Phytoconstituents of Chromolaena odorata (L.) leaf extract for the synthesis of copper oxide/copper nanoparticles and evaluation of their biological potential in wound healing

Trends in Phytochemical Research

دوره 7، شماره 3، آذر 2023، صفحه 186-206   

نوع مقاله: Original Article

شناسه دیجیتال (DOI): 10.30495/tpr.2023.1990359.1363

نویسندگان

Sobha Kota^{* 1}؛ Pradeep Dumpala¹؛ Radhika Sajja²؛ Ratnakumari Anantha¹

¹Department of Chemical Engineering, RVR & JC College of Engineering, Guntur 522019, Andhra Pradesh, India

²Department of Mechanical Engineering, RVR & JC College of Engineering, Guntur 522019, Andhra Pradesh, India

چکیده

Chromolaena odorata (L.), locally named Siam weed, is a rich source of phyto-bioactives and has been traditionally used for wound healing. This study deals with the phytochemical investigation of the leaves of C. odorata (L.) for their antioxidant, anti-inflammatory, and antibacterial properties that contribute to the observed wound healing properties. The phytoconstituents were sequentially extracted from the powdered leaves of C. odorata (L.) and chemoprofiled using the LC-MS technique. Furthermore, copper oxide/copper nanoparticles (CuNPs) were synthesized by the use of water extracts from the leaves of C. odorata (L.), characterized and evaluated for their potential biological and wound healing impacts. In this relation, scutellarein, isosakuranetin, and rutin, along with 15 other phytoconstituents were identified. Higher antioxidant (79.2% at 200 μg/mL) and anti-inflammatory potentials (66.8%) were obtained for CuNPs (120 μg/mL), in the size range of 66.8 ± 24.8 nm. Antibacterial activity against methicillin-resistant Staphylococcus aureus and Pseudomonas sp. demonstrated mean zones of inhibition of 16.7 ± 4 mm and 17.73 ± 2 mm, respectively. Hence, the synthesized CuNPs would be desirable for inclusion in nanofibrous medical dressings.
 

کلیدواژه‌ها

Biological functions؛ Chromolaena odorata (L.) (Siam weed)؛ Copper oxide/copper nanoparticles (CuNPs)؛ Leaf extracts؛ Phytoconstituents؛ Wound healing potential

مراجع

Abbas, S.F., Ali, I.N., Kareem, S.H., Muhammed, S.A.E., 2022. Green Synthesis of Copper Nanoparticles From Cordiamyxa L. Leaves Ethanol Extract and Their Antibacterial Activity. AIP conference proceedings. 2386, 020028. 
Achamo, T., Zereffa, E.A., Ananda Murthy, H.C., Ramachandran, V.P., Balachandran, R., 2022. Phyto-mediated synthesis of copper oxide nanoparticles using Artemisia abyssinica leaf extract and its antioxidant, antimicrobial and DNA binding activities. Green Chem. Lett. Rev. 15(3), 598-614. 
Adedapo, A.A., Jimoh, F.O., Koduru, S., Masika, P.J., Afolayan, A.J., 2009. Assessment of the medicinal potentials of the methanol extracts of the leaves and stems of Buddleja saligna. BMC Complement Altern. Med. 9(1), 1-8. 
Adhikari, P., Lee, Y.-H., Poudel, A., Lee, G., Hong, S.-H., Park, Y.-S., 2023. Predicting the Impact of Climate change on the habitat distribution of Parthenium hysterophorus around the world and in South Korea. Biology 12(1), 84. 
Akinmoladun, A.C., Akinloye, O., 2007. Effect of Chromolaena odorata On Hypercholesterolemia Related Metabolic Imbalances. Proc. Akure-HumboldKellog/3rd SAAT Annual Conference, FUTA, Nigeria, 287-290.
Akrawi, S.H., Gorain, B., Nair, A.B., Choudhury, H., Pandey, M., Shah, J.N., Venugopal, K.N., 2020. Development and optimization of naringenin-loaded chitosan-coated nanoemulsion for topical therapy in wound healing. Pharmaceutics 12(9), 893. 
Amirahmadi A., Naderi, R., Afsharian, M.H., 2022. An investigation into the medicinal plants of Semnan province with taxonomic and therapeutic aspects. Trends Phytochem. Res. 6(4), 312-338.
Amponsah, I.K., Orman, E., Mensah, A.Y., Sarpong, F.M., Armah, F.A., Sarpong, L.M., 2016. Development and validation of a radical scavenging antioxidant assay using potassium permanganate. J. Sci. Innov. Res. 5(2), 36-42.
Babaei, F., Moafizad, A., Darvishvand, Z., Mirzababaei, M., Hosseinzadeh, H., Nassiri-Asl, M., 2020. Review of the effects of vitexin in oxidative stress-related diseases. Food Sci. Nutr. 8(6), 2569-2580. 
Bagdas, D., Etoz, B.C., Gul, Z., Ziyanok, S., Inan, S., Turacozen, O., Gul, N.Y., Topal, A., Cinkilic, N., Tas, S., Ozyigit, M.O., Gurun, M.S., 2015. In vivo systemic chlorogenic acid therapy under diabetic conditions: Wound healing effects and cytotoxicity/genotoxicity profile. Food Chem. Toxicol. 81, 54-61. 
Barmaverain, D., Hasler, S., Kalbermatten, C., Plath, M., Kalbermatten, R., 2022. Oxidation during fresh plant processing: A race against time. Processes 10, 1335. 
Bhavna, D., Souravh, B., Naresh, S.G., 2017. A review on quinic acid and its therapeutic potential. Inventi Rapid: Mol. Pharmacol. 3, 1-6.
Chen, L.Y., Huang, C.N., Liao, C.K., Chang, H.M., Kuan, Y.H., Tseng, T.J., Yen, K.J., Yang, K.L., Lin, H.C., 2020. Effects of rutin on wound healing in hyperglycemic rats. Antioxidants (Basel) 9(11), 1122. 
DeRango-Adem, E.F., Blay, J., 2021. Does oral apigenin have real potential for a therapeutic effect in the context of human gastrointestinal and other cancers?. Front. Pharmacol. 12, 681477. 
Djamila, B., Eddine, L.S., Abderrhmane, B., 2022. In vitro antioxidant activities of copper mixed oxide (CuO/Cu2O) nanoparticles produced from the leaves of Pheonix dactylifera L. Biomass Convers. Biorefin. https://doi.org/10.1007/s13399-022-02743-3.
Erdogan, T., Gonenc, T., Cakilcioglu, U., Kivcak, B., 2014. Fatty acid composition of the aerial parts of some Centaurea species in Elazig, Turkey. Trop. J. Pharm. Res. 13(4), 613-616. 
Essien, E.R., Atasie, V.N., Oyebanji, T.O., Nwude, D.O., 2020. Biomimetic synthesis of magnesium oxide nanoparticles using Chromolaena odorata (L.) leaf extract. Chem. Pap. 74(7), 2101-2109. 
Eze, F.N., Jayeoye, T.J., 2021. Chromolaena odorata (Siam weed): A natural reservoir of bioactive compounds with potent anti-fibrillogenic, antioxidative, and cytocompatible properties. Biomed. Pharmacother. 141, 111811. 
Eze, F.N.,Tola, A.J., 2020. Protein glycation and oxidation inhibitory activity of Centella asiatica phenolics (CAP) in glucose-mediated bovine serum albumin glycoxidation. Food Chem. 332, 127302. 
Gaba, S., Rai, A.K., Varma, A., Prasad, R., Goel, A., 2022. Biocontrol potential of mycogenic copper oxide nanoparticles against Alternaria brassicae. Front Chem. 10, 966396. 
Genc, S., Cicek, B., Yeni, Y., Hacimuftuoglu, A., 2022. Wound healing potential of quinic acid in human dermal fibroblasts by regulating the expression of FN1 and COL1α genes. Turk. J. Nat. Sci. 11(4), 63-69. 
Gudimella, K.K., Gedda, G., Kumar, P.S., Babu, B.K., Yamajala, B., Rao, B.V., Singh, P.P., Kumar, D., Sharma, A., 2022. Novel synthesis of fluorescent carbon dots from bio-based Carica papaya leaves: Optical and structural properties with antioxidant and anti-inflammatory activities. Environ. Res. 204,111854. 
Güler, O., Polat, R., Karakose, M., Cakılcıoğlu, U., Akbulut, S., 2021. An ethnoveterinary study on plants used for the treatment of livestock diseases in the province of Giresun (Turkey). S. Afr. J. Bot. 142, 53-62. 
Hajizadeh, Y.S., Harzandi, N., Babapour, E., Yazdanian, M., Ranjbar, R., 2022. Green synthesis and characterization of copper nanoparticles using Iranian Propolis extracts. Adv. Mater. Sci. Eng. Article ID:8100440. https://doi.org/10.1155/2022/8100440.
Hong, R., Kang, T.Y., Michels, C.A., Gadura, N., 2012. Membrane lipid peroxidation in copper alloy-mediated contact killing of Escherichia coli. Appl. Environ. Microbiol. 78(6), 1776-1784. 
Hsu, C.Y., Chan, Y.P., Chang, J., 2007. Antioxidant activity of extract from Polygonum cuspidatum. Biol. Res. 40(1), 13-21. 
Huang, M., Cao, X., Zhang, J., Liu, H., Lu, J., Yi, D., Ma, Y., 2022. Mesosphere of carbon-shelled copper nanoparticles with high conductivity and thermal stability via direct carbonization of polymer soft templates. Materials 15(21), 7536. 
Jagatheesh, S., Anandhi, D., Revathi, K., Sundaravalli, K., Jasmin Vigila, J., Devi, R., 2020. Biological potential and characterization of green synthesized silver nanoparticles using Chromolaena odorata (Linn). Ann. Rom. Soc. Cell Biol. 24 (1), 227-238.
Jayeoye, T.J., Eze, F.N., Olatunde, O.O., Benjakul, S., Rujiralai, T., 2021. Synthesis of silver and silver@zerovalent iron nanoparticles using Chromolaena odorata phenolic extract for antibacterial activity and hydrogen peroxide detection. J. Environ. Chem. Eng. 9(3), 105224. 
Kausar, H., Mehmood, A., Khan, R.T., Ahmad, K.S., Hussain, S., Nawaz, F., Iqbal, M.S., Nasir, M., Ullah. T.S., 2022. Green synthesis and characterization of copper nanoparticles for investigating their effect on germination and growth of wheat. PLoS One 17(6), e0269987. 
Kazeminia, M., Mehrabi, A., Mahmoudi, R., 2022. Chemical composition, biological activities, and nutritional application of Asteraceae family herbs: A systematic review. Trends Phytochem. Res. 6(3), 187-213.
Khatun, S., Chatterjee, N.C., Çakılcıoğlu, U., 2011. Antioxidant activity of the medicinal plant Coleus forskohlii Briq. Afr. J. Biotechnol. 10(13), 2530-2535. 
Kota, S., Dumpala, P., Anantha, R., Verma, M., Kandepu, S., 2017. Evaluation of therapeutic potential of the silver/silver chloride nanoparticles synthesized with the aqueous leaf extract of Rumex acetosa . Sci Rep. 7, 11566.
Kota, S., Dumpala, P., Dachepalli, H.P., Ratna Kumari, A., 2018. Understanding the phytochemical constitution, antioxidant potential and spectral characteristics of aqueous extracts of the chosen leafy vegetables from south India. Trends Phytochem. Res., 2(2), 111-118.
Kota, S., Govada, V.R., Anantha, R.K., Verma, M.K., 2017. An investigation into phytochemical constituents, antioxidant, antibacterial and anti-cataract activity of Alternanthera sessilis, a predominant wild leafy vegetable of South India. Biocatal. Agric. Biotechnol. 10, 197-203.
Kumar, B.V., Reddy, K.H., 2022. Green synthesis, characterization and antimicrobial activity of nanosized cuprous oxide fabricated using aqueous extracts of Allium cepa and Raphanus sativus. Int. J. Nano Dimens. 13, 214-226. 
Lo, S., Leung, E., Fedrizzi, B., Barker, D., 2021. Syntheses of mono-acylated luteolin derivatives, evaluation of their anti-proliferative and radical scavenging activities and implications on their oral bioavailability. Sci. Rep. 11(1), 12595. 
Luo, H., Yamamoto, Y., Kim, J.A,, Jung, J.S., Koh, Y.J., Hur, J.S., 2009. Lecanoric acid, a secondary lichen substance with antioxidant properties from Umbilicaria antarctica in maritime Antarctica (King George Island). Polar Biol. 32, 1033-1040. 
Ma, Y., Hao, G., Lin, X., Zhao, Z., Yang, A., Cao, Y., Zhang, S., Fan, L., Geng, J., Zhang, Y., Chen, J., Song, C., He, M., Du, H., 2022. Morroniside protects human granulosa cells against H2O2-induced oxidative damage by regulating the Nrf2 and MAPK signaling pathways. Evid. Based Complement. Alternate Med. (eCAM) 8099724. 
Macedo, D.C.S., Almeida, F.J.F., Wanderley, M.S.O., Ferraz, M.S., Santos, N.P.S., Lopez, A.M.Q., Santos-Magalhaes, N.S., Lira-Nogueira, M.C.B., 2021. Usnicacid: From an ancient lichen derivative to promising biological and nanotechnology applications. Phytochem. Rev. 20, 609-630. 
Madiha, B., Zahid, Q., Farwa, H., Nida, M., 2018. Biosynthesis of copper nanoparticles by using Aloe barbadensis leaf extracts. Inter. Ped. Dent. Open Acc. J. 1(2), 000110. 
Mahdavi, B., Hosseini, S., Mohammadhosseini, M., Mehrshad, M., 2022. Preparation and characterization of a novel magnetized nanosphere as a carrier system for drug delivery using Plantago ovata Forssk. hydrogel combined with mefenamic acid as the drug model. Arabian J. Chem. 15(10), 104128.
Mobarak, M.B., Hossain, M.S., Chowdhury, F., Ahmed, S., 2022. Synthesis and characterization of CuO nanoparticles utilizing waste fish scale and exploitation of XRD peak profile analysis for approximating the structural parameters. Arab. J. Chem. 15(10), 104117. 
Morey, M., O’Gaora, P., Pandit, A., Helary, C., 2019. Hyperglycemia acts in synergy with hypoxia to maintain the pro-inflammatory phenotype of macrophages. PLoS One 14(8), e0220577. 
Moroz, A., Deffune, E., 2013. Platelet-rich plasma and chronic wounds: Remaining fibronectin may influence matrix remodeling and regeneration success. Cytotherapy 15(11), 1436-1439. 
Munira, M., Rasidah, Zakiah, N., Nasir, M., 2022. Identification of chemical compounds and antibacterial activity test of Kirinyuh leaf extract (Chromolaena odorata L.) from Ie Seum geothermal area, Regency of Aceh Besar, Indonesia. Rasayan J. Chem. 15(4), 2852-2857. 
Nguyen, D.T., Duong, N.L., Nguyen, V.M., Thi Luong, C.V., Nguyen, P.A., Nguyen, T., 2020. Chromolaena odorata extract as a green agent for the synthesis of Ag@AgCl nanoparticles inactivating bacterial pathogens. Chem. Pap. 74, 1849-1857. 
Panche, A.N., Diwan, A.D., Chandra, S.R., 2016. Flavonoids: An overview. J. Nutr. Sci. 5, e47. 
Pandith, H., Zhang, X., Thongpraditchote, S., Wongkrajang, Y., Gritsanapan, W., Baek, S.J., 2013. Effect of siam weed extract and its bioactive component scutellarein tetramethyl ether on anti-inflammatory activity through NF-κB pathway. J. Ethnopharmacol. 147(2), 434-41. 
Pestryakov, A.N., Petranovskii, V.P., Kryazhov, A., Ozhereliev, O., Pfander, N., Knop-Gericke, A., 2004. Study of copper nanoaprticles formation on supports of different nature by UV-Vis diffuse reflectance spectroscopy. Chem. Phys. Lett. 385(3-4), 173-176.
Phan, T.T., Hughes, M.A., Cherry, G.W., 1998. Enhanced proliferation of fibroblasts and endothelial cells treated with an extract of the leaves of Chromolaena odorata (Eupolin), an herbal remedy for treating wounds. Plast. Reconstr. Surg. 101(3), 756-65. 
Phan, T.T., Wang, L., See, P., Grayer, R.J., Chan, S.Y., Lee, S.T., 2001. Phenolic compounds of Chromolaena odorata protect cultured skin cells from oxidative damage: Implication for cutaneous wound healing. Biol. Pharm. Bull. 24, 1373-1379. 
Polat, R., Çakılcıoğlu, U., Selvi S., Türkmen Z., Kandemir, A., 2017. The anatomical and micromorphological properties of three endemic and medicinal Salvia species (Lamiaceae) in Erzincan (Turkey). Plant Biosys. 151 (1), 63-73.
Raaman, N., 2006. Phytochemical Techniques. New India Publishing Agency, New Delhi, India.
Sirinthipaporn, A., Jiraungkoorskul, W., 2017. Wound healing property review of Siam weed, Chromolaena odorata. Pharmacogn. Rev. 11(21), 35-38. 
Slavin, Y.N., Asnis, J., Hafeli, U.O., Bach, H., 2017. Metal nanoparticles: Understanding the mechanisms behind antibacterial activity. J. Nanobiotechnol. 15(1), 1-20. 
Smart-Dre-M: Biopolymer Composite-Based Nano-Fibrous Wound Dressing Material, Indian Patent No. 202041052202; Published on 12.12.2020.
Tabrez, S., Khan, A.U., Mirza, A.A., Suhail, M., Jabir, N.R., Zughibi, T.A., Alam, M., 2022. Biosynthesis of copper oxide nanoparticles and its therapeutic efficacy against colon cancer. Nanotechnol. Rev. 11(1), 1322-1331. 
Thang, P.T., Patrick, S., Teik, L.S., Yung, C.S., 2001. Antioxidant effects of the extracts from the leaves of Chromolaena odorata on human dermal fibroblasts and epidermal keratinocytes against hydrogen peroxide and hypoxanthine-xanthine oxidase induced damage. Burns 27(4), 319-327. 
Tungmunnithum, D., Thongboonyou, A., Pholboon, A., Yangsabai, A., 2018. Flavonoids and other phenolic compounds from medicinal plants for pharmaceutical and medical aspects: An overview. Medicines (Basel) 5(3), 93. 
Vane, J.R., Botting, R.M., 1995. New insights into the mode of action of anti-inflammatory drugs. Inflamm. Res. 44(1), 1-10. 
Vijayakumar, G., Kesavan, H., Kannan, A., Arulanandam, D., Kim, J.H., Kim, K.J., Song, H.J., Kim, H.J., Rangarajulu, S.K., 2021. Phytosynthesis of copper nanoparticles using extracts of spices and their antibacterial properties. Processes 9(8), 1341. 
Vitalini, S., Iriti, M., Puricelli, C., Ciuchi, D., Segale, A., Fico, G., 2013. Traditional knowledge on medicinal and food plants used in Val San Giacomo (Sondrio, Italy)-An Alpine ethnobotanical study. J. Ethnopharmacol. 145(2), 517-529. 
Vitalini, S., Tomè, F., Fico, G., 2009. Traditional uses of medicinal plants in Valvestino (Italy). J. Ethnopharmacol. 121 (1), 106-116. 
Wang, W., Huang, W., Li, L., Ai, H., Sun, F., Liu, C., An, Y., 2008. Morroniside prevents peroxide-induced apoptosis by induction of endogenous glutathione in human neuroblastoma cells. Cell. Mol. Neurobiol. 28(2), 293-305. 
Wongkrajang, Y., Thongpraditchote, S., Nakornchai, S., Chuakul, W., Muangklum, K., Jaiarj, P., 1994. Hemostatic activities of Eupatorium odoratum Linn.: Calcium removal extract. Mahidol University J. Pharma Sci. 21, 143-148. 
Zhang, Y., Mahdavi, B., Mohammadhosseini, M., Rezaei-Seresht, E., Paydarfard, S., Qorbani, M., Karimian, M., Abbasi, N., Ghaneialvar, H., Karimi, E., 2021. Green synthesis of NiO nanoparticles using Calendula officinalis extract: Chemical characterization, antioxidant, cytotoxicity, and anti-esophageal carcinoma properties. Arabian J. Chem. 14(10), 103105.