area-detector diffractometer instrument and the technology of extracting in combination hydrolysis in situ (ECHS) was compared with these of traditional methods. The crystal belongs to the monoclinic system, space group P2₁, with unit cell parameters: a=(8.3652±0.0006) nm, b=(24.721±0.002) nm, and c=(14.5587±0.0011) nm, α=90 °, β=97.850 (4) °, γ=90 °, V=2982.51 nm³, D_c = 1.179 mg/m³, and the molecular number (Z) of elementary structures was 2. The comparisons show that the extraction rate of acankoreanogenin with ECHS methods is much higher than that of traditional methods. Then, central composite design-response surface methodology (CCD-RSM) was adopted for optimizing the extraction rate of ECHS methods. The optimized values of extraction parameters are as follows: for the for extraction process of acid hydrolysis are that extraction time 110.8 min, solvent-herb ratio 11.5 and acid content 5.25%; the best extraction process of basic hydrolysis are that extract time 120 min, solvent-herb ratio 8.7 and the alkali content 8.79%. Finally, the extracts were purified with decolorizing carbon after alkali solution and acid-isolation and purity of acankoreanogenin was 98.7%.

Keywords

acankoreanogenin / extraction in combination hydrolysis in situ / Acanthopanax gracilistylus W. W. Smith (AGS) / central composite design-response surface methodology

References

[1] Chinese Pharmacopoeia committee.Pharmacopoeia of the People’s Republic of China [M], 2010, Beijing, China Medical Science Press: 61

[2] LiuX-qianStudies on the active constituents of Acanthopanax gracilistylus W.W. Smith [D], 2003, Korea, Kyung Hee University: 9-11

[3] FanX-g, LiuH-b, LiuX-qianThe use of acankoreoside A and acankoreanogenin with anti-inflammation activity: China, 2010

[4] ZouQ-pengStudies on anti-HMGB1 activities of triterpenoids from leaves of two Acanthopanax Miq. Plants [D], 2012, Changsha, Central South University College of Chemistry and Chemical Engineering: 34-38

[5] ZhangB-x, LiN, ZhangZ-p, LiuH-b, ZhouR-r, ZhongB-y, ZouM-x, DaiX-h, XiaoM-f, LiuX-q, FanX-gong. Protective effect of Acanthopanax gracilistylus-extracted acankoreanogenin A on mice with fulminant hepatitis [J]. International Immunopharmacology, 2011, 10(8): 1018-1023

[6] NhiemN-x, KiemP-v, MinhC-v, TaiB-h, QuangT-h, SoungK-s, KooJ-e, KohY-s, KimY-ho. Anti-inflammatory activity on LPS-stimulated dendritic cells of lupine-type triterpenoids from the leaves of Acanthopanax koreanum [J]. Archives of Pharmacal Research, 2011, 34(10): 1593-1598

[7] ZouQ-p, LiuX-q, LeeH-kyu. Lupane-triterpenoids from the methanol extracts of leaves of Acanthopanax gracilistylus W.W.Smith [J]. Journal of Lanzhou University (Natural Sciences), 2011, 47(6): 120-127

[8] WangJ, ChenJ, YangK-di. Study on the pretreatment of diosgenin in Dioscorea nipponica [J]. Chinese Pharmacy Journal, 2005, 40(9): 660-663

[9] ZhangQ-a, ZhangZ-q, YueX-f, FanX-H, LiT, ChenS-fen. Response surface optimization of ultrasound assisted oil extraction from autoclaved almond powder [J]. Food Chemistry, 2009, 116(2): 513-518

[10] MirA f, MortezaB, MohammadR v, MehdiBamorowat. Dispersive liquid-liquid microextraction for the analysis of three organophosphorus pesticides in real samples by high performance liquid chromatography-ultraviolet detection and its optimization by experimental design [J]. Microchim Acta, 2011, 172: 465-470

[11] NhiemN-x, KiemP-v, MinhC-v, TaiB-h, QuangT-h, SoungK-s, KooJ-e, KohY-s, KimY-ho. Anti-inflammatory activity on LPS-stimulated dendritic cells of lupine-type triterpenoids from the leaves of acanthopanax koreanum [J]. Archives of Pharmacal Research, 2011, 34(10): 1593-1598

[12] BaoY-l, YanZ-c, WangH-lin. Optimization of bioethanol production during simultaneous saccharification and fermentation in very high-gravity cassava mash [J]. Antonie van Leeuwenhoek, 2011, 99: 329-339

[13] ZhongX-f, HuangG-d, ChenY, LiC-b, DengZ-y, MaXiaojuan. Optimition of extracting stachyose from stachys floridana schuttl. Ex Benth by response surface methodology [J]. Journal of Food Science Technology, 2013, 50(5): 942-949

[14] ZouQ-p, LiuX-q, ZhengL-s, FengS, DaiLing. Accumulation dynamic of acankoreagenin in leaves of Acanthopanax gracilistylus [J]. Chinese Traditional and Herbal Drugs, 2012, 43(8): 1550-1552

[15] ZhouM, ZhuH-l, WangK-w, WeiW-x, ZhangYong. Isolation and X-ray crystal structure of a securinegatype alkaloid from Phyllanthus nururi Linn [J]. Natural Product Research, 2012, 26(8): 762-764

[16] ZhongM, HuangK-l, ZengJ-guo. Determination of contents of (Willd) R. Br. from different eight alkaloids in fruits of Macleaya cordata habitats and antioxidant activities of extracts [J]. Journal of Central South University of Technology, 2010, 17: 472-479