Abstract
The plant genus Opuntia ficus-Indica has been used in traditional folk medicine for the treatment of many diseases and pathological conditions. In the current work, three different Opuntia ficus-Indica flower extracts (methanol, ethanol, and Acetone) were studied for their phytochemical composition, phenolic profile, and tyrosinase inhibitory potential. The results of phytochemical analyses show that acetonic extract has the highest total phenolic content of 757.67 ± 1.21 mg GAE/g of extract and total flavonoid content of 179.00 ± 0.58 mg QE/g of extract. The HPLC–MS analyses of phenolic compounds allowed the identification and quantification of ten compounds mainly identified as isorhamnetin glycosylated derivatives, kaempferol, and Quercetin and rutin. In this study, we aimed to investigate the tyrosinase inhibitory activity of Opuntia ficus-indica flowers extracts; the acetonic extract showed the highest inhibitory activity with IC50 value of 0.285 ± 0.03 mg/ml followed by methanolic extract with IC50 value of 0.625 ± 0.02 mg/ml and ethanolic extract with IC50 value of 0.875 ± 0.04 mg/ml. Those findings suggest that Opuntia ficus-Indic flowers extracts could be a potential natural source of bioactive compounds with a variety of biological activities such as anti-tyrosinase which justifies its use in traditional medicine.
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Andrade JK, Santana RG, Barros C, Rezende YRRS, Nogueira JP, Santos C, de Oliveira N, Gualberto C, Narain N (2021) Evaluation of bioactive compounds, phytochemicals profile and antioxidant potential of the aqueous and ethanolic extracts of some traditional fruit tree leaves used in Brazilian folk medicine. Food Res Int 143:110282. https://doi.org/10.1016/j.foodres.2021.110282
Gharred N, Ali LMA, Bettache N, Dridi-Dhaouadi S, Morere A, Menut C (2023) In vitro anti-inflammatory activity of three inula species essential oils in lipopolysaccharide-stimulated RAW 264.7 macrophages. Chem Afr 6:1933–1942. https://doi.org/10.1007/s42250-023-00641-3
Benayad Z, Martinez-Villaluenga C, Frias J, Gomez-Cordoves C, Es-Safi NE (2014) Phenolic composition, antioxidant and anti-inflammatory activities of extracts from Moroccan Opuntia ficus-indica flowers obtained by different extraction methods. Ind Crops Prod 62:412–420. https://doi.org/10.1016/j.indcrop.2014.08.046
De Leo M, Bruzual De Abreu M, Pawlowska AM, Cioni PL, Braca A (2010) Profiling the chemical content of Opuntia ficus-indica flowers by HPLC–PDA-ESI-MS and GC/EIMS analyses. Phytochem Lett 3:48–52. https://doi.org/10.1016/j.phytol.2009.11.004
Nekhla H, Aazza S, Tarmoun K, El Hanafi L, Lahrizi L, Squalli W, Harrach A, El Ghadraoui L (2023) Optimization of polyphenol extraction from three parts of Chamaerops humilis L (leaves, fruit and pulp) through response surface methodology. Chem Afr 6:1191–1200. https://doi.org/10.1007/s42250-022-00551-w
Alimi H, Hfaiedh N, Bouoni Z, Sakly M, Rhouma KB (2011) Evaluation of antioxidant and antiulcerogenic activities of Opuntia ficus indica f. inermis flowers extract in rats. Environ Toxicol Pharmacol 32:406–416. https://doi.org/10.1016/j.etap.2011.08.007
Ammar I, Salem MB, Harrabi B, Mzid M, Bardaa S, Sahnoun Z, Attia H, Ennouri M (2018) Anti-inflammatory activity and phenolic composition of prickly pear (Opuntia ficus-indica) flowers. Ind Crops Prod 112:313–319. https://doi.org/10.1016/j.indcrop.2017.12.028
Aruwa CE, Amoo SO, Kudanga T (2019) Extractable and macromolecular antioxidants of Opuntia ficus-indica cladodes: Phytochemical profiling, antioxidant and antibacterial activities. S Afr J Bot 125:402–410. https://doi.org/10.1016/j.sajb.2019.08.007
El-Guezzane C, El-Moudden H, Harhar H, Chahboun N, Tabyaoui M, Zarrouk A (2021) A comparative study of the antioxidant activity of two Moroccan prickly pear cultivars collected in different regions. Chem Data Collect 31:100637. https://doi.org/10.1016/j.cdc.2020.100637
Heikal A, Abd ME, El-Sadek AS, Taha HS (2021) Comparative study between in vivo- and in vitro-derived extracts of cactus (Opuntis ficus-indica L Mill) against prostate and mammary cancer cell lines. Heliyon 7:e08016. https://doi.org/10.1016/j.heliyon.2021.e08016
Kuti J (2004) Antioxidant compounds from four Opuntia cactus pear fruit varieties. Food Chem 85:527–533. https://doi.org/10.1016/S0308-8146(03)00184-5
Zeghbib W, Boudjouan F, Vasconcelos V, Lopes G (2022) Phenolic compounds’ occurrence in opuntia species and their role in the inflammatory process: a review. Molecules 27:4763. https://doi.org/10.3390/molecules27154763
Hu Z-Z, MaShaZhang T-XXML, Zong CT (2022) Improving tyrosinase inhibitory activity of grass carp fish scale gelatin hydrolysate by gastrointestinal digestion: purification, identification and action mechanism. LWT 159:113205. https://doi.org/10.1016/j.lwt.2022.113205
Gogoi P, Kumar A, Das A, Baishya G (2023) Tyrosinase inhibitory kinetics, LC-QTOF-MS based chemical profiling and molecular docking of phytochemicals from Dillenia indica L. Barks Chem Afr 6:1799–1810. https://doi.org/10.1007/s42250-023-00624-4
Choi H, Ryu IY, Choi I, Ullah S, Jung HJ, Park Y, Hwang Y et al (2022) Identification of (Z)-2-benzylidene-dihydroimidazothiazolone derivatives as tyrosinase inhibitors: anti-melanogenic effects and in silico studies. Comput Struct Biotechnol J 20:899–912. https://doi.org/10.1016/j.csbj.2022.02.007
Smaali I, Maugard T, Limam F, Legoy M-D, Marzouki N (2007) Efficient synthesis of gluco-oligosaccharides and alkyl-glucosides by transglycosylation activity of β-glucosidase from Sclerotinia sclerotiorum. World J Microbiol Biotechnol 23:145–149. https://doi.org/10.1007/s11274-006-9185-6
Vaezi M (2022) In silico and in vitro studies of naturally occurring tyrosinase inhibitors: structure-activity relationship. Chem Afr 5:1873–1887. https://doi.org/10.1007/s42250-022-00466-6
Tamfu AN, Kucukaydin S, Ceylan O, Sarac N, Duru ME (2021) Phenolic composition, enzyme inhibitory and anti-quorum sensing activities of Cinnamon (Cinnamomum zeylanicum Blume) and Basil (Ocimum basilicum Linn). Chem Afr 4:759–767. https://doi.org/10.1007/s42250-021-00265-5
Atiya A, Majrashi T, Yasmin Begum M, Qadir SFA, Alqahtani AS, Alosman ASA, Alahmari AA, Aldabsh ANMA, Alshahrani AT, Alshahrani RRM (2021) Influence of solvent selection and extraction methods on the determination of polyphenols, antioxidant, lipoxygenase and tyrosinase inhibition activities of Opuntia ficus-indica fruits peel and pulp collected from the Kingdom of Saudi Arabia (KSA). Natural Product Res. https://doi.org/10.1080/14786419.2021.1983571
Ali SK, Mahmoud SM, El-Masry SS, Dalal HM, Alkhalifah WN, Hozzein MN, Moustafa A (2022) Phytochemical screening and characterization of the antioxidant, anti-proliferative and antibacterial effects of different extracts of Opuntia ficus-indica peel. J King Saud Univ Sci 34:102216. https://doi.org/10.1016/j.jksus.2022.102216
El-Hawary SS, Sobeh M, Badr WK, Abdelfattah MAO, Ali ZY, El-Tantawy ME, Rabeh MA, Wink M (2020) HPLC-PDA-MS/MS profiling of secondary metabolites from Opuntia ficus-indica cladode, peel and fruit pulp extracts and their antioxidant, neuroprotective effect in rats with aluminum chloride induced neurotoxicity. Saudi J Biol Sci 27:2829–2838. https://doi.org/10.1016/j.sjbs.2020.07.003
Jaganathan G, Sithique MA (2023) Fabrication of a novel bioactive chitosan based biocomposite from Opuntia ficus-indica fruit gum and evaluation of anticancer activity in bone MG63 cancer and L929 normal cell lines. Inorg Chem Commun 147:110248. https://doi.org/10.1016/j.inoche.2022.110248
Singleton VL, Rossi JA (1965) Colorimetry of total phenolics with phosphomolybdic-phosphotungstic acid reagents. Am J Enol Vitic 16:144–158
Koley TK, Maurya A, Ajay Tripathi B, Singh MS, Bhutia TL, Tripathi PC, Singh B (2019) Antioxidant potential of commonly consumed underutilized leguminous vegetables. Int J Vegetable Sci. https://doi.org/10.1080/19315260.2018.1519866
DuBois M, Gilles KA, Hamilton JK, Rebers PA, Fred. Smith. (1956) Colorimetric method for determination of sugars and related substances. Anal Chem 28:350–356. https://doi.org/10.1021/ac60111a017
Lowry OH, Nira J, Rosebrough A, Lewis R (1951) Protein measurement with the folin phenol reagent. J Biol Chem 193(265):275. https://doi.org/10.1016/S0021-9258(19)52451-6
Rodríguez-López JN, Tudela J, Varón R, García-Carmona F, García-Cánovas F (1992) Analysis of a kinetic model for melanin biosynthesis pathway. J Biol Chem 267:3801–3810. https://doi.org/10.1016/S0021-9258(19)50597-X
Al-Farsi MA, Lee CY (2008) Optimization of phenolics and dietary fibre extraction from date seeds. Food Chem 108:977–985. https://doi.org/10.1016/j.foodchem.2007.12.009
Ammar I, Ennouri M, Attia H (2015) Phenolic content and antioxidant activity of cactus (Opuntia ficus-indica L.) flowers are modified according to the extraction method. Ind Crops Prod 64:97–104. https://doi.org/10.1016/j.indcrop.2014.11.030
Yasmeen S, Gupta P (2021) Cosmeceutical and anticancer potential of aqueous extracts of Dalbergia sissoo Roxb aerial parts. J Herbal Med 29:100456. https://doi.org/10.1016/j.hermed.2021.100456
Herrera-Pool E, Ramos-Díaz AL, Lizardi-Jiménez MA, Pech-Cohuo S, Ayora-Talavera T, Cuevas-Bernardino JC, García-Cruz U, Pacheco N (2021) Effect of solvent polarity on the ultrasound assisted extraction and antioxidant activity of phenolic compounds from habanero pepper leaves (Capsicum chinense) and its identification by UPLC-PDA-ESI-MS/MS. Ultrason Sonochem 76:105658. https://doi.org/10.1016/j.ultsonch.2021.105658
Maisuthisakul P, Gordon MH (2009) Antioxidant and tyrosinase inhibitory activity of mango seed kernel by product. Food Chem 117:332–341. https://doi.org/10.1016/j.foodchem.2009.04.010
Jung MJ, Heo S-I, Wang M-H (2008) Free radical scavenging and total phenolic contents from methanolic extracts of Ulmus davidiana. Food Chem 108:482–487. https://doi.org/10.1016/j.foodchem.2007.10.081
Fan Z, Li L, Bai X, Zhang H, Liu Q, Zhang H, YuJie F, Moyo R (2019) Extraction optimization, antioxidant activity, and tyrosinase inhibitory capacity of polyphenols from Lonicera japonica. Food Sci Nutr 7:1786–1794. https://doi.org/10.1002/fsn3.1021
Nursid M, Khatulistiani T, Noviendri D, Hapsari F, Hardiyati T (2020) Total phenolic content, antioxidant activity and tyrosinase inhibitor from marine red algae extract collected from Kupang, East Nusa Tenggara. IOP Conf Series: Earth Environ Sci 493:012013. https://doi.org/10.1088/1755-1315/493/1/012013
Phasha V, Senabe J, Ndzotoyi P, Okole B, Fouche G, Chuturgoon A (2022) Review on the use of kojic acid—a skin-lightening ingredient. Cosmetics. https://doi.org/10.3390/cosmetics9030064
Biswas R, Mukherjee PK, Chaudhary SK (2016) Tyrosinase inhibition kinetic studies of standardized extract of Berberis aristata. Nat Prod Res 30:1451–1454. https://doi.org/10.1080/14786419.2015.1062376
Lou S-N, Ming-Wen Yu, Ho C-T (2012) Tyrosinase inhibitory components of immature calamondin peel. Food Chem 135:1091–1096. https://doi.org/10.1016/j.foodchem.2012.05.062
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This work was supported by the Ministry of Higher Education and Research of Tunisia (LR-11ES24, University of Carthage). The authors acknowledge the LIENSs Laboratory of La Rochelle University for financial support.
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MR. carried out most of the experiments, the interpretation of data, and the redaction correction of the manuscript. MR. participated in the interpretation of results and the correction of the manuscript. AO. carried out the HPLC–MS experiments at the LIENSs Laboratory and participated in the correction of the manuscript. SI conceptualized the work and participated in the redaction-correction of the manuscript. MT supervised the work and participated in the correction of the manuscript.
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Masmoudi, R., Mersni, R., Achour, O. et al. Phenolic Composition and Anti-tyrosinase Activities of Extracts from Tunisian Opuntia ficus-indica Flowers Obtained by Different Extraction Solvents. Chemistry Africa 7, 1877–1887 (2024). https://doi.org/10.1007/s42250-024-00892-8
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DOI: https://doi.org/10.1007/s42250-024-00892-8