Physiologically active compounds in the fruits of Smilax excelsa L.

Year 2025, Volume: 12 Issue: 2, 448 - 460

Farhad Azizov , Vafa Atayeva , Zarbali Khalilov , Nurmammad Mustafayev , Hilal İmanlı

Abstract

Currently, in all areas, especially in the fields of food and medicine, eco-friendly consumption materials are highly preferred. Therefore, the study aims to determine the physiologically active compounds and radical scavenging activity (RSA) of the bioextracts prepared with 70% ethanol (BE-I) and distilled water (BE-II) from the ripe fruits of Smilax exselca L. (Smilacaceae) plant which grows in the northwestern region of Azerbaijan by physicochemical methods ((GC/MS), ultraviolet (UV) spectrophotometers). As a result of the research, 35 compounds were observed in BE-I and 30 compounds in BE-II, the amount of main physiologically active compounds was 37.14% with 12 compounds in BE-I, and 19.86% with 6 compounds in BE-II. For instance, antioxidant properties of 5-hydroxymethylfurfural (C6H6O3), 6-Octadecenoic acid (C18H34O2), hepta-2,4-dienoic acid, methyl ester (C8H12O2), antibacterial traits of ascaridole epoxide (C10H16O3), α-D-Galactopyranose,6-O-(trimethylsilyl)-cyclic 1,2:3,4-bis methylboronate (C11H22B2O6Si), hexadecanoic acid, methylester (C17H34O2), flavoring compounds of 2H-Pyran, 3,6 Dihidro-4–methyl-2-2-Methyl-propenyl (C10H16O), E-10-Dodecen-1-ol propionate (C15H28O2), anticancer properties of 2-Trifluoroacetoxydodecane (C14H25F3O2), anti-inflammatory properties of silicicacid, diethyl bis(trimethylsilyl) ester (C10H28O4Si3), antifungal traits of D-Mannitol,1-decylsulfonyl (C16H34O7S) were determined. The DPPH method was used to determine the free radical scavenging activity (RSA), which came out to be RSA(BE-I)=62.5±0.8% and RSA(BE-II)=54.7±1.3%.

Keywords

Smilax excelsa L. fruit, Physiologically active compounds, Radical scavenging activity

Supporting Institution

Azerbaycan Milli ilimler Akademisi Şeki Regional Elmi Merkezi

References

• Alaribe, C.S., Oladipupo, A.R., Ojo-Nosakhare, O., Kehinde, O., & Ogunlaja, A.S. (2020). GC-MS analysis and mitochondrial functionality potential of the fruits oftetrapleura tetraptera by cupric reducing antioxidant capacity assay. Journal of Phytomedicine and Therapeutics, 19(1), Article 1. https://doi.org/10.4314/jopat.v19i1.2
• Atayeva, V., & Aslanov, R. (2022). EPR-based study to monitor free radicals in treated silk fibroin with anthocyanins. Journal of the Turkish Chemical Society Section A: Chemistry, 9(4), Article 4. https://doi.org/10.18596/jotcsa.1011273
• Azizov, F., Khalılov, Z., Atayeva, V., Mustafayev, N., & Imanlı, H. (2022). Chemical composition and biological active substances from hazelnut green leafy covers. Journal of the Turkish Chemical Society Section A: Chemistry, 9(4), Article 4. https://doi.org/10.18596/jotcsa.1054173
• Azi̇zov, F., Shukurlu, Y., Khalilov, Z., Atayeva, V., & Mustafayev, N. (2021). Chemical composition and biological active substances of bioextracts from hazelnut shell. Eskişehir Teknik Üniversitesi Bilim ve Teknoloji Dergisi C: Yaşam Bilimleri ve Biyoteknoloji, 10(2), Article 2. https://doi.org/10.18036/estubtdc.790253
• Bruno, S., De Laurentis, N., Amico, A., & Stefanizzi, L. (1985). Fluorescence spectra of some steroidal sapogenin fluorophors. Fitoterapia, 56(1), 39-41.
• Chen, T., Li, J.-X., & Xu, Q. (2000). Phenylpropanoid glycosides from Smilax glabra. Phytochemistry, 53(8), 1051–1055. https://doi.org/10.1016/S0031-9422(99)00522-1
• Cox, S.D., Jayasinghe, K.C., & Markham, J.L. (2005). Antioxidant activity in Australian native sarsaparilla (Smilax glyciphylla). Journal of Ethnopharmacology, 101(1), 162–168. https://doi.org/10.1016/j.jep.2005.04.005
• Delbart, D.I., Giri, G.F., Cammarata, A., Pan, M.D., Bareño, L.A., Amigo, N.L., … Urtreger, A.J. (2022). Antineoplastic activity of products derived from cellulose-containing materials: Levoglucosenone and structurally-related derivatives as new alternatives for breast cancer treatment. Investigational New Drugs, 40(1), 30–41. https://doi.org/10.1007/s10637-021-01167-6
• Dong, S., Bi, H., Zheng, D., Li, Y., Zhao, Y., & Peng, W. (2019). Analysis of biodrugs extracted from kiwi fruit by FT-IR and GC-MS. Journal of Environmental Biology, 40(3(SI)), 509–514. https://doi.org/10.22438/jeb/40/3(SI)/Sp-15
• El-Amier, Y.A., Zaghloul, N.S., & Abd-ElGawad, A.M. (2023). Bioactive chemical constituents of matthiola longipetala extract showed antioxidant, antibacterial, and cytotoxic potency. Separations, 10(1), Article 1. https://doi.org/10.3390/separations10010053
• Elina, G.A. [Елина, Г.А.] (March 11, 2024). Путешествие в неизведанный мир [Pharmacy in the swamp. Journey to an unknown world]. https://www.koob.ru/elina_g_a/apteka_na_bolote
• Əsgərov, A. (2005). Azərbaycanın Bitki Aləmi [The Plant World of Azerbaijan]. Baku-Elm. http://elibrary.bsu.edu.az/files/books_aysel/N_328.pdf
• Ezekwe, S., & Chikezie, P. (2017). GC–MS Analysis of Aqueous extract of unripe fruit of Carica papaya. Journal of Nutrition & Food Sciences, 07. https://doi.org/10.4172/2155-9600.1000602
• Əzizov, F.Ş., Məmmədov, C.İ., & Bəkirova, Y.M. (2020). Azərbaycanın şimal-qərb bölgəsinin müalicəvi və təsərrüfat əhəmiyyətli bitkiləri [Important medicinal and productive plants of the northern-western region of Azerbaijan]. Bakı: Elm.
• Fadeyi, O., Olatunji, G., & Ogundele, V. (2015). Isolation and characterization of the chemical constituents of Anacardium occidentale Cracked Bark. Natural Products Chemistry & Research, 3, 1-5. https://doi.org/10.4172/2329-6836.1000192
• Fagbemi, K.O., Aina, D.A., Adeoye-Isijola, M.O., Naidoo, K.K., Coopoosamy, R.M., & Olajuyigbe, O.O. (2022). Bioactive compounds, antibacterial and antioxidant activities of methanol extract of Tamarindus indica Linn. Scientific Reports, 12(1), 9432. https://doi.org/10.1038/s41598-022-13716-x
• Francis, M., Chacha, M., Ndakidemi, P.A., & Mbega, E.R. (2021). Phytochemical analysis and in vitro antifungal evaluation of Jatropha curcas against Late Leaf Spot disease on groundnut. Journal of Animal & Plant Sciences, 47(1), 8358 8371. https://doi.org/10.35759/JAnmPlSci.v47-1.2
• Karabagias, I.K., Karabagias, V.K., & Badeka, A.V. (2021). Volatilome of white wines as an indicator of authenticity and adulteration control using statistical analysis. Australian Journal of Grape and Wine Research, 27(3), 269–279. https://doi.org/10.1111/ajgw.12486
• Kelleci̇, K., & Gölebatmaz, E. (2023). Determination of the anticarcinogenic activity of 5-hydroxymethyl-2-furfural Produced from grape must under In vitro conditions. Journal of the Turkish Chemical Society Section A: Chemistry, 10(1), 185 192. https://doi.org/10.18596/jotcsa.1142274
• Khan, I., Nisar, M., Ebad, F., Nadeem, S., Saeed, M., Khan, H., … Ahmad, Z. (2009). Anti-inflammatory activities of Sieboldogenin from Smilax china Linn.: Experimental and computational studies. Journal of Ethnopharmacology, 121(1), 175 177. https://doi.org/10.1016/j.jep.2008.10.009
• Khromykh, N.O., Lykholat, Y.V., Didur, O.O., Sklyar, T.V., Anischenko, A.O., & Lykholat, T.Y. (2022). Chemical constituents and antimicrobial ability of essential oil from the fruits of Lonicera maackii (Rupr.) Maxim. Ecology and Noospherology, 33(1), Article 1. https://doi.org/10.15421/032206
• Kretovich, V.L. [Кретович, В.Л.] (1989). Почему растения лечат [Why plants heal]. Наука [Science].
• Liu, Q.-M., Peng, W.-X., Wu, Y.-X., Xie, X.-M., & Guang, X.-S. (2009). Analysis of biomedical components of Camellia oleifera leaf and Kernel Hull by GC/MS. 3rd International Conference on Bioinformatics and Biomedical Engineering, 1 4. https://doi.org/10.1109/ICBBE.2009.5162344
• Longo, L., & Vasapollo, G. (2006). Extraction and identification of anthocyanins from Smilax aspera L. berries. Food Chemistry, 94(2), 226 231. https://doi.org/10.1016/j.foodchem.2004.11.008
• Mishra, B., Dash, S., Sahoo, A.C., Sahoo, P.K., & Tabasum, S. (2021). Phytochemical assessment of Mimusops elengi linn. Unripe fruits methanol extracts using modern analytical technique. Research Journal of Pharmacy and Technology, 14(7), 3700–3704.
• Mohan, M., Kotebagilu, N.P., Shivanna, L.M., Sekhar, S., Mani, U.V., & Urooj, A. (2018). Screening of bioactives, anti-oxidant and anti-cancer potential of a herbal formulation. International Journal of Advanced Biochemistry Research, 2(2), 53-63.
• Momin, K., & S.C. Thomas. (2020). GC–MS analysis of antioxidant compounds present in different extracts of an endemic plant dillenia scabrella (dilleniaceae) leaves and barks. International Journal of Pharmaceutical Sciences and Research, 11(5), 2262-2273.
• Muflihunna, A., Mu’nisa, A., & Hala, Y. (2019). Gas chromatography-mass spectrometry (GC-MS) analysis and antioxidant activity of sea-cucumber (Holothurian atra and Holothurian edulis) from Selayar island. Journal of Physics, 1752, 012057. https://doi.org/10.1088/1742-6596/1752/1/012057
• Muravyova, D.A. [Муравьева, Д.А.] (March 11, 2024). Фармакогнозия [Pharmacognosy]. http://archive.org/details/2002-muravieva-pharm
• Mustafa, B., Nebija, D., & Hajdari, A. (2018). Evaluation of essential oil composition, total phenolics, total flavonoids and antioxidant activity of Malus sylvestris (l.) Mill. Fruits. Research, 23, 71-85.
• Othman, A.R., Abdullah, N., Ahmad, S., Ismail, I.S., & Zakaria, M.P. (2015). Elucidation of in-vitro anti-inflammatory bioactive compounds isolated from Jatropha curcas L. plant root. BMC Complementary and Alternative Medicine, 15(1), 11. https://doi.org/10.1186/s12906-015-0528-4
• Ozsoy, N., Can, A., Yanardag, R., & Akev, N. (2008). Antioxidant activity of Smilax excelsa L. leaf extracts. Food Chemistry, 110(3), 571 583. https://doi.org/10.1016/j.foodchem.2008.02.037
• Pansumrit, P., Pathomwichaiwat, T., Kladwong, P., Tiyaworanant, S., Nguanchoo, V., & Bongcheewin, B. (2022). An ethnobotanical study of the genus Smilax in Thailand and its botanical authentication for Hua-khao-yen crude drugs. Pharmaceutical Sciences Asia, 230–241. https://doi.org/10.29090/psa.2022.03.21.220
• Prakash, D., Upadhyay, G., Pushpangadan, P., & Gupta, C. (2011). Antioxidant and Free Radical Scavenging Activities of Some Fruits. Journal of Complementary and Integrative Medicine, 8(1), 1–16. https://doi.org/10.2202/1553-3840.1513
• Rauf, A., Uddin, G., & Ali, J. (2014). Phytochemical analysis and radical scavenging profile of juices of Citrus sinensis, Citrus anrantifolia, and Citrus limonum. Organic and Medicinal Chemistry Letters, 4(1), 5. https://doi.org/10.1186/2191-2858-4-5
• Sana, N., Javaid, A., & Shoaib, A. (2016). Antifungal activity of methanolic leaf extracts of allelopathic trees against Sclerotium rolfsii. Bangladesh Journal of Botany, 44, 987-993.
• Sayyaed, A., Saraswat, N., Kulkarni, A., & Vyawahare, N. (2023). Neuroprotective action of Smilax china ethanolic bark extract in treatment of a prominent aging disorder: Parkinson’s disease induced by rotenone. Future Journal of Pharmaceutical Sciences, 9(1), 79. https://doi.org/10.1186/s43094-023-00532-x
• Shaaban, M.T., Ghaly, M.F., & Fahmi, S.M. (2021). Antibacterial activities of hexadecanoic acid methyl ester and green‐synthesized silver nanoparticles against multidrug‐resistant bacteria. Journal of Basic Microbiology, 61(6), 557 568. https://doi.org/10.1002/jobm.202100061
• Shahzad, T., Ahmad, I., Choudhry, S., Saeed, M.K., & Khan, M.N. (2014). DPPH free radical scavenging activity of tomato, cherry tomato and watermelon: Lycopene extraction, purification and quantification. International Journal of Pharmacy and Pharmaceutical Sciences, 6, 223–228.
• Shelly, A., Shikha, M., & Narayan, S.R. (2015). Chemical investigation of fatty acid, phenolic contentin arachis hypogaea, anacardium occidentale, prunus dulcis, prunus armeniaca and comparison of their antibacterial activity with amoxicillin. World Journal of Pharmaceutical Research, 4(11), 1609-1622.
• Shim, S.-M. (2012). Changes in profiling of phenolic compounds, antioxidative effect and total phenolic content in Smilax China under in vitro physiological condition. Journal of Food Biochemistry, 36(6), 748–755. https://doi.org/10.1111/j.1745-4514.2011.00589.x
• Thankaraj, S.R., Sekar, V., Kumaradhass, H.G., Perumal, N., & Hudson, A.S. (2020). Exploring the antimicrobial properties of seaweeds against Plasmopara viticola (Berk. and M.A. Curtis) Berl. and De Toni and Uncinula necator (Schwein) Burrill causing downy mildew and powdery mildew of grapes. Indian Phytopathology, 73(2), 185–201. https://doi.org/10.1007/s42360-019-00137-6
• Xəlilov, Z.M., & Xəlilov, C.Z. (2021). Şəki rayonunun dağlıq ərazilərində yayılmış şingilə (Smilax L.) birkisinin vegetativ orqanlarının kimyəvi və bikomyəvi xüsusiyyətlırinin öyrənilməsi [Study of the chemical and biochemical properties of the vegetative organs of the genus Smilax (Smilax L.), which is widespread in the mountainous areas of Sheki region]. Xəbərlər Məcmuəsi, AMEA Gəncə Bölməsi [Azerbaijan National Academy of Sciences Ganja Branch - Scientific News], 82(3), 3–8.
• Yildiz, Ö.Ş., Ayanoğlu, F., & Bahadirli, N.P. (2018). Some morphological and chemical characteristics of Sarsaparilla (Smilax aspera L., Smilax excelsa L.). Mustafa Kemal Üniversitesi Ziraat Fakültesi Dergisi, 23(2), Article 2.
• Zhao, L., Chen, J., Su, J., Li, L., Hu, S., Li, B., Zhang, X., Xu, Z., & Chen, T. (2013). In Vitro antioxidant and antiproliferative activities of 5-hydroxymethylfurfural. Journal of Agricultural and Food Chemistry, 61(44), 10604–10611. https://doi.org/10.1021/jf403098y