Effects of ferulic acid on antioxidant activity in Angelicae Sinensis Radix, Chuanxiong Rhizoma, and their combination

WANG Lin-Yan; TANG Yu-Ping; LIU Xin; ZHU Min; TAO Wei-Wei; LI Wei-Xia; DUAN Jin-Ao

Volume 13 Issue 6

Jun. 2015

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Article Navigation > Chinese Journal of Natural Medicines > 2015 > 13(6): 401-408

Citation:

Effects of ferulic acid on antioxidant activity in Angelicae Sinensis Radix, Chuanxiong Rhizoma, and their combination

1.
Jingjiang Hospital of Traditional Chinese Medicine, Jingjiang 214500, China;
2.
Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, and National and Local Collaborative Engineering Center of Chinese Medicinal Resources Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China

Corresponding author:
Received Date: 16-Jun.-2014

Fund Project: This work was supported by National Key Technology R&D Program (No. 2008BAI51B01), the Specialized Research Fund for the Doctoral Program of Higher Education of China (No. 20113237110010), A Project Funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD).

Abstract

The present study aimed at exploring different roles of the same compound in different environment, using preparative HPLC, and the significance to investigating bio-active constituents in traditional Chinese medicine (TCM) on the basis of holism. In this study, the depletion of target component ferulic acid (FA) by using preparative HPLC followed by antioxidant activity testing was applied to investigate the roles of FA in Angelicae Sinensis Radix (DG), Chuanxiong Rhizoma (CX) and their combination (GX). The antioxidant activity was performed by 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging activity testing. FA was successfully and exclusively depleted from DG, CX, and GX, respectively. By comparing the effects of the samples, it was found that FA was one of the main antioxidant constituents in DG, CX and GX, and the roles of FA were DG CX GX. Furthermore, the effects of FA varied at different doses in these herbs. This study provided a reliable and effective approach to clarifying the contribution of same compound in different TCMs to their bio-activities. The role of a constituent in different TCMs might be different, and a component with the same content might have different effects in different chemical environments. Furthermore, this study also suggested the potential utilization of preparative HPLC in the characterization of the roles of multi-ingredients in TCM.
- HPLC,
- Ferulic acid,
- Angelica sinensis,
- Ligusticum chuanxiong,
- Herb pair,
- Antioxidant activity

References

[1]	Hao H, Cui N, Wang G, et al. Global detection and identification of nontarget components from herbal preparations by liquid chromatography hybrid ion trap time-of-flight mass spectrometry and a strategy[J]. Anal Chem, 2008, 80(21):8187-8194.
[2]	Li T, Roy R. Studying traditional Chinese medicine[J]. Science, 2003, 300(5620):740-741.
[3]	L JL, Zhao J, Duan JA, et al. Quality evaluation of Angelica sinensis by simultaneous determination of ten compounds using LC-PDA[J]. Chromatographia, 2009, 70(3-4):455-465.
[4]	Li SJ, Lin H, Tang YP, et al. Comparative metabolomics analysis on invigorating blood circulation for herb pair Gui-Hong by ultra-high-performance liquid chromatography coupled to quadrupole time-of-flight mass spectrometry and pattern recognition approach[J]. J Pharmaceut Biomed, 2015, 107:456-463.
[5]	Li WX, Tang YP, Chen YY, et al. Advances in the chemical analysis and biological activities of chuanxiong[J]. Molecules, 2012, 17(9):10614-10651.
[6]	Li WX, Tang YP, Guo JM, et al. Comparative metabolomics analysis on hematopoietic functions of herb pair Gui-Xiong by ultra-high-performance liquid chromatography coupled to quadrupole time-of-flight mass spectrometry and pattern recognition approach[J]. J Chromatogr A, 2014, 1346:49-56.
[7]	Li WX, Wang H, Tang YP, et al. The quantitative comparative analysis for main bio-active components in Angelica sinensis, Ligusticum chuanxiong, and the herb pair Gui-Xiong[J]. J Liq Chromatogr Relat Technol, 2012, 35(17):2439-2453.
[8]	Tang YP, Zhang YH, Li WX, et al. Comparative characterization of ten aromatic acids in Siwu series decoctions and their constituting herbs by HPLC-DAD method[J]. J Liq Chromatogr Relat Technol, 2012, 35(17):2425-2438.
[9]	Huang WY, Sheu SJ. Separation and identification of the organic acids in Angelicae Radix and Ligustici Rhizoma by HPLC and CE[J]. J Sep Sci, 2006, 29(17):2616-2624.
[10]	Li WX, Tang YP, Qian YF, et al. Comparative analysis of main aromatic acids and phthalides in Angelicae Sinensis Radix, Chuanxiong Rhizoma, and Fo-Shou-San by avalidated UHPLC-TQ-MS/MS[J]. J Pharmaceut Biomed, 2014, 99:45-50.
[11]	Li WX, Tang YP, Shang EX, et al. Identification on the metabolites of main aromatic acids from Danggui, Chuanxiong and the Gui-Xiong herb pair in blood deficiency rats[J]. China J Tradit Chin Med Pharm, 2013, 28(5):1212-1218.
[12]	Chinese Pharmacopoeia Commission. Pharmacopeia of the People's Republic of China[M]. Beijing:People's Medicine Publishing House, 2010.
[13]	Hou YZ, Yang J, Zhao GR, et al. Ferulic acid inhibits vascular smooth muscle cell proliferation induced by angiotensin II[J]. Eur J Pharmacol, 2004, 499(1-2):85-90.
[14]	Kobayashi S, Mimura Y, Naitoh T, et al. Chemical structure-activity of Cnidium rhizome-derived phthalides for the competence inhibition of proliferation in primary cultures of mouse aorta smooth muscle cells[J]. Jpn J Pharmacol, 1993, 63(3):353-359.
[15]	Hou YZ, Zhao GR, Yang J, et al. Protective effect of Ligusticum chuanxiong and Angelica sinensis on endothelial cell damage induced by hydrogen peroxide[J]. Life Sci, 2004,75(14):1775-1786.
[16]	Mathew S, Abraham TE. Ferulic acid:An antioxidant found naturally in plant cell walls and feruloyl esterases involved in its release and their applications[J]. Crit Rev Biotechnol, 2004, 24(2-3):59-83.
[17]	Lin Z, Zhu D, Yan Y, et al. Neuroprotection by herbal formula FBD and its active compounds[J]. Pharm Boil, 2009, 47(7):608-614.
[18]	Barone E, Calabrese V, Mancuso C. Ferulic acid and its therapeutic potential as a hormetin for age-related diseases[J]. Biogerontology, 2009, 10(2):97-108.
[19]	Madhujith T, Shahidi F. Antioxidant and antiproliferative potential of pearled barley (Hordeum vulgarae)[J]. Pharm Biol, 2008, 46(1-2):88-95.
[20]	Li WX, Li NG, Tang YP, et al. Biological activity evaluation and structure-activity relationships analysis of ferulic acid and caffeic acid derivatives for anticancer[J]. Bioorg Med Chem Lett, 2012, 22(19):6085-6088.
[21]	Chawla AS, Singh M, Murthy MS, et al. Anti-inflammatory action of ferulic acid and its esters in carrageen induced rat paw edema model[J]. Indian J Exp Biol, 1987, 25(3):187-189.
[22]	Chotimarkorn C, Ushio H. The effect of trans-ferulic acid and gamma-oryzanol on ethanol-induced liver injury in C57BL mouse[J]. Phytomedicine, 2008, 15(11):951-958.
[23]	Nakashima H, Murakami T, Yamamoto N, et al. Lignified materials as medicinal resources V. anti-HIV (human immunodeficiency virus) activity of some synthetic lignins[J]. Chem Pharm Bull, 1992, 40(8):2102-2105.
[24]	Zuo AH, Wang L, Xiao HB, et al. Identification of the absorbed components and metabolites in rat plasma after administration of Rhizoma Chuanxiong decoction by HPLC-ESI-MS/MS[J]. J Pharm Biomed Anal, 2011, 56(5):1046-1056.
[25]	Li WX, Guo JM, Tang YP, et al. Pharmacokinetic comparison of ferulic acid in normal and blood deficiency rats after oral administration of Angelica sinensis[J]. Int J Mol Sci, 2012, 13(3):3583-3597.
[26]	Brand-Williams W, Cuvelier ME, Berset C. Use of a free radical method to evaluate antioxidant activity[J]. Lebensm Wiss Technol, 1995, 28(1):25-30.
[27]	Terpinc P, Abramovič H. A kinetic approach for evaluation of the antioxidant activity of selected phenolic acids[J]. Food Chem, 2010, 121(2):366-371.
[28]	Choudhury RP, Kumar A, Garg AN. Analysis of Indian mint (Mentha spicata) for essential, trace and toxic elements and its antioxidant behavior[J]. J Pharm Biomed Anal, 2006, 41(3):825-832.
[29]	Kintzios S, Papageorgiou K, Yiakoumettis I, et al. Evaluation of the antioxidants activities of four Slovene medicinal plant species by traditional and novel biosensory assays[J]. J Pharm Biomed Anal, 2010, 53(3):773-776.
[30]	Lu GH, Chan K, Leung K, et al. Assay of free ferulic acid and total ferulic acid for quality assessment of Angelica sinensis[J]. J Chromatogr A, 2005, 1068(2):209-219.
[31]	Ho CC, Kumaran A, Hwang LS. Bio-assay guided isolation and identification of anti-Alzheimer active compounds from the root of Angelica sinensis[J]. Food Chem, 2009, 114(1):246-252.
[32]	Lu GH, Chan K, Liang YZ, et al. Development of high-performance liquid chromatographic fingerprints for distinguishing Chinese Angelica from related umbelliferae herbs[J]. J Chromatogr A, 2005, 1073(1-2):383-392.
[33]	Yan R, Li SL, Chung HS, et al. Simultaneous quantification of 12 bioactive components of Ligusticum chuanxiong Hort. By high-performance liquid chromatography[J]. J Pharm Biomed Anal, 2005, 37(1):87-95.
[34]	Cheng CY, Ho TY, Lee EJ, et al. Ferulic acid reduces cerebral infarct through its antioxidative and anti-Inflammatory effects following transient focal cerebral ischemia in rats[J]. Am J Chin Med, 2008, 36(6):1105-1109.
[35]	Ou SY, Kwok KC. Ferulic acid:pharmaceutical functions, preparation and applications in foods[J]. J Sci Food Agric, 2004, 84(11):1261-1269.
[36]	Li WD, Wu Y, Liu XD, et al. Isolation, identification and screen of lactone compounds from Angelica sinensis[J]. Chin Tradit Pat Med, 2011, 33(12):2114-2118.
[37]	Yu Y, Du JR, Wang CY, et al. Protection against hydrogen peroxide-induced injury by Z-ligustilide in PC12 cells[J]. Exp Brain Res, 2008, 184(3):307-312.
[38]	Kuang X, Du JR, Liu YX, et al. Postischemic administration of Z-Ligustilide ameliorates cognitive dysfunction and brain damage induced by permanent forebrain ischemia in rats[J]. Pharmacol Biochem Behav, 2008, 88(3):213-221.
[39]	Li WM, Liu HT, Li JJ, et al. Isolation and antioxidative activity of the substrate isolated from Chuanxiong[J]. J Food Sci Biotechnol, 2010, 29(1):64-70.
[40]	Qi HY, Siub SO, Chen Y, et al. Senkyunolides reduce hydrogen peroxide-induced oxidative damage in human liver HepG2 cells via induction of heme oxygenase-1[J]. Chem Biol Interact, 2010, 183(3):380-389.
[41]	Chen XP, Li Wei, Xiao XF, et al. Phytochemical and pharmacological studies on Radix Angelica sinensis[J]. Chin J Nat Med, 2013, 11(6):577-587.
[42]	Jiang FR, Qian JC, Chen SY, et al. Ligustrazine improves atherosclerosis in rat via attenuation of oxidative stress[J]. Pharm Biol, 2011, 49(8):856-863.

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通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

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Effects of ferulic acid on antioxidant activity in Angelicae Sinensis Radix, Chuanxiong Rhizoma, and their combination

Corresponding author:

1. Jingjiang Hospital of Traditional Chinese Medicine, Jingjiang 214500, China;

2. Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, and National and Local Collaborative Engineering Center of Chinese Medicinal Resources Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China

Received Date: 2014-06-16

Fund Project: This work was supported by National Key Technology R&D Program (No. 2008BAI51B01), the Specialized Research Fund for the Doctoral Program of Higher Education of China (No. 20113237110010), A Project Funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD).

Abstract: The present study aimed at exploring different roles of the same compound in different environment, using preparative HPLC, and the significance to investigating bio-active constituents in traditional Chinese medicine (TCM) on the basis of holism. In this study, the depletion of target component ferulic acid (FA) by using preparative HPLC followed by antioxidant activity testing was applied to investigate the roles of FA in Angelicae Sinensis Radix (DG), Chuanxiong Rhizoma (CX) and their combination (GX). The antioxidant activity was performed by 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging activity testing. FA was successfully and exclusively depleted from DG, CX, and GX, respectively. By comparing the effects of the samples, it was found that FA was one of the main antioxidant constituents in DG, CX and GX, and the roles of FA were DG CX GX. Furthermore, the effects of FA varied at different doses in these herbs. This study provided a reliable and effective approach to clarifying the contribution of same compound in different TCMs to their bio-activities. The role of a constituent in different TCMs might be different, and a component with the same content might have different effects in different chemical environments. Furthermore, this study also suggested the potential utilization of preparative HPLC in the characterization of the roles of multi-ingredients in TCM.

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Reference (42)

[1]	Hao H, Cui N, Wang G, et al. Global detection and identification of nontarget components from herbal preparations by liquid chromatography hybrid ion trap time-of-flight mass spectrometry and a strategy[J]. Anal Chem, 2008, 80(21):8187-8194.
[2]	Li T, Roy R. Studying traditional Chinese medicine[J]. Science, 2003, 300(5620):740-741.
[3]	L JL, Zhao J, Duan JA, et al. Quality evaluation of Angelica sinensis by simultaneous determination of ten compounds using LC-PDA[J]. Chromatographia, 2009, 70(3-4):455-465.
[4]	Li SJ, Lin H, Tang YP, et al. Comparative metabolomics analysis on invigorating blood circulation for herb pair Gui-Hong by ultra-high-performance liquid chromatography coupled to quadrupole time-of-flight mass spectrometry and pattern recognition approach[J]. J Pharmaceut Biomed, 2015, 107:456-463.
[5]	Li WX, Tang YP, Chen YY, et al. Advances in the chemical analysis and biological activities of chuanxiong[J]. Molecules, 2012, 17(9):10614-10651.
[6]	Li WX, Tang YP, Guo JM, et al. Comparative metabolomics analysis on hematopoietic functions of herb pair Gui-Xiong by ultra-high-performance liquid chromatography coupled to quadrupole time-of-flight mass spectrometry and pattern recognition approach[J]. J Chromatogr A, 2014, 1346:49-56.
[7]	Li WX, Wang H, Tang YP, et al. The quantitative comparative analysis for main bio-active components in Angelica sinensis, Ligusticum chuanxiong, and the herb pair Gui-Xiong[J]. J Liq Chromatogr Relat Technol, 2012, 35(17):2439-2453.
[8]	Tang YP, Zhang YH, Li WX, et al. Comparative characterization of ten aromatic acids in Siwu series decoctions and their constituting herbs by HPLC-DAD method[J]. J Liq Chromatogr Relat Technol, 2012, 35(17):2425-2438.
[9]	Huang WY, Sheu SJ. Separation and identification of the organic acids in Angelicae Radix and Ligustici Rhizoma by HPLC and CE[J]. J Sep Sci, 2006, 29(17):2616-2624.
[10]	Li WX, Tang YP, Qian YF, et al. Comparative analysis of main aromatic acids and phthalides in Angelicae Sinensis Radix, Chuanxiong Rhizoma, and Fo-Shou-San by avalidated UHPLC-TQ-MS/MS[J]. J Pharmaceut Biomed, 2014, 99:45-50.
[11]	Li WX, Tang YP, Shang EX, et al. Identification on the metabolites of main aromatic acids from Danggui, Chuanxiong and the Gui-Xiong herb pair in blood deficiency rats[J]. China J Tradit Chin Med Pharm, 2013, 28(5):1212-1218.
[12]	Chinese Pharmacopoeia Commission. Pharmacopeia of the People's Republic of China[M]. Beijing:People's Medicine Publishing House, 2010.
[13]	Hou YZ, Yang J, Zhao GR, et al. Ferulic acid inhibits vascular smooth muscle cell proliferation induced by angiotensin II[J]. Eur J Pharmacol, 2004, 499(1-2):85-90.
[14]	Kobayashi S, Mimura Y, Naitoh T, et al. Chemical structure-activity of Cnidium rhizome-derived phthalides for the competence inhibition of proliferation in primary cultures of mouse aorta smooth muscle cells[J]. Jpn J Pharmacol, 1993, 63(3):353-359.
[15]	Hou YZ, Zhao GR, Yang J, et al. Protective effect of Ligusticum chuanxiong and Angelica sinensis on endothelial cell damage induced by hydrogen peroxide[J]. Life Sci, 2004,75(14):1775-1786.
[16]	Mathew S, Abraham TE. Ferulic acid:An antioxidant found naturally in plant cell walls and feruloyl esterases involved in its release and their applications[J]. Crit Rev Biotechnol, 2004, 24(2-3):59-83.
[17]	Lin Z, Zhu D, Yan Y, et al. Neuroprotection by herbal formula FBD and its active compounds[J]. Pharm Boil, 2009, 47(7):608-614.
[18]	Barone E, Calabrese V, Mancuso C. Ferulic acid and its therapeutic potential as a hormetin for age-related diseases[J]. Biogerontology, 2009, 10(2):97-108.
[19]	Madhujith T, Shahidi F. Antioxidant and antiproliferative potential of pearled barley (Hordeum vulgarae)[J]. Pharm Biol, 2008, 46(1-2):88-95.
[20]	Li WX, Li NG, Tang YP, et al. Biological activity evaluation and structure-activity relationships analysis of ferulic acid and caffeic acid derivatives for anticancer[J]. Bioorg Med Chem Lett, 2012, 22(19):6085-6088.
[21]	Chawla AS, Singh M, Murthy MS, et al. Anti-inflammatory action of ferulic acid and its esters in carrageen induced rat paw edema model[J]. Indian J Exp Biol, 1987, 25(3):187-189.
[22]	Chotimarkorn C, Ushio H. The effect of trans-ferulic acid and gamma-oryzanol on ethanol-induced liver injury in C57BL mouse[J]. Phytomedicine, 2008, 15(11):951-958.
[23]	Nakashima H, Murakami T, Yamamoto N, et al. Lignified materials as medicinal resources V. anti-HIV (human immunodeficiency virus) activity of some synthetic lignins[J]. Chem Pharm Bull, 1992, 40(8):2102-2105.
[24]	Zuo AH, Wang L, Xiao HB, et al. Identification of the absorbed components and metabolites in rat plasma after administration of Rhizoma Chuanxiong decoction by HPLC-ESI-MS/MS[J]. J Pharm Biomed Anal, 2011, 56(5):1046-1056.
[25]	Li WX, Guo JM, Tang YP, et al. Pharmacokinetic comparison of ferulic acid in normal and blood deficiency rats after oral administration of Angelica sinensis[J]. Int J Mol Sci, 2012, 13(3):3583-3597.
[26]	Brand-Williams W, Cuvelier ME, Berset C. Use of a free radical method to evaluate antioxidant activity[J]. Lebensm Wiss Technol, 1995, 28(1):25-30.
[27]	Terpinc P, Abramovič H. A kinetic approach for evaluation of the antioxidant activity of selected phenolic acids[J]. Food Chem, 2010, 121(2):366-371.
[28]	Choudhury RP, Kumar A, Garg AN. Analysis of Indian mint (Mentha spicata) for essential, trace and toxic elements and its antioxidant behavior[J]. J Pharm Biomed Anal, 2006, 41(3):825-832.
[29]	Kintzios S, Papageorgiou K, Yiakoumettis I, et al. Evaluation of the antioxidants activities of four Slovene medicinal plant species by traditional and novel biosensory assays[J]. J Pharm Biomed Anal, 2010, 53(3):773-776.
[30]	Lu GH, Chan K, Leung K, et al. Assay of free ferulic acid and total ferulic acid for quality assessment of Angelica sinensis[J]. J Chromatogr A, 2005, 1068(2):209-219.
[31]	Ho CC, Kumaran A, Hwang LS. Bio-assay guided isolation and identification of anti-Alzheimer active compounds from the root of Angelica sinensis[J]. Food Chem, 2009, 114(1):246-252.
[32]	Lu GH, Chan K, Liang YZ, et al. Development of high-performance liquid chromatographic fingerprints for distinguishing Chinese Angelica from related umbelliferae herbs[J]. J Chromatogr A, 2005, 1073(1-2):383-392.
[33]	Yan R, Li SL, Chung HS, et al. Simultaneous quantification of 12 bioactive components of Ligusticum chuanxiong Hort. By high-performance liquid chromatography[J]. J Pharm Biomed Anal, 2005, 37(1):87-95.
[34]	Cheng CY, Ho TY, Lee EJ, et al. Ferulic acid reduces cerebral infarct through its antioxidative and anti-Inflammatory effects following transient focal cerebral ischemia in rats[J]. Am J Chin Med, 2008, 36(6):1105-1109.
[35]	Ou SY, Kwok KC. Ferulic acid:pharmaceutical functions, preparation and applications in foods[J]. J Sci Food Agric, 2004, 84(11):1261-1269.
[36]	Li WD, Wu Y, Liu XD, et al. Isolation, identification and screen of lactone compounds from Angelica sinensis[J]. Chin Tradit Pat Med, 2011, 33(12):2114-2118.
[37]	Yu Y, Du JR, Wang CY, et al. Protection against hydrogen peroxide-induced injury by Z-ligustilide in PC12 cells[J]. Exp Brain Res, 2008, 184(3):307-312.
[38]	Kuang X, Du JR, Liu YX, et al. Postischemic administration of Z-Ligustilide ameliorates cognitive dysfunction and brain damage induced by permanent forebrain ischemia in rats[J]. Pharmacol Biochem Behav, 2008, 88(3):213-221.
[39]	Li WM, Liu HT, Li JJ, et al. Isolation and antioxidative activity of the substrate isolated from Chuanxiong[J]. J Food Sci Biotechnol, 2010, 29(1):64-70.
[40]	Qi HY, Siub SO, Chen Y, et al. Senkyunolides reduce hydrogen peroxide-induced oxidative damage in human liver HepG2 cells via induction of heme oxygenase-1[J]. Chem Biol Interact, 2010, 183(3):380-389.
[41]	Chen XP, Li Wei, Xiao XF, et al. Phytochemical and pharmacological studies on Radix Angelica sinensis[J]. Chin J Nat Med, 2013, 11(6):577-587.
[42]	Jiang FR, Qian JC, Chen SY, et al. Ligustrazine improves atherosclerosis in rat via attenuation of oxidative stress[J]. Pharm Biol, 2011, 49(8):856-863.

Effects of ferulic acid on antioxidant activity in Angelicae Sinensis Radix, Chuanxiong Rhizoma, and their combination

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References

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