Anti-melanogenic, antioxidant potentialities and metabolome classification of six Ocimum species: Metabolomics and in-silico approaches
Subject Areas : Analytical Assessments of Bioactive CompoundsSreerupa Sarkar 1 , Muddasar Hoda 2 , Susmita Das 3
1 - Phytochemistry and Pharmacognosy Laboratory, Department of Botany, University of Calcutta, 35, Ballygunge Circular Road, Kolkata-700019
2 - Department of Biological Sciences, Aliah University, Newtown Campus, Kolkata-700160
3 - Phytochemistry and Pharmacognosy Laboratory, Department of Botany, University of Calcutta, 35, Ballygunge Circular Road, Kolkata-700019
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Afolabi, C., Akinmoladun, E., Ibukun, O., Emmanuel, A., Obuotor, E.M., Farombi, E.O., 2007. Phytochemical constituent and antioxidant activity of extract from the leaves of Ocimum gratissimum. Sci. Res. Essay. 2 (5), 163-166.
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.
Ashraf, Z., Rafiq, M., Seo, S.Y., Babar, M.M., Sahar, N.U., Zaidi, S., 2015. Synthesis, kinetic mechanism and docking studies of vanillin derivatives as inhibitors of mushroom tyrosinase. Bioorg. Med. Chem. 23, 5870-5880.
Banerjee, A., De, B., 2013. Comparative study of antioxidant activity of the food flowers of West Bengal, India. Intl. J. Food Prop. 16, 193-204.
Barlow, S.M., 1990. Toxicological aspects of antioxidants used as food additives. Food Antioxid. 253-307.
Beauchamp, C., Fridovich, I., 1971. Superoxide dismutase: Improved assays and an assay applicable to acrylamide gels. Anal Biochem. 44(1), 276-287.
Boissy, R.E., Visscher, M., DeLong, M.A., 2005. Deoxyarbutin: A novel reversible tyrosinase inhibitor with effective in vivo skin lightening potency. Exp. Dermatol. 14, 601-608.
Braca, A., Tommasi, Nunziatina, D.B., Lorenzo, D., Cosimo, P., Politi, M., Morelli, I., 2001. Antioxidant principles from Bauhinia terapotensis. J. Nat. Prod. 64, 892-895.
Brown, D.A., 2001. Skin pigmentation enhancers. J. Photochem. Photobiol. B, Biol. 63, 148-161.
Cestari, T.F., Dantas, L.P., Boza, J.C., 2014. Acquired hyperpigmentations. An. Bras. Dermatol. 89, 11-25.
Chan, E.W.C., Lim, Y.Y., Wong, L.F., Lianto, F.S., Wong, S.K., Lim, K.K., Joe, C.E., Lim, T.Y., 2008. Antioxidant and tyrosinase inhibition properties of leaves and rhizomes of ginger species. Food Chem. 109, 477-483.
Chang, T.S., 2009. An updated review of tyrosinase inhibitors. Int. J. Mol. Sci. 10, 2440-2475.
Chawla, S., DeLong, M.A., Visscher, M.O., 2008. Mechanism of tyrosinase inhibition by deoxyarbutin and its second-generation derivatives. Br. J. Dermatol. 159, 1267-74.
Chawla, S., Kvalnes, K., DeLong, M.A., Wickett, R., Manga, P., Boissy, R.E., 2012. Deoxyarbutin and its derivatives inhibit tyrosinase activity and melanin synthesis without inducing reactive oxygen species or apoptosis. J. Drugs Dermatol. 11, e28- e34.
Chen, Y.R., Chiou, R. Y.Y., Lin, T.Y., Huang, C.P., Tang, W.C., Chen, S.T., Lin, S.B., 2009. Identification of an alkylhydroquinone from Rhus succedanea as an inhibitor of tyrosinase and melanogenesis. J. Agric. Food Chem. 57, 2200-2205.
Colquitt, R.B., Colquhoun, D.A., Thiele, R.H., 2011. In silico modelling of physiologic systems. Best Pract. Res. Clin. Anaesthesiol. 25, 499-510.
Das, S., Dutta, M., Choudhury, K., De, B., 2016. Metabolomic and chemometric study of Achras sapota L. fruit extracts for identification of metabolites contributing to the inhibition of α-amylase and α-glucosidase. Eur. Food Res. Technol. 242, 733-743.
Dorga, S., Sarangal, R., 2014. Pigmentary disorders: An insight. Pigment Int. 1, 5-7.
Ekins, S., Mestres, J., Testa, B., 2007. In silico pharmacology for drug discovery: Applications to targets and beyond. Br. J. Pharmacol. 152, 21-37.
Fiehn, O., 2006. Metabolite profiling in arabidopsis. Arabidopsis Protocols, 439-447.
Friedman, M., 1996. Food browning and its prevention: An overview. J. Agric. Food Chem. 44, 631-653.
Hashimoto, A., Ichihashi, M., Mishima, Y., 1984. The mechanism of depigmentation by hydroquinone: a study on suppression and recovery processes of tyrosinase activity in the pigment cells in vivo and in vitro. Jap. J. Dermatol. 94, 797-804.
Hearing, V.J., Tsukamoto, K., 1991. Enzymatic control of pigmentation in mammals. FASEB J. 5, 2902-2909.
Heo, S.J., Ko, S.C., Cha, S.H., Kang, D.H., Park, H.S., Choi, Y.U., Kim, D., Jung, W.K., Jeon, Y.J., 2009. Effect of phlorotannins isolated from Ecklonia cava on melanogenesis and their protective effect against photo-oxidative stress induced by UV-B radiation. Toxicol. In Vitro. 23, 1123-1130.
Kang, H.S., Kim, H.R., Byun, D.S., Son, B.W., Nam, T.J., Choi, J.S., 2004. Tyrosinase inhibitors isolated from the edible brown alga Ecklonia stolonifera. AAPS Adv. Pharm. Sci. Ser. 27, 1226-1232.
Kim, D., Jeong, S.W., Lee, C.Y., 2003. Antioxidant capacity of phenolic phytochemicals from various cultivars of plum. Food Chem. 81, 321 326.
Kim, Y.J., Kang, K.S., Yokozawa, T., 2008. The anti-melanogenic effect of pycnogenol by its anti-oxidative actions. Food Chem. Toxicol. 46, 2466-2471.
Kind, T., Wohlgemuth, G., Lee, D.Y., Lu, Y., Palazoglu, M., Sevini, S., Fiehn, O., 2009. FiehnLib-mass spectral and retention index libraries for metabolomics based on quadrupole and time-of-flight gas chromatography/mass spectrometry. Anal. Chem. 81, 10038-10048.
Kolbe, L., Mann, T., Gerwat, W., Batzer, J., Ahlheit, S., Scherner, C., Wenck, H., Stäb, F., 2013. 4-n-Butylresorcinol, a highly effective tyrosinase inhibitor for the topical treatment of hyperpigmentation. J. Eur. Acad Dermatol. Venereol. 27, 19-23.
Kunsch, C., Medford, R. M., 1995. Oxidative stress as a regulator of gene expression in the vasculature. Circ. Res. 85, 753-766.
Martinez, M.V., Whitaker, J.R., 1995. The biochemistry and control of enzymatic browning. Trends Food Sci. Technol. 6, 195-200.
Masaki, H., 2010. Role of antioxidants in the skin: Anti-aging effects. J. Dermatol. Sci. 58, 85-90.
Mishra, S., Sarkar, U., Taraphder, S., Datta, S., Swain, D., Saikhom, R., 2017. Multivariate statistical data analysis- principal component analysis (PCA). Int. J. Livest. Res. 7(5), 60-78.
Mohammadhosseini, M., Frezza, C., Venditti, A., Mahdavi, B., 2022. An overview of the genus Aloysia Palau (Verbenaceae): Essential oil composition, ethnobotany and biological activities. Nat. Prod. Res. 36(19), 5091-5107.
Mohammadhosseini, M., Frezza, C., Venditti, A., Sarker, S., 2021. A systematic review on phytochemistry, ethnobotany and biological activities of the genus Bunium L. Chem. Biodivers. 18(11), e2100317.
Newman, D.J., 2008. Natural products as leads to potential drugs: An old process or the new hope for drug discovery? J. Med. Chem. 51, 2589-2599.
Nguyen, M.H., Nguyen, H.X., Nguyen, M.T., Nguyen, N.T., 2012. Phenolic constituents from the heartwood of Artocapusaltilis and their tyrosinase inhibitory activity. Nat. Prod. Commun. 7,185-186.
Nieto, G., 2017. Biological activities of three essential oils of the lamiaceae family. Medicines 4(3), 1-10.
Nouveau, S., Agrawal, D., Kohli, M., Bernerd, F., Misra, N., Nayak, C.S., 2016. Skin hyperpigmentationin Indian population: Insights and best practice. Indian J. Dermatol. 61, 487-95.
Oms-Oliu, G., Hertog, M.L.A., Van de Poel, T.M.B., Ampofo-Asiama, J., Geeraerd, A.H., Nicolaï, B.M., 2011. Metabolic characterization of tomato fruit during preharvest development, ripening, and postharvest shelf-life. Postharvest Biol. Technol. 62, 7-16.
Oyewole, R.O., Oyebamiji, A.K., Semire, B., 2020. Theoretical calculations of molecular descriptors for anticancer activities of 1, 2, 3-triazole-pyrimidine derivatives against gastric cancer cell line (MGC-803): DFT, QSAR and docking approaches. Heliyon 6, e03926.
Pillaiyar, T., Manickam, M., Namasivayam, V., 2017. Skin whitening agents: Medicinal chemistry perspective of tyrosinase inhibitors. J. Enzyme Inhib. Med. Chem. 32 (1), 403-425.
Popović-Djordjević, J., Cengiz, M., Ozer, M.S., Sarikurkcu, C., 2019. Calamintha incana: Essential oil composition and biological activity. Ind. Crops Prod. 128, 162-166.
Prieto, P., Pineda, M., Aguilar, M., 1999. Spectrophotometric quantitation of antioxidant capacity through the formation of a phosphomolybdenum complex: Specific application to the determination of vitamin E. Anal. Biochem. 269, 337-341.
Ragu, S., Faye, G., Iraqui, I., Masurel-Heneman, A., Kolodner, R.D., Huang, M.E., 2007. Oxygen metabolism and reactive oxygenspecies cause chromosomal rearrangements and cell death. Proc. Natl. Acad. Sci. 104, 9747-9752.
Rauf, A., Jehan, N., Senturk M., 2017. Natural Products as a Potential Enzyme Inhibitors From Medicinal Plants. Enzyme Inhibitors and Activators/IntechOpen, Vol. 165, p.177.
Sadasivam, S., Manikam, A., 1992. Biochemical Methods, India. Wiley Eastern Limited.
Sakuma, K., Ogawa, M., Sugibayashi, K., Yamada, K.I., Yamamoto, K., 1999. Relationship between tyrosinase inhibitory action and oxidation-reduction potential of cosmetic whitening ingredients and phenol derivatives. Arch. Pharm. Res. 22, 335-339.
Sánchez-Ferrer, A., Rodríguez-López, J.N., García-Cánovas, F., García-Carmona, F., 1995. Tyrosinase: A comprehensive reviewof its mechanism. Biochim. Biophys. Acta. 1247, 1-11.
Sasaki, A., Yamano, Y., Sugimoto, S., Otsuka, H., Matsunami, K., Shinzato, T., 2018. Phenolic compounds from the leaves of Breynia officinalis and their tyrosinase and melanogenesis inhibitory activities. J. Nat. Med. 72, 381-389.
Shirota, S., Miyazaki, K., Aiyama, R., Ichioka, M., Yokokura, T., 1994. Tyrosinase inhibitors from crude drugs. Biol. Pharm. Bull. 17, 266-269.
Sumanout, Y., Murakami, Y., Tonda, M., Vajragupta, O., Matsumoto, K., Watanabe, H., 2004. Evaluation of the nitric oxide radical scavenging activity of manganese complexes of curcumin and its derivatives. Biol. Pharm. Bull. 27, 170-173.
Svoboda, K.P., Hampson, J.B., 1999. Bioactivity of essential oils of selected temperate aromatic plants: Antibacterial, antioxidant, anti-inflammatory and other related pharmacological activities. Special Chem. Conf. 16-17.
Tasaka, K., Kamei, C., Nakano, S., 1998. Effects of certain resorcinol derivatives on the tyrosinase activity and the growth of melanoma cells. Methods Find. Exp. Clin. Pharmacol. 20, 99-109.
Vanni, A., Gastaldi, D., Giunata, G., 1990. Kinetic investigation on the double enzyme activity of the mushroom tyrosinase. Anal. Chim. 80, 35-60.