Determination of the content of rosmarinic acid by HPLC and analytical comparison of volatile constituents by GC-MS in different parts of Perilla frutescens (L.) Britt

Chemistry Central Journal

Jing Liu¹  Yuklam Wan¹  Zhongzhen Zhao¹  Hubiao Chen¹ 

[1] School of Chinese Medicine, Hong Kong Baptist University, Hong Kong Special Administrative Region, Hong Kong, People’s Republic China

关键词: Volatile constituents;    Qualitative analysis;    Rosmarinic acid;    Quantitative analysis;    Perilla frutescens;   

Others  :  787933
DOI  :  10.1186/1752-153X-7-61

 received in 2013-02-22, accepted in 2013-03-25,  发布年份 2013

【 摘 要 】

Background

Perilla frutescens (L.) Britt. is not only an edible plant but also a traditional medicinal plant commonly used for treating common cold. It is widely cultivated in southern China. The anatomical parts of P. frutescens that are recorded as medicines in the Chinese material medica are: Perillae Caulis, Perillae Folium and Perillae Fructus, which are the dried stems, the dried leaves and the dried ripe fruits, respectively. Rosmarinic acid is one of major polyphenolic ingredients found in all three Perillae Caulis, Perillae Folium and Perillae Fructus. The characteristic volatile oil of P. frutescens is believed to be another essential composition of the herb, giving its wide range of use.

Results

A simple, rapid and accurate HPLC-DAD method was set up, suitable for the assay of rosmarinic acid in Perillae Fructus, Perillae Folium and Perillae Caulis. 12 batches of Perillae Caulis, 12 batches of Perillae Folium and 13 batches of Perillae Fructus from 8 different regions of mainland China and Hong Kong herbal markets were collected for evaluating the quality of P. frutescens. Results showed that Perillae Folium typically had the highest content of rosmarinic acid. Certain macroscopic characteristics were related to the concentration of rosmarinic acid. The volatile components were identified and compared in Perillae Fructus, Perillae Folium and Perillae Caulis by gas chromatography–mass spectrometry (GC-MS). Extracts were prepared by steam distillation. Twelve, seventeen and nine compounds were identified and accounted for 69.71%, 50.54% and 81.73% of all identified peak areas in Perillae Caulis, Perillae Folium and Perillae Fructus respectively. The identified components were analyzed for comparison of Perillae Caulis, Perillae Folium and Perillae Fructus more effectively.

Conclusions

This work provides a means by which samples of various parts of P. frutescens can be evaluated in terms of their pharmacologically active components. It should be of value in the efficient exploitation of P. frutescens plant material in clinical applications and drug development.

【 授权许可】

   
2013 Liu et al.; licensee Chemistry Central Ltd.

【 图 表 】

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【 参考文献 】

• [1]State Pharmacopoeia Committee: Pharmacopoeia of the People's Republic of China. Beijing: Medical Science and Technology Press;
• [2]Liu R, Tang F: Effects of Perilla frutescens stem on contraction of colon smooth muscle cells in rats. Tianjin Journal of Traditional Chinese Medicine 2009, 26:184-186.
• [3]Liu J, Steigel A, Reininger E, Bauer R: Two new prenylated 3-benzoxepin derivatives as cyclooxygenase inhibitors from Perilla frutescens var. acuta. J Nat Prod 2000, 63:403-405.
• [4]Nakamura Y, Ohto Y, Murakami A, Ohigashi H: Superoxide scavenging activity of rosmarinic acid from Perilla frutescens Britton var. acuta f. viridis. J Agric Food Chem 1998, 46:4545-4550.
• [5]Nakazawa T, Ohsawa K: Metabolites of orally administered Perilla frutescens extract in rats and humans. Biol Pharm Bull 2000, 23:122-127.
• [6]Ha TJ, Lee JH, Lee MH, Lee BW, Kwon HS, Park CH, Shim KB, Kim HT, Baek IY, Jang DS: Isolation and identification of phenolic compounds from the seeds of Perilla frutescens (L.) and their inhibitory activities against alpha-glucosidase and aldose reductase. Food Chem 2012, 135:1397-1403.
• [7]Yamamoto H, Ogawa T: Antimicrobial activity of perilla seed polyphenols against oral pathogenic bacteria. Biosci Biotechnol Biochem 2002, 66:921-924.
• [8]Ishikura N: Anthocyanins and flavones in leaves and seeds of Perilla plant. Agric Biol Chem 1981, 45:1855-1860.
• [9]Aritomi M, Kumori T, Kawasaki T: Cyanogenic glycosides in leaves of Perilla frutescens var. acuta. Phytochemistry 1985, 24:2438-2439.
• [10]Tada M, Matsumoto R, Yamaguchi H, Chiba K: Novel antioxidants isolated from Perilla frutescens Britton var. crispa (Thunb.). Biosci Biotechnol Biochem 1996, 60:1093-1095.
• [11]Peng Y, Ye J, Kong J: Determination of phenolic compounds in Perilla frutescens L. by capillary electrophoresis with electrochemical detection. J Agric Food Chem 2005, 53:8141-8147.
• [12]Gu LH, Lin C, Wu T, Yu GX, Wang ZT: Quality specification of Perillae Fructus. China Journal of Chinese Materia Medica 2010, 25:2087-2090.
• [13]Gu LH, Hao XM, Zhao SM, Wang ZT: Study on Quality Specification of Caulis Perillae. Chinese Pharmaceutical Journal 2010, 45:1308-1312.
• [14]Kang R, Helms R, Stout MJ, Jaber H, Chen Z, Nakatsu T: Antimicrobial activity of the volatile constituents of Perilla frutescens and its synergistic effects with polygodial. J Agric Food Chem 1992, 40:2328-2330.
• [15]Ding JJ JX, Hu TY, Cao DH, Huang C: Effect of perilla oil on reducing triglyceride and cholesterol level in serum of hyperlipidemia model rats. China Oils and Fats 2004, 29:61-64.
• [16]Liu XQ, Wan FZ, Zhen SL: Effects of essential oil from Perilla frutescens (L.) Britton on dermatophytes and O2- in viro. Natural Product Research and Development 2001, 13:39-41.
• [17]Guo QQ, Du GC, Li RG: Antibacterial activity of Perilla frutescens leaf essential oil. Science and Technology of Food Industry 2003, 24:25-26.
• [18]Feng J, Wang W, Yu CH: Chemical composition and anti-inflammatory effects of the essential oils from Perilla frutescens leaf. Strait Pharmaceutical Journal 2011, 23:45-48.
• [19]Ren SQ, Sun CH, Fang HZ, Zhao CX: Qualitative analysis of the volatile components of Perilla stem by GC-MS. China Pharmacy 2008, 19:683-685.
• [20]Ren SQ, Sun CH, Fang HZ, Zhao CX: Analysis of the volatile oil in Perilla leaves by GC-MS and heuristic evolving latent projections method. China Pharmacy 2008, 19:914-916.
• [21]Xiong YH, Wang M: Chemometric resolution of common volatile oil composition of seeds and leaves of Perilla frutescens (L.) britt. Food Science 2010, 31:203-207.
• [22]Liu XP, Zhang C, Yu AN, Liu YX, Tan ZW, Tian DT: Study on the chemical components of volatile oil from Perilla frutescens (L.). Lishizhen Medicine and Materia Medica Research 2008, 19:1922-1924.
• [23]Zhao Z, Liang Z, Ping G: Macroscopic identification of Chinese medicinal materials: traditional experiences and modern understanding. J Ethnopharmacol 2011, 134:556-564.
• [24]Wang HW, Liu YQ, Wei SL, Yan ZJ: Comparative analysis of the extraction of volatile Oil from Perilla frutescens seeds by means of MAHD, UAE and hydrodistillation. Fine Chemicals 2011, 28:544-547.
• [25]Jin JZ: Supercritical CO2 extraction and analysis of volatile oil of Perilla frutescens leaves. Chinese Journal of Pharmaceutical Analysis 2011, 31:826-830.
• [26]Lu JS, Qin XJ: Chemical composition and antioxidant activity of essential oil and semi-volatile fraction of the seed of Perilla frutescens (L.) Britt. Fine Chemicals 2009, 26:273-278.
• [27]Liu SH, Xian AM, Wei CB, Zang XP: Determination of volatile components of Perilla seeds using the SPME-GC-MS method. Tropical Agricultural Engineering 2009, 33:42-45.
• [28]Fang HM, Mao SY: Determination of volatile oil from Perillaldehyde content by GC. Journal of Chongqing Three Gorges University 2009, 25:78-80.