Metabolite Profiling of Tissues of Acorus calamus and Acorus tatarinowii Rhizomes by Using LMD, UHPLC-QTOF MS, and GC-MS

Abstract

Acorus calamus and its related species are of significant importance to the food and fragrance industries due to their varied applications. They are also a cause of critical concern due to their toxic β-asarone content. Several toxicity cases have occurred due to high β-asarone compositions in food products. Hence, limits for their use are strictly regulated by the Food and Drug Administration, the European Union, and legislations of different countries. The identification of species with a lower β-asarone content is of great significance. In this report, the metabolite profiles and essential oil content of A. calamus and Acorus tatarinowii rhizomes were analysed and compared using UHPLC-QTOF-MS and GC-MS techniques. The metabolite profiles were similar; however, β-asarone content was higher in A. calamus rhizomes. The developed methods can be applied for microscopic and macroscopic identification, and quality control of food products containing β-asarone.

Key words

Acorus calamus - Acorus tatarinowii - Acoraceae - metabolite profiling - α- and β-asarone - laser micro-dissection (LMD) - UHPLC-QTOF MS - GC-MS

• References

• 1 Ratsch C. The encyclopedia of psychoactive plants. Rochester: Park Street Press; 2005
• 2 Raina V, Srivastava S, Syamasunder K. Essential oil composition of Acorus calamus L. from the lower region of the Himalayas. Flavour Fragr J 2003; 18: 18-20
• 3 Burdock G. Fenaroliʼs handbook of flavour ingredients. Boca Raton: CRC Press; 1970
• 4 Zhiqiang L, Guo P. Effects of Kaixin powder on learning and memory performance and acetylcholine esterase mRNA expressions in vascular dementia rats. Chin Trad Patent Med 2009; 31: 1180-1186
• 5 Liu J, Li C, Xing G, Zhou L, Dong M, Geng Y, Li X, Li J, Wang G, Zou D, Niu Y. Beta-asarone attenuates neuronal apoptosis induced by Beta amyloid in rat hippocampus. Yakugaku Zasshi 2010; 130: 737-746
• 6 Dennehy C, Tsourounis C, Miller A. Evaluation of herbal dietary supplements marketed on the internet for recreational use. Ann Pharmacother 2005; 39: 1634-1639
• 7 Lee M, Yun B, Park S, Ly S, Kim S, Han B, Sung C. Anti-amnesic effect of Chong–Myung–Tang on scopolamine-induced memory impairments in mice. J Ethnopharmacol 2010; 132: 70-74
• 8 Committee on Herbal Medicinal Products. Evaluation of medicines for human use: public statement on the use of herbal medicinal products containing asarone. London: European Medicines Agency (EMEA); 2005. (Doc Ref: EMEA/HMPC/139215/2005)
• 9 FDA. Food additives. Substances prohibited for use in human food. Fed Request; 1974: 34172-34173
• 10 ECC. Status of foods and drugs containing calamus, as the root, oil or extract. Fed Regist; 1968: 6967
• 11 Code of federal regulations. Substance prohibited from use in human food. Calamus and its derivatives. Washington, DC: US. Government printing office; 2011: 110
• 12 Scientific Committee for Food, European Commission. Report of the Scientific Committee for Food on the presence of β-asarone in flavourings and other food ingredients with flavouring properties. Belgium: ECC; 2002
• 13 Meng X, Liao S, Wang X, Wang S, Zhao X, Jia P, Pei W, Zheng X, Zheng X. Reversing P-glycoprotein-mediated multidrug resistance in vitro by α-asarone and β-asarone, bioactive cis-trans isomers from Acorus tatarinowii . Biotechnol Lett 2014; 36: 685-691
• 14 Yabiku H, Oga S, Lajolo F. Toxic effects of Acorus calamus oil. Preliminary study with rats and chicken embryos. An Farm Quim São Paulo 1979; 19: 252-258
• 15 Bensky D, Clavey S, Stoger E, Gamble A. Chinese herbal medicine Materia Medica. 3rd. edition (compiled and translated). Seattle: Eastland Press Inc.; 2004: 954-958
• 16 Zuba D, Byrska B. Alpha- and beta-asarone in herbal medicinal products. A case study. Forensic Sci Int 2012; 30: e5-e9
• 17 The Ayurvedic Pharmacopoeia of India. Delhi: The Controller of Publication; 1999: 168
• 18 Chinese Pharmacopoeia Commission. The Pharmacopoeia of the Peopleʼs Republic of China, English edition. Beijing: China Medical Science Press; 2010: 15
• 19 Liang F, Durairajan S, Lu J, Koo I, Li M. In vitro screening on amyloid precursor protein modulation of plants used in Ayurvedic and traditional Chinese medicine for memory improvement. J Ethnopharmacol 2012; 141: 754-760
• 20 Jaiswal Y, Liang Z, Ho A, Wong L, Yong P, Chen H, Zhao Z. Distribution of toxic alkaloids in tissues from three herbal medicine Aconitum species using laser micro-dissection, UHPLC-QTOF MS and LC-MS/MS techniques. Phytochem 2014; 107: 155-174
• 21 Jaiswal Y, Liang Z, Guo P, Ho H, Chen H, Zhao Z. Tissue-specific metabolite profiling of Cyperus rotundus L. rhizomes and (+)-nootkatone quantitation by laser microdissection, ultra-high-performance liquid chromatography-quadrupole time-of-flight mass spectrometry, and gas chromatography-mass spectrometry techniques. J Agric Food Chem DOI: 10.1021/jf502494z. advance online publication 9 July 2014
• 22 Jaiswal Y, Liang Z, Ho A, Chen H, Zhao Z. A comparative tissue-specific metabolite analysis and determination of protodioscin content in asparagus species used in traditional Chinese medicine and Ayurveda by use of laser micro-dissection, UHPLC-QTOF MS and LC-MS/MS. Phytochem Anal 2014; DOI: 10.1002/pca.2522. advance online publication 16 April DOI: 10.1002/pca.2522.
• 23 Jaiswal Y, Liang Z, Yong P, Chen H, Zhao Z. A comparative study on the traditional Indian Shodhana and Chinese processing methods for aconite roots by characterization and determination of the major components. Chem Cent J 2013; 7: 169
• 24 Yu S, Kim E, Lee J, Lee K, Hong J. Development of fingerprints for quality control of Acorus species by gas chromatography/mass spectrometry. Bull Korean Chem Soc 2011; 32: 1547
• 25 Wang Y, Chang L, Zhao X, Meng X, Liu Y. Gas chromatography-mass spectrometry analysis on compounds in volatile oils extracted from Yuan Zhi (Radix Polygalae) and Shi Chang Pu (Acorus tatarinowii) by supercritical CO₂ . J Tradit Chin Med 2012; 32: 459-464
• 26 Jinfeng H, Xiaozhang F. Phenyl propanes from Acorus tatarinowii . Planta Med 2000; 66: 662-664
• 27 Thankamma A, Radhika L, Soudamini C. Detection of Acorus calamus in ayurvedic preparations. Anc Sci Life 1995; 14: 276-280
• 28 Opdyke D. Fragrance raw materials monographs: calamus oil. Food Cosmet Toxicol 1977; 15: 623-626
• 29 Deng C, Lin S, Huang T, Duan G, Zhang X. Development of gas chromatography/mass spectrometry following headspace solid-phase microextraction for fast determination of asarones in plasma. Rapid Commun Mass Spectrom 2006; 20: 2120-2126
• 30 Fang Y, Shi C, Liu L, Fang R. Pharmacokinetics of beta-asarone in rabbit blood, hippocampus, cortex, brain stem, thalamus and cerebellum. Pharmazie 2012; 67: 120-123
• 31 Wu H, Fang Y. Pharmacokinetics of beta-asarone in rats. Acta Pharm Sin 2004; 39: 836-838
• 32 Lander V, Schreier P. Acorenone and c-asarone: indicators of the origin of Calamus oils (Acorus calamus L.). Flav Fragr J 1990; 5: 75-79
• 33 Venskutonis P, Dagilyte A. Composition of essential oil of sweet flag (Acorus calamus L.) leaves at different growing phases. J Essent Oil Res 2003; 15: 313-318
• 34 Malik A, Kurniawan A, Najib A. Comparative study of HPTLC fingerprint of β-asarone content between leaves and rhizome of Acorus calamus L. Inter J Pharm Tech Res 2014; 6: 829-833
• 35 ICH: Validation of analytical procedures (Q2 R1). Text and methodology – ICH Harmonised Tripartite Guideline. Geneva: WHO; 2005: 6-13
• 36 Oprean R, Tamas M, Sandulescu R, Roman L. Essential oils analysis. I. Evaluation of essential oils composition using both GC and MS fingerprints. J Pharm Biomed Anal 1998; 18: 651-657
• 37 Hagan E, Hansen W, Fitzhugh O, Jenner P, Jones W, Taylor J, Long E, Nelson A, Brouwer J. Food flavourings and compounds of related structure. II. Subacute and chronic toxicity. Food Cosmet Toxicol 1967; 5: 141-157
• 38 Jenner P, Hagan E, Taylor C, Fitzhugh O. Food flavouring and compounds of related structure. I. Acute oral toxicity. Food Cosmet Toxicol 1964; 2: 327-343