Abstract
Orthosiphon aristatus (Blume) Miq., Lamiaceae, is a medicinal plant from Southeast Asia. Pharmacological effects of O. aristatus are attributed to the presence of lipophilic flavones. This study aimed to carry out accelerated stability studies on O. aristatus ethanolic extract and its nano liposomes. The extracts were exposed to four different temperatures at 30, 40, 50 and 60°C for 6 months. The samples were analyzed at 0, 1, 2, 3, 4, 5 and 6 months by high performance liquid chromatography using rosmarinic acid, 3′-hydroxy-5,6,7,4′-tetramethoxyflavone, sinensetin and eupatorin as markers. Different chemical kinetic parameters of the markers were evaluated by Arrhenius equation to predict shelf life (t90) at different storage conditions and at room temperature. Moreover, the stability of O. aristatus ethanolic extract and O. aristatus nano liposomes were analyzes by chemical fingerprinting using FTIR spectroscopy, principal component analysis and hierarchical clustering analysis. The degradation of markers in both O. aristatus ethanolic extract and O. aristatus nano liposomes followed the first order degradation reaction (dependening on their initial concentration). The loss of marker compounds in O. aristatus ethanolic extract, stored at 30, 40, 50 and 60 °C for six months were up to 25, 52, 72 and 89% for all compounds, respectively. However, in O. aristatus nano liposomes 16, 71, 85 and 100% of compounds were lost during 6 months of storage at 30, 40, 50 and 60 °C, respectively. Therefore, the markers in O. aristatus nano liposomes seems to be more stable at a temperature below 30 ° C compared to O. aristatus ethanolic extract. However, markers present in O. aristatus ethanolic extract are more stable at a higher temperature (above 30 °C). principal component analysis or hierarchical clustering analysis analyses were applied to the FTIR results in order to demonstrate the discrimination between extracts based on the storage conditions. The results show that the functional group of the components in the extracts and their chemistry relationship is influenced by the temperature setup indicating the extracts are not stable during the storage conditions.
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Abdalrahim, F.A.A., Amin Malik, S.A.M., Zhari, I., 2014. Preparation and characterization of nano liposomes of Orthosiphon stamineus ethanolic extract in soybean phospholipids. BMC Biotechnol. 14, https://doi.org/10.1186/1472-6750-14-23.
Akowuah, G.A., Zhari, I., Norhayati, I., Sadikun, A., Khamsah, S.M., 2004. Sinensetin, eupatorin, 3′-hydroxy-5,6, 7,4′/-tetramethoxyflavone and rosmarinic acid contents and antioxidative effect of Orthosiphon stamineus from Malaysia. Food Chem. 87, 559–566.
Ali, A., Chong, C., Mah, S., Abdullah, L., Choong, T., Chua, B., 2018. Impact of storage conditions on the stability of predominant phenolic constituents and antioxidant activity of dried Piper betle extracts. Molecules 23, https://doi.org/10.3390/molecules23020484.
ASTM, 1991. Standard practice for maintaining constant relative humidity by means of aqueous solution. In: Annual Book of ASTM Standards: Designation. American Society for Testing and Materials, Philadelphia, pp. 104–185.
Awale, S., Tezuka, Y., Banskota, A.H., Kouda, K., Tun, K.M., Kadota, S., 2001. Five novel highly oxygenated diterpenes of orthosiphon stamineus from Myanmar. J. Nat. Prod. 64, 592–596.
Bakowska-Barczak, A., 2005. Acylated anthocyanins as stable, natural food colorants - a review. Pol. J. Food Nutr. Sci. 14, 107–116.
Bruneton, J., 1999. Pharmacognosy, Phytochemistry and Medicinal Plants, 2nd ed. Lavoisier Publishing; Secaucus, Intercept, Paris.
Dat, D.D., Ham, N.N., Khac, D.H., Lam, N.T., Son, P.T., Dau, N.v., Grabe, M., Johansson, R., Lindgren, G., Stjernström, N.E., 1992. Studies onthe individual and combined diuretic effects of four Vietnamese traditional herbal remedies (Zea mays, Imper-ata cylindrica, Plantago major and Orthosiphon stamineus). J. Ethnopharmacol. 36, 225–231.
Del-Toro-Sánchez, C.L., Gutiérrez-Lomelí, M., Lugo-Cervantes, E., Zurita, F., Robles-Garc, M.A., Ruiz-Cruz, S., Aguilar, J.A., Morales-Del Rio, J.A., Guerrero-Medina, P.J., 2015. Storage effect on phenols and on the antioxidant activity of extracts from Anemopsis californica and inhibition of elastase enzyme. J. Chem., https://doi.org/10.1155/2015/602136.
Elliott, G.N., Worgan, H., Broadhurst, D., Draper, J., Scullion, J., 2007. Soil differentiation using fingerprint Fourier transform infrared spectroscopy, chemometrics and genetic algorithm-based feature selection. Soil Biol. Biochem. 39, 2888–2896.
EMEA, 2001. European Agency forthe Evaluation of Medicinal Products, Final Proposals for Revision of the Notes for Guidance on Quality of Herbal Medicinal Products, The European Agency forthe Evaluation of Medicinal Products. EMEA, London, pp. 1–8.
Fang, Z., Bhandari, B., 2010. Encapsulation of polyphenols - a review. Trends Food Sci. Technol. 21, 510–523.
Friedman, M., Jürgens, H.S., 2000. Effect of pH on the stability of plant phenolic compounds. J. Agric. Food Chem. 48, 2101–2110.
Goyal, P., Goyal, K., Kumar, S.G.V., Singh, A.O.M.P.K., Mishra, D.N., 2005. Liposomal drug delivery systems - clinical applications. Acta Pharm. 55, 1–25.
Greenspan, L., 1977. Humidity fixed points of binary saturated aqueous solutions. J. Res. Natl. Bur. Stand 81, 89–96.
Hossain, M.A., Mizanur Rahman, S.M., 2015. Isolation and characterisation of flavonoids from the leaves of medicinal plant Orthosiphon stamineus. Arab. J. Chem. 8, 218–221.
Hussain, K., Majeed, M.T., Ismail, Z., Sadikun, A., Ibrahim, P., 2009. Traditional and complementary medicines: quality assessment strategies and safe usage. Southern Med. Rev. 2, 19–23.
ICH, 1996. Q2B Validation of Analytical Procedures: Methodology. Department of Health and Human Services Food and Drug Administration, U.S.
ICH, 2003. Stability Testing Guidelines: Stability Testing of New Drug Substances and Products. International Conference on Harmonisation, pp. 1–16.
Khalid, H., Zhari, I., Amirin, S., Pazilah, I., 2011. Accelerated stability and chemical kinetics of ethanol extracts of fruit ofPiper sarmentosum using high performance liquid chromatography. Iran J. Pharm. Res. 10, 403–413.
Kotsiou, K., Tasioula-Margari, M., 2016. Monitoring the phenolic compounds of Greek extra-virgin olive oils during storage. Food Chem. 200, 255–262.
Li, S., Han, Q., Qiao, C., Song, J., Lung Cheng, C., Xu, H., 2008. Chemical markers for the quality control of herbal medicines: an overview. Chin. Med. 3, 1–16.
Marsh, K.N., 1987. Recommended Reference Materials forthe Realization of Physicochemical Properties. Blackwell Scientific Publication, Oxford.
Munin, A., Edwards-Lévy, F., 2011. Encapsulation of natural polyphenolic compounds; a review. Pharmaceutics 3, 793–829.
Murphy, B., Murphy, C., Hathaway, B.J.A., 1997. Working Method Approach for Introductory Physical Chemistry Calculations. Royal Society of Chemistry, Cambridge.
Pourrat, H., Barthomeuf, C., Pourrat, A., Cottier, P.E., Ibrahim, H., 1995. Stabilization of Octastatin, a somatostatin analogue, Preparation of freeze-dried products for parenteral injection. Biol. Pharm. Bull. 18, 766–771.
Pugh, J., 2002. Kinetics and Product Stability, Textbook of Pharmaceutics the Science of Dosage Form Design, 2nd ed. Churchill Livingstone, London, pp. 101–112.
Rawlins, E., 1977. Bentley’s Textbook of Pharmaceutics. Bailliere Tindall, London.
Rice-Evans, C.A., Miller, N.J., Paganga, G., 1996. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radic. Biol. Med. 20, 933–956.
Sahib, H.B., Aisha, A.F., Yam, M.F., Asmawi, M.Z., Ismail, Z., Salhimi, S.M., Othman, N.H., Abdul Majid, A.M.S., 2009. Anti-angiogenic and antioxidant properties of Orthosiphon stamineus Benth. methanolic leaves extract. Int. J. Pharmacol. 5, 162–167.
Siddiqui, M.J.A., Ismail, Z., 2011. Simultaneous analysis of bioactive markers from Orthosiphon stamineus Benth leaves extracts by reverse phase high performance liquid chromatography. Trop. J. Pharm. Res. 10, 97–103.
Tezuka, Y., Stampoulis, P., Banskota, A.H., Awale, S., Tran, K.Q., Saiki, I., Kadota, S., 2000. Constituents of the Vietnamese medicinal plant Orthosiphon stamineus. Chem. Pharm. Bull. 48, 1711–1719.
Volf, I., Ignat, I., Neamtu, M., Popa, V.I., 2014. Thermal stability, antioxidant activity, and photo-oxidation of natural polyphenols. Chem. Pap. 68, 121–129.
Waterman, K.C., Adami, R.C., Alsante, K.M., Antipas, A.S., Arenson, D.R., Carrier, R., Hong, J., Landis, M.S., Lombardo, F., Shah, J.C., Shalaev, E., Smith, S.W., Wang, H., 2002. Hydrolysis in pharmaceutical formulations. Pharm. Dev. Technol. 7, 113–146.
WHO, 1996. WHO Expert Committee on Specifications for Pharmaceutical Preparations, Guidelines for the Assessment of Herbal Medicines. WHO, Geneva.
Yam, M.F., Asmawi, M.Z., Basir, R., 2008. An investigation of the antiinflammatory and analgesic effects of Orthosiphon stamineus leaf extract. J. Med. Food 11, 362–368.
Young, J.F., 1967. Humidity control in the laboratory using salt solutions - a review. J. Appl. Chem. 17, 241–245.
Zavoi, S., Fetea, F., Ranga, F., Raluca, M.P., Baciu, A., Socaciu, C., 2011. Comparative fingerprint and extraction yield of medicinal herb phenolics with hepatoprotective potential, as determined by UV-Vis and FT-MIR spectroscopy. Not. Bot. Horti. Agrobot. Cluj. Napoca 39, 82–89.
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ZI designed the study and assisted AS (PhD student), MAAS (PhD student) and MSRH (MSc student) in conducting the study. AS,MAAS and MSRH interpreted the data, and AS and ZI drafted the manuscript. All authors reviewed the data and approved the final version of the manuscript.
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Shafaei, A., Saeed, M.A.A., Hamil, M.S.R. et al. Application of high performance liquid chromatography and Fourier-transform infrared spectroscopy techniques for evaluating the stability of Orthosiphon aristatus ethanolic extract and its nano liposomes. Rev. Bras. Farmacogn. 28, 658–668 (2018). https://doi.org/10.1016/j.bjp.2018.07.005
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DOI: https://doi.org/10.1016/j.bjp.2018.07.005