Abstract
Cinnamomum tamala and Cinnamomum verum are known for their folk medicinal usage in treating gastrointestinal ailments. The spasmolytic activity of essential oils was studied using isolated rat ileum. The results indicate that C. tamala, despite having a lower content of eugenol (60%), shows a spasmolytic potential of 68.01 ± 2.63% (EC50 = 110.12 ± 13.58 μg/mL) while C. verum with rich eugenol (80%) shows lesser spasmolytic potential (38.96 ± 0.63%) and fails to attain an EC50 value. Upon comparison with standard eugenol’s percentage of spasmolytic (35.68 ± 2.57%), it is evident that the action of these essential oils does not solely rely on the major component but the synergistic role in association with other components of the mixture influences the pharmacological action of the essential oils. In silico docking of phytochemicals of leaf essential oils with M2 (M2AChR) and M3 muscarinic (M3AChR) and nicotinic acetylcholine receptor (nAChR) was carried out to determine the type of receptors through which the essential oils had spasmolytic potential. The binding affinity for eugenol with nAChR shows a better docking score than M2AChR and M3AChR.
Funding source: Science and Engineering Research Board, Department of Science & Technology, Government of India
Award Identifier / Grant number: SB/FT/LS-300/2012
Acknowledgments
We express our sincere gratitude to The Vice-Chancellor, SASTRA Deemed University for facilities and support. We thank Dr. S. Panchapakesan, Coordinator, Central Animal Facility, SASTRA Deemed University for providing an excellent platform to perform the research work. RM is also thankful to the Management and Principal of Ayya Nadar Janaki Ammal College, Sivakasi for their support and encouragement.
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Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
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Research funding: RM was financially supported by the Science and Engineering Research Board, Department of Science & Technology, Government of India, New Delhi (Grant No. SB/FT/LS-300/2012).
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Conflict of interest statement: The authors declare no conflicts of interest regarding this article.
References
1. Kostermans, AJGH. A monograph of the genus Cinnamomum Schaeffer (Lauraceae)-part I. Ginkgoana 1986;6:1–196.Search in Google Scholar
2. Ravindran, PN, Nirmal Babu, K. Introduction. In: Ravindran, PN, Nirmal Babu, K, Shylaja, M, editors. Cinnamon and Cassia – the genus Cinnamomum. USA: CRC Press; 2004:1–13 pp.10.1201/9780203590874Search in Google Scholar
3. Rema, J, Leela, NK, Krishnamoorthy, B, Mathew, PA. Chemical composition of Cinnamomum tamala essential oil-a review. J Med Aromat Plant Sci 2005;27:515–9.Search in Google Scholar
4. Baruah, A, Nath, SC. Introduction. In: Ravindran, PN, Nirmal Babu, K, Shylaja, M, editors. Cinnamon and Cassia – the genus Cinnamomum. USA: CRC Press; 2004:199–210 pp.Search in Google Scholar
5. Vijayan, KK, Thampuran, RVA. Introduction. In: Ravindran, PN, Nirmal Babu, K, Shylaja, M, editors. Cinnamon and Cassia – the genus Cinnamomum. USA: CRC Press; 2004:258–84 pp.10.4324/9781315626680-1Search in Google Scholar
6. Djilani, A, Dicko, A. The therapeutic benefits of essential oils. In: Bouayed, J, editor. Nutrition, well-being and health. Croatia: INTECH Open Access Publisher; 2012:155–78 pp.10.5772/25344Search in Google Scholar
7. Sriramavaratharajan, V, Murugan, R. Chemical profiling of the leaf essential oils of Cinnamomum species used as spice in Southern India. J Biol Act Prod Nat 2020;10:317–24. https://doi.org/10.1080/22311866.2020.1806730.Search in Google Scholar
8. Unno, T, Matsuyama, H, Sakamoto, T, Uchiyama, M, Izumi, Y, Okamoto, H, et al.. M2 and M3 muscarinic receptor‐mediated contractions in longitudinal smooth muscle of the ileum studied with receptor knockout mice. Br J Pharmacol 2009;146:98–108. https://doi.org/10.1038/sj.bjp.0706300.Search in Google Scholar
9. Meiss, RA. Mechanics of smooth muscle contraction. In: Kao, CY, Carsten, ME, editors. Cellular aspects of smooth muscle function. New York: Cambridge University Press; 1997:169–201 pp.10.1017/CBO9780511759383.006Search in Google Scholar
10. Sankaran, V, Chakraborty, A, Jeyaprakash, K, Murugan, R, Chellappan, DR. Chemical analysis of leaf essential oil of Cinnamomum tamala from Arunachal Pradesh, India. J Chem Pharmaceut Sci 2015;8:246–8.Search in Google Scholar
11. Chakraborty, A, Sankaran, V, Murugan, R, Chellappan, DR. Chemical analysis of leaf essential oil of Cinnamomum verum from Palni hills, Tamil Nadu. J Chem Pharmaceut Sci 2015;8:476–9.Search in Google Scholar
12. Kulkarni, SK. Handbook of experimental pharmacology, 1st ed. New Delhi: Vallabh Prakashan; 1997.Search in Google Scholar
13. Morris, GM, Goodsell, DS, Halliday, RS, Huey, R, Hart, WE, Belew, RK, et al.. Automated docking using a Lamarckian genetic algorithm and empirical binding free energy function. J Comput Chem 1998;19:1639–62. https://doi.org/10.1002/(sici)1096-987x(19981115)19:14<1639::aid-jcc10>3.0.co;2-b.10.1002/(SICI)1096-987X(19981115)19:14<1639::AID-JCC10>3.0.CO;2-BSearch in Google Scholar
14. DeLano, WL. Pymol: an open-source molecular graphics tool. CCP4 Newsl Protein Crystallogr 2002;40:82–92.Search in Google Scholar
15. Pettersen, EF, Goddard, TD, Huang, CC, Couch, GS, Greenblatt, DM, Meng, EC, et al.. UCSF Chimera–a visualization system for exploratory research and analysis. J Comput Chem 2004;25:1605–12. https://doi.org/10.1002/jcc.20084.Search in Google Scholar
16. Sadowski, J, Gasteiger, J, Klebe, G. Comparison of automatic three-dimensional model builders using 639 x-ray structures. J Chem Inf Comput Sci 1994;34:1000–8. https://doi.org/10.1021/ci00020a039.Search in Google Scholar
17. Peng, C, Ayala, PY, Schlegel, HB, Frisch, MJ. Using redundant internal coordinates to optimize equilibrium geometries and transition states. J Comput Chem 1996;17:49–56. https://doi.org/10.1002/(sici)1096-987x(19960115)17:1<49::aid-jcc5>3.0.co;2-0.10.1002/(SICI)1096-987X(19960115)17:1<49::AID-JCC5>3.0.CO;2-0Search in Google Scholar
18. Dewar, MJS, Zoebisch, EG, Healy, EF, Stewart, JJP. Development and use of quantum mechanical molecular models. 76. AM1: a new general purpose quantum mechanical molecular model. J Am Chem Soc 1985;107:3902–9. https://doi.org/10.1021/ja00299a024.Search in Google Scholar
19. Berman, HM, Westbrook, J, Feng, Z, Gilliland, G, Bhat, TN, Weissig, H, et al.. The protein data bank. Nucleic Acids Res 2000;28:235–42. https://doi.org/10.1093/nar/28.1.235.Search in Google Scholar
20. Celie, PH, Kasheverov, IE, Mordvintsev, DY, Hogg, RC, van Nierop, P, van Elk, R, et al.. Crystal structure of nicotinic acetylcholine receptor homolog AChBP in complex with an α-conotoxin PnIA variant. Nat Struct Mol Biol 2005;12:582–8. https://doi.org/10.1038/nsmb951.Search in Google Scholar
21. Thorsen, TS, Matt, R, Weis, WI, Kobilka, BK. Modified T4 lysozyme fusion proteins facilitate G protein-coupled receptor crystallogenesis. Structure 2014;22:1657–64. https://doi.org/10.1016/j.str.2014.08.022.Search in Google Scholar
22. Haga, K, Kruse, AC, Asada, H, Yurugi-Kobayashi, T, Shiroishi, M, Zhang, C, et al.. Structure of the human M2 muscarinic acetylcholine receptor bound to an antagonist. Nature 2012;482:547–51. https://doi.org/10.1038/nature10753.Search in Google Scholar
23. Gotti, C, Marks, MJ, Millar, NS, Wonnacott, S. Nicotinic acetylcholine receptors (version 2019.4) in the IUPHAR/BPS Guide to Pharmacology Database. IUPHAR/BPS Guide Pharmacol CITE 2019;2019. https://doi.org/10.2218/gtopdb/F76/2019.4.Search in Google Scholar
24. Birdsall, NJM, Bradley, S, Brown, DA, Buckley, NJ, Challiss, RJ, Christopoulos, A, et al.. Acetylcholine receptors (muscarinic) (version 2019.4) in the IUPHAR/BPS Guide to Pharmacology Database. IUPHAR/BPS Guide Pharmacol CITE 2019;2019. https://doi.org/10.2218/gtopdb/F2/2019.4.Search in Google Scholar
25. Sanner, MF. Python: a programming language for software integration and development. J Mol Graph Model 1999;17:57–61.Search in Google Scholar
26. Laskowski, RA, Hutchinson, EG, Michie, AD, Wallace, AC, Jones, ML, Thornton, JM. PDBsum: a Web-based database of summaries and analyses of all PDB structures. Trends Biochem Sci 1997;22:488–90. https://doi.org/10.1016/s0968-0004(97)01140-7.Search in Google Scholar
27. Sriramavaratharajan, V, Murugan, R. Chemical profile of leaf essential oil of Cinnamomum walaiwarense and comparison of its antioxidant and hypoglycemic activities with the major constituent benzyl benzoate. Nat Prod Commun 2018;13:779–82. https://doi.org/10.1177/1934578x1801300633.Search in Google Scholar
28. More, TA, Kulkarni, BR, Nalawade, ML, Arvindekar, AU. Antidiabetic activity of linalool and limonene in streptozotocin-induced diabetic rat: a combinatorial therapy approach. Int J Pharm Pharmaceut Sci 2014;6:159–63.Search in Google Scholar
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