Phytochemicals and Antioxidant Activities in methanol extracts of Endemic Haplophyllum Species from Türkiye

Year 2023, Volume: 27 Issue: 3, 687 - 696, 30.06.2023

Cennet Yaman

https://doi.org/10.16984/saufenbilder.1091181

Abstract

The aim of the current study is to determine the total flavonoids, phenolics and antioxidant activities of methanol extracts from aerial parts of four endemic Haplophyllum species to Türkiye (H. myrtifolium, H. vulcanicum, H. pumiliforme, and H. sahinii). There are two populations collected from different regions belonging to H. myrtifolium and H. pumiliforme. Antioxidant activities were measured by radical scavenging activity such as the 2, 2′-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS) and 2, 2-diphenyl-1-picrylhydrazyl (DPPH), and compared with synthetic standards such as trolox, ascorbic acid and butylated hydroxytoluene (BHT). The highest total bioactive contents were recorded as H. sahinii for total phenolic content (66.4 mg GAE/g extract) and H. myrtifolium for total flavonoid content (40.8 mg QE/g extract), but H. vulcanicum displayed the lowest amount for both contents (38.0 mg GAE/g extract and 34.5 mg QE/g extract, respectively). Among the species, H. myrtifolium exhibited the strongest DPPH and ABTS radical scavenging activity followed by H. pumiliforme, H. sahinii and H. vulcanicum. All Haplophyllum species showed higher antioxidant activity for these two radical scavenging activities than trolox and BHT. The phytochemicals and antioxidant activities in methanol extracts from these endemic Haplophyllum species is reported for the first time. The diversity of the findings is to be discussed as likely consequence of the different species and regions.

Keywords

Haplophyllum L, phenolic, flavonoids, DPPH, ABTS

References

• C. C. Townsend, “Haplophyllum A. Juss. In: Davis, P.H (Ed.) Flora of Türkiye and the Aegean Islands. vol 2,” Edinburgh University Press, Edinburgh, pp. 496–506, 1967.
• C. C. Townsend, “Taxonomic revision of the genus Haplophyllum (Rutaceae). In: Hooker’s icones plantarumvol 40 parts 1,” Bentham-Moxon Trustees Royal Botanical Gardens, Kew, 1986.
• O. Tugay, D. Ulukuş, “Haplophyllum sahinii (Rutaceae), a new species from Central Anatolia (Turkey),”Phytotaxa, vol. 297, No. 3, pp. 265-272, 2017.
• D. Ulukuş, O. Tugay. O. “Haplophyllum ermenekense (Rutaceae), a new species from Turkey,” PhytoKeys, (111), 119, 2018.
• M. Debouba, B. Khemakhem, S. Zouari, A. Meskine, H. Gouia, “Chemical and biological activities of Haplophyllum tuberculatum organic extracts and essential oil,” Journal of essential oil bearing plants, vol. 17, no. 5, pp. 787-796, 2014.
• M. A. Al-Yahya, A. J. Al-Rehaily, M. S. Ahmad, M. S. Al-Said, F. S. El-Feraly, C. D. Hufford, “New alkaloids from Haplophyllum tuberculatum,” Journal of Natural Products, vol. 55, pp. 899-903, 1992.
• A. H. Mohamed, M. B. Ali, A. K. Bashir, A. M. Salih, “Influence of Haplophyllum tuberculatum on the cardiovascular system,” International Journal of Pharmacognosy, vol. 34, no. 3, pp. 213-217, 1996.
• J. S. Mossa, M. A. Al-Yahya, I. A. MAl-Meshal, Medical Plants of Saudi Arabia. Vol. 1, Riyadh, King Saud University Libraries, 1987.
• O. Said, K. Khalil, S. Fulder, H. Azaizeh, “Ethnopharmacological survey of medicinal herbs in Israel, the Golan Heights and the West Bank region,” Journal of Ethnopharmacology, vol. 83, no. 3, pp. 251-265, 2002.
• S. A. M Abdelgaleil, M. M. G. Saad, N. R. Ariefta, Y. Shiono, “Antimicrobial and phytotoxic activities of secondary metabolites from Haplophyllum tuberculatum and Chrysanthemum coronarium,” South African Journal of Botany, vol. 128, pp. 35-41, 2020.
• A. Abdelkhalek, M. Z. Salem, E. Hafez, S. I. Behiry, S. H. Qari, “The phytochemical, antifungal, and first report of the antiviral properties of Egyptian Haplophyllum tuberculatum extract,” Biology, vol. 9, no.9, pp. 248, 2020.
• C. Yaman, D. Ulukuş, O. Tugay, “Haplophyllum suaveolens varyetelerinin antioksidan aktivitesi ve sekonder metabolitleri üzerine farklı çözücülerin etkisi,”Türkiye Tarımsal Araştırmalar Dergisi, vol. 6, no. 3, pp. 277-284, 2019.
• C. Yaman, D. Ulukuş, O. Tugay, “Endemik Haplophyllum A. Juss. türlerinin antioksidan aktivitesi üzerine lokasyon ve tür farkının etkisi,” Journal of the Institute of Science and Technology, vol. 10, no. 1, pp. 648-657, 2020.
• A. Hamdi, K. Majouli, A. Abdelhamid, B. Marzouk, H. Belghith, I. Chraief, Y. Vander Heyden, “Pharmacological activities of the organic extracts and fatty acid composition of the petroleum ether extract from Haplophyllum tuberculatum leaves,”Journal of ethnopharmacology, vol. 216, pp. 97-103, 2018.
• A. Hamdi, A. Halouani, I. Aouf, J. Viaene, B. Marzouk, J. Kraiem, Y. Vander Heyden, “Cytotoxicity and Antiviral Activities of Haplophyllum tuberculatum Essential Oils, Pure Compounds, and Their Combinations against Coxsackievirus B3 and B4, ”Planta medica, vol. 87, no.10/11, pp. 827-835, 2021.
• P. Varamini, M. Doroudchi, A. Mohagheghzadeh, M. Soltani, A. Ghaderi, “Cytotoxic evaluation of four Haplophyllum species with various tumor cell lines, ”Pharmaceutical Biology, vol. 45, no. 4, pp. 299-302, 2007.
• J. M. Prieto, “Haplophyllum A. Juss, a rich source of bioactive natural principles. In: Bioactive Compounds: Types,” Biological Activities and Health Effects, pp. 341-380, 2012.
• A. Pasqualone, A. M. Bianco, V. M. Paradiso, C. Summo G. Gambacorta, F. Caponio, A. Blanco, “Production and characterization of functional biscuits obtained from purple wheat,” Food Chemistry, vol. 180, pp. 64-70, 2015.
• B. Narayanasamy, N. Jeyakumar, D. K. Manoharan, “Effect of natural antioxidants on the oxidation stability of methyl ester of rubber seed oil,” Journal Energy Sources, Part A: Recovery, Utilization, and Environmental Effects, vol. 40, no. 6, pp. 680-687, 2018.
• S, Bajaj, A, Urooj, P. Prabhasankar,” Effect of incorporation of mint on texture, colour and sensory parameters of biscuits” International Journal of Food Properties, vol. 9, pp. 691-700, 2006.
• M. A. Shah, S. J. Don Bosco, S. A. Mir, “Plant extracts as natural antioxidants in meat and meat products,” Meat Science, vol. 98, pp. 21-33, 2014.
• A. Russo, C. Formisano, D. Rigano, F. Senatore, S. Delfine, V. Cardile, S. Rosselli, M. Bruno, “Chemical composition and anticancer activity of essential oils of Mediterranean sage (Salvia officinalis L.) grown in different environmental conditions,” Food and Chemical Toxicology, vol. 55, pp. 42-47, 2013.
• A. R. Duarte, R. R. Naves, S. C. Santos, J. C. Seraphinand, P. H. Ferri, “Genetic and environmental influence on essential oil composition of Eugenia dysenterica,” Journal Brazilian Chemical Social, vol. 21, no.8, pp. 1459-1467, 2010.
• B. Li, C. Zhang, L. Peng, Z. Liang, X. Yan, Y. Zhu, Y. Liu, “Comparison of essential oil composition and phenolic acid content of selected Salvia species measured by GC–MS and HPLC methods,” Industrial Crops Products, vol. 69, pp. 329-334, 2015.
• D. H. Truong, D. H. Nguyen, N. T. A. Ta, A. V. Bui, T. H. Do, H. C. Nguyen, “Evaluation of the use of different solvents for phytochemical constituents, antioxidants, and in vitro anti-inflammatory activities of Severinia buxifolia, ”Journal of Food Quality, 2019.
• M. Barbouchi, K. Elamrani, M. El Idrissi, “A comparative study on phytochemical screening, quantification of phenolic contents and antioxidant properties of different solvent extracts from various parts of Pistacia lentiscus L., ”Journal of King Saud University-Science, vol. 32, no. 1, pp. 302-306, 2020.
• J. S. Dambolena, M. P. Zunino, E. I. Lucini, R. Olmedo, E. Banchio, P. J. Bima, J. A. Zygadlo, “Total phenolic content, radical scavenging properties, and essential oil composition of Origanum species from different populations,” Journal of Agricultural and Food Chemistry, vol. 58, pp. 1115-1120, 2010.
• R. Chirinos, R. Pedreschi, H. Rogez, Y., Larondelle, D. Campos, “Phenolic compound contents and antioxidant activity in plants with nutritional and/or medicinal properties from the Peruvian Andean region,” Industrial Crops and Products, vol. 47, pp. 145-152, 2013.
• S. Rawat, I. D. Bhatt, R. S. Rawal, “Total phenolic compounds and antioxidant potential of Hedychium spicatum Buch. Ham. ex D. Don in west Himalaya, India,” Journal of Food Composition and Analysis, vol. 24, pp. 574-579, 2011.
• C. Çırak, J. Radušıenė, V. Janulıs, L. Ivanauskas, N. Çamaş, A. K. Ayan, “Phenolic constituents of Hypericum triquetrifolium Turra (Guttiferae) growing in Turkey: variation among populations and plant parts,” Turkish Journal of Biology, vol. 35, pp. 449-456, 2011.
• T. Sharma, V. Khandelwal, S. Gupta, S. Singh, “Secondary Metabolites, Boon for Plants; Their Role in Defence Mechanism and Antioxidant Activity of Anthocephalus cadamba,” In Antioxidants in Plant-Microbe Interaction, Springer, Singapore, pp. 413-424, 2021.
• T. K. Patle, K. Shrivas, R. Kurrey, S. Upadhyay, R. Jangde, R. Chauhan, “Phytochemical screening and determination of phenolics and flavonoids in Dillenia pentagyna using UV–vis and FTIR spectroscopy, ”Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, vol. 242, pp. 118717, 2020.
• G. Zengin, C. Sarikurkcu, A. Aktumsek, R. Ceylan, O. Ceylan, “A comprehensive study on phytochemical characterization of Haplophyllum myrtifolium Boiss. endemic to Turkey and its inhibitory potential against key enzymes involved in Alzheimer, skin diseases and type II diabetes, ”Industrial Crops and Products, vol. 53, pp. 244-251, 2014.
• M. S. Butler, “The role of natural product in chemistry in drug discovery,” Journal of Natural Products, vol. 67, pp. 2141-2153, 2004.
• B. B. Mishra, V. K. Tiwari, “Natural products: An evolving role in future drug discovery,” European Journal of Medicinal Chemistry, vol. 46, pp. 4769-4807, 2011.
• M. Mazid, T. A. Khan, F. Mohammad, “Role of secondary metabolites in defense mechanisms of plants,” Biology and Medicine, vol. 3, pp. 232-249, 2011.
• Y. Z. Cai, Q. Luo, M. Sun, H. Corke, “Antioxidant activity and phenolic compounds of 112 Chinese medicinal plants associated with anticancer,” Life Sciences, vol. 74, pp. 2157-2184, 2004.
• V. Katalinic, M. Milos, T. Kulisic, M. Jukic, “Screening of 70 medicinal plant extracts for antioxidant capacity and total phenols,” Food Chemistry, vol. 94, pp. 550-557, 2006.
• S. M. Cottica, A. Sawaya, M. N. Eberlin, S. L. Franco, L. M. Zeoula, J. V. Visentainer, “Antioxidant activity and composition of propolis obtained by different methods of extraction,” Journal of the Brazilian Chemical Society, vol. 22, pp. 929–935, 2011.
• Z. A. Abbas, S. Saggu, M. I. Sakeran, N. Zidan, H. Rehman, A. A. Ansari, “Phytochemical, antioxidant and mineral composition of hydroalcoholic extract of chicory (Cichorium intybus L.) leaves,” Saudi Journal of Biological Sciences, vol. 22, no. 3, pp. 322-326, 2015.
• M. J. Iqbal, S. Hanif, Z. Mahmood, F. Anwar, A. Jamil, “Antioxidant and antimicrobial activities of Chowlai (Amaranthus viridis L.) leaf and seed extracts,” Journal of Medicinal Plants Research, vol. 6, no. 27, pp. 4450-4455, 2012.
• J. Dai, R. J. “Mumper, Plant phenolics: extraction, analysis and their antioxidant and anticancer properties,” Molecules, vol. 15, pp. 7313-7352, 2010.
• M. J. Bano, J. Lorente, J. Casstillo, G. O. Benavente, J. A. Rio, A. Ortuno, K. W. Quirin, D. Gerard, “Phenolic diterpenes, flavones, and rosmarinic acid distribution during the development ofleaves, flowers, stems and roots of Rosmarinus officinalis antioxidant activity,” Journal of Agricultural and Food Chemistry, Vol. 51, pp. 4247-4253, 2003.
• B. Winkel-Shirley, “Biosynthesis of flavonoids and effects of stress,” Current Opinion in Plant Biology, vol. 5, pp. 218-223, 2002.
• X. C. Li, J. Lin, W. J. Han, W. Q. Mai, L. Wang, Q. Li, M. F. Lin, M. S. Bai, L. S. Zhang, D. F. Chen, “Antioxidant ability and mechanism of Rhizoma Atractylodes macrocephala. Molecules. Vol. 17, pp. 13457-13472, 2012.