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Current Enzyme Inhibition


ISSN (Print): 1573-4080
ISSN (Online): 1875-6662

Research Article

Seed Oils as Tyrosinase Inhibitors for the Treatment of Hyperpigmentation

Author(s): Lata Kothapalli*, Tanuja Dhakane, Komal Bhosale and Asha Thomas

Volume 20, Issue 2, 2024

Published on: 03 November, 2023

Page: [124 - 131] Pages: 8

DOI: 10.2174/0115734080257150231017094342

Price: $65


Background: Hyperpigmentation is a growing problem worldwide among various skin diseases and directly relates to the quality of life. The factors causing hyperpigmentation may range from excess exposure to sunlight, pollution, underlying disease conditions, adverse effects of a medication, modified lifestyle, and oxidative stress. Treatment includes the use of hydroquinone, retinoids, corticosteroids, and kojic acid along with anti-inflammatory drugs. However, these medications are preferred for short-term treatment under acute conditions, while in the case of long-term treatment, botanical extracts are a safe choice for a majority of the population for the treatment of hyperpigmentation. Formulation with plant extracts/oil enriched with polyphenols, vitamin C, and vitamin E are reported to be safe and effective in inhibiting melanogenesis.

Objective: Seed oils composed of polyphenols, vitamins and unsaturated fatty acids were selected to evaluate their antioxidant property and tyrosinase enzyme inhibitory activity.

Methods: Grape seed oil (GSO), papaya seed oil (PSO), and carrot seed oil (CSO) were evaluated for their total phenolic and flavonoid content, in-vitro antioxidant activity was done using DPPH assay and anti-tyrosinase activity was done using Mushroom tyrosinase inhibition assay.

Results: Total phenolic content for PSO was 0.936 mg/gm. Gallic acid equivalent (GAE) was highest when compared to GSO and CSO, while CSO had a higher total flavonoid concentration, 0.945 mg/gm as quercetin equivalent (QE). Free radical scavenging activity was comparable to standard and tyrosinase inhibitory activity for grape and carrot seed oils were 80.10 % and 76.52 % at 100μg/ml, respectively and was comparable to kojic acid used as standard.

Conclusion: The results obtained suggest that the oils can be formulated as a topical depigmenting product and used for skin care and skin glow.

Keywords: Hyperpigmentation, seed oil, DPPH assay, anti-tyrosinase activity, skin glow, grape seed oil.

Graphical Abstract
Alexis AF, Blackcloud P. Natural ingredients for darker skin types: Growing options for hyperpigmentation. J Drugs Dermatol 2013; 12(9) (Suppl.): s123-7.
[PMID: 24002160]
Fisk WA, Agbai O, Lev-Tov HA, Sivamani RK. The use of botanically derived agents for hyperpigmentation: A systematic review. J Am Acad Dermatol 2014; 70(2): 352-65.
[] [PMID: 24280646]
Mohiuddin AK. An extensive review of cosmetics in use. OSP J Clin Trials Rev 2019; 1(1): 1-20.
Xing X, Dan Y, Xu Z, Xiang L. Implications of oxidative stress in the pathogenesis and treatment of hyperpigmentation disorders. Oxid Med Cell Longev 2022; 2022: 1-12.
[] [PMID: 35087618]
Nahhas AF, Abdel-Malek ZA, Kohli I, Braunberger TL, Lim HW, Hamzavi IH. The potential role of antioxidants in mitigating skin hyperpigmentation resulting from ultraviolet and visible light-induced oxidative stress. Photodermatol Photoimmunol Photomed 2019; 35(6): 420-8.
[] [PMID: 30198587]
Ko D, Wang RF, Ozog D, Lim HW, Mohammad TF. Disorders of hyperpigmentation. Part II. Review of management and treatment options for hyperpigmentation. J Am Acad Dermatol 2023; 88(2): 291-320.
[] [PMID: 35158001]
Mason HS. The chemistry of melanin; mechanism of the oxidation of dihydroxyphenylalanine by tyrosinase. J Biol Chem 1948; 172(1): 83-99.
[] [PMID: 18920770]
Kus NJ, Dolinska MB, Young KL II, Dimitriadis EK, Wingfield PT, Sergeev YV. Membrane-associated human tyrosinase is an enzymatically active monomeric glycoprotein. PLoS One 2018; 13(6): e0198247.
[] [PMID: 29870551]
Mann T, Gerwat W, Batzer J, et al. Inhibition of human tyrosinase requires molecular motifs distinctively different from mushroom tyrosinase. J Invest Dermatol 2018; 138(7): 1601-8.
[] [PMID: 29427586]
Hollinger JC, Angra K, Halder RM. Are natural ingredients effective in the management of hyperpigmentation? a systematic review. J Clin Aesthet Dermatol 2018; 11(2): 28-37.
[PMID: 29552273]
Sivamani R, Clark A. Phytochemicals in the treatment of hyperpigmentation. Botanics 2016; 6: 89-96.
Ribeiro A, Estanqueiro M, Oliveira M, Sousa Lobo J. Main benefits, and applicability of plant extracts in skin care products. Cosmetics 2015; 2(2): 48-65.
Lin TK, Zhong L, Santiago J. Anti-inflammatory and skin barrier repair effects of topical application of some plant oils. Int J Mol Sci 2017; 19(1): 70.
[] [PMID: 29280987]
Ando H, Watabe H, Valencia JC, et al. Fatty acids regulate pigmentation via proteasomal degradation of tyrosinase: A new aspect of ubiquitin-proteasome function. J Biol Chem 2004; 279(15): 15427-33.
[] [PMID: 14739285]
Chandrashekar BS, Shenoy C, Narayana NL. Effectiveness and safety of a novel topical depigmenting agent in epidermal pigmentation: An open-label, non-comparative study. Int J Res Dermat 2018; 4(4): 489-94.
Rombaut N, Savoire R, Thomasset B, Castello J, Van Hecke E, Lanoisellé JL. Optimization of oil yield and oil total phenolic content during grape seed cold screw pressing. Ind Crops Prod 2015; 63: 26-33.
Bail S, Stuebiger G, Krist S, Unterweger H, Buchbauer G. Characterisation of various grape seed oils by volatile compounds, triacylglycerol composition, total phenols and antioxidant capacity. Food Chem 2008; 108(3): 1122-32.
[] [PMID: 26065780]
Garavaglia J, Markoski MM, Oliveira A, Marcadenti A. Grape seed oil compounds: Biological and chemical actions for health. Nutrition and metabolic insights 2016; NMI-S32910.
Surini S, Nursatyani K, Ramadon D. Gel formulation containing microcapsules of grape seed oil (Vitis vinifera L.) for skin moisturizer. J Young Pharm 2018; 10(1): 41-7.
Sarkar R, Arora P, Garg KV. Cosmeceuticals for hyperpigmentation: What is available? J Cutan Aesthet Surg 2013; 6(1): 4-11.
[] [PMID: 23723597]
Soto M, Falqué E, Domínguez H. Relevance of natural phenolics from grape and derivative products in the formulation of cosmetics. Cosmetics 2015; 2(3): 259-76.
Aladrén S, Garre A, Valderas-Martínez P, Piquero-Casals J, Granger C. Efficacy and safety of an oral nutritional (dietary) supplement containing pinus pinaster bark extract and grape seed extract in combination with a high SPF sunscreen in the treatment of mild-to-moderate melasma: A prospective clinical study. Cosmetics 2019; 6(1): 15.
Joshi SK, Sharma BG, Khanna K, Kumar V, Nishad DK, Bhatnagar A. Development and characterization of melatonin-based UV protectant dermal formulation with higher SPF value: A gamma scintigraphy evaluation. Indian J Nucl Med 2016; 31(5) (Suppl.): 41-2.
Ácsová A, Hojerová J, Janotková L, et al. The real UVB photoprotective efficacy of vegetable oils: In vitro and in vivo studies. Photochem Photobiol Sci 2021; 20(1): 139-51.
[] [PMID: 33721242]
Samaram S, Mirhosseini H, Tan CP, Ghazali HM, Bordbar S, Serjouie A. Optimisation of ultrasound-assisted extraction of oil from papaya seed by response surface methodology: Oil recovery, radical scavenging antioxidant activity, and oxidation stability. Food Chem 2015; 172: 7-17.
[] [PMID: 25442517]
Shinagawa FB, Santana FC, Araujo E, Purgatto E, Mancini-Filho J. Chemical composition of cold pressed Brazilian grape seed oil. Food Sci Technol 2017; 38(1): 164-71.
Mantena SK, Katiyar SK. Grape seed proanthocyanidins inhibit UV-radiation-induced oxidative stress and activation of MAPK and NF-κB signaling in human epidermal keratinocytes. Free Radic Biol Med 2006; 40(9): 1603-14.
[] [PMID: 16632120]
Shawahna R. Effects of a grapeseed oil (Vitis vinifera L.) loaded dermocosmetic nanoemulgel on biophysical parameters of facial skin: A split-face, blinded, placebo-controlled study. J Cosmet Dermatol 2022; 21(11): 5730-8.
[] [PMID: 35713012]
Aksu M, Incegul Y, Kiralan SS, Kiralan M, Ozkan G. Cold pressed carrot (Daucus carota subsp. sativus) seed oil. In: Cold Pressed Oils. Academic Press 2020; pp. 335-43.
Srivastava RS, Shah KP. Formulation and evaluation of novel herbal anti-aging formulation (gel cream). World J Pharm Res 2015; 4(8): 2426-44.
Singh S, Lohani A, Mishra AK, Verma A. Formulation and evaluation of carrot seed oil-based cosmetic emulsions. J Cosmet Laser Ther 2019; 21(2): 99-107.
[] [PMID: 29737890]
Ramadan MF. Ed. Fruit oils: Chemistry and functionality. Switzerland: Springer 2019.
Afolabi IS, Akuiyibo SM, Rotimi SO, Adeyemi AO. In vivo evaluation of lipid and antioxidant qualities of Carica papaya seed oil. J Nat Prod 2011; 4: 125-35.
Government of India, Ministry of Health and Family Welfare Indian Pharmacopoeia. Ghaziabad. Indian Pharmacopoeia Commission 2014; II: 2066.
Parry J, Hao Z, Luther M, Su L, Zhou K, Yu LL. Characterization of cold-pressed onion, parsley, cardamom, mullein, roasted pumpkin, and milk thistle seed oils. J Am Oil Chem Soc 2006; 83(10): 847-54.
Konuskan DB, Kamiloglu O, Demirkeser O. Fatty acid composition, total phenolic content and antioxidant activity of grape seed oils obtained by cold-pressed and solvent extraction. Ind J Pharmac Educ Res 2019; 53(1): 144-50.
Haile M, Kang W. Antioxidant activity, total polyphenol, flavonoid, and tannin contents of fermented green coffee beans with selected yeasts. Fermentation 2019; 5(1): 29.
Makuasa DA, Ningsih P. The analysis of total flavonoid levels in young leaves and old soursop leaves (Annona muricata L.) using UV-vis spectrophotometry methods. J Appl SciEng Technol Educ 2020; 2(1): 11-7.
Liu D, Shi J, Colina Ibarra A, Kakuda Y, Jun Xue S. The scavenging capacity and synergistic effects of lycopene, vitamin E, vitamin C, and β-carotene mixtures on the DPPH free radical. Lebensm Wiss Technol 2008; 41(7): 1344-9.
Teixeira RS, Rocha PR, Polonini HC, Brandão MAF, Chaves MGAM, Raposo NRB. Mushroom tyrosinase inhibitory activity and major fatty acid constituents of Amazonian native flora oils. Braz J Pharm Sci 2012; 48(3): 399-404.
Cui HX, Duan FF, Jia SS, Cheng FR, Yuan K. Antioxidant and tyrosinase inhibitory activities of seed oils from torreyagrandis Fort. Ex Lindl BioMed res int 2018.
Yokota T, Nishio H, Kubota Y, Mizoguchi M. The inhibitory effect of glabridin from licorice extracts on melanogenesis and inflammation. Pigment Cell Res 1998; 11(6): 355-61.
[] [PMID: 9870547]
Zubair S, Mujtaba G. Comparison of the efficacy of topical 2% liquiritin, topical 4% liquiritin, and topical 4% hydroquinone in the management of melasma. J Pak Assoc Dermatol 2009; 19(3): 158-63.
Alvin G, Catambay N, Vergara A, Jamora MJ. A comparative study of the safety and efficacy of 75% mulberry (Morus alba) extract oil versus placebo as a topical treatment for melasma: A randomized, single-blind, placebo-controlled trial. J Drugs Dermatol 2011; 10(9): 1025-31.
[PMID: 22052272]
Burke KE, Clive J, Combs GF Jr, Commisso J, Keen CL, Nakamura RM. Effects of topical and oral vitamin E on pigmentation and skin cancer induced by ultraviolet irradiation in Skh:2 hairless mice. Nutr Cancer 2000; 38(1): 87-97.
[] [PMID: 11341050]
Espinal-Perez LE, Moncada B, Castanedo-Cazares JP. A double-blind randomized trial of 5% ascorbic acid vs. 4% hydroquinone in melasma. Int J Dermatol 2004; 43(8): 604-7.
[] [PMID: 15304189]
Castanedo-Cazares JP, Larraga-Piñones G, Ehnis-Pérez A, et al. Topical niacinamide 4% and desonide 0.05% for treatment of axillary hyperpigmentation: A randomized, double-blind, placebo-controlled study. Clin Cosmet Investig Dermatol 2013; 6: 29-36.
[] [PMID: 23355788]
Wadhwa M, Bakshi MP, Makkar HP. Wastes to worth: Value-added products from fruit and vegetable wastes. CABI Rev 2016; 2015(10): 1-25.
Prescha A, Grajzer M, Dedyk M, Grajeta H. The antioxidant activity and oxidative stability of cold-pressed oils. J Am Oil Chem Soc 2014; 91(8): 1291-301.
[] [PMID: 25076788]
Dimitrios B. Sources of natural phenolic antioxidants. Trends Food Sci Technol 2006; 17(9): 505-12.
Bui NH, Nguyen BV, Nguyen TNL, Tran TTT, Mai HC. Physicochemical properties of seed oil of the cardinal grape (Vitis vinifera L.) originated in Vietnam. Food Res 2022; 6(5): 161-7.
Özcan MM, Chalchat JC. Chemical composition of carrot seeds (Daucus carota L.) cultivated in Turkey: Characterization of the seed oil and essential oil. Grasas Aceites 2007; 58(4): 359-65.
Manaf Yanty NA, Nazrim Marikkar JM, Nusantoro BP, Long K, Ghazali HM. Physico-chemical characteristics of papaya (Carica papaya L.) seed oil of the Hong Kong/Sekaki variety. J Oleo Sci 2014; 63(9): 885-92.
[] [PMID: 25174674]
Rombaut N, Savoire R, Thomasset B, et al. Grape seed oil extraction: Interest of supercritical fluid extraction and gas-assisted mechanical extraction for enhancing polyphenol co-extraction in oil. C R Chim 2014; 17(3): 284-92.
Maier T, Schieber A, Kammerer DR, Carle R. Residues of grape (Vitis vinifera L.) seed oil production as a valuable source of phenolic antioxidants. Food Chem 2009; 112(3): 551-9.
Gao F, Birch J. Oxidative stability, thermal decomposition, and oxidation onset prediction of carrot, flax, hemp, and canola seed oils in relation to oil composition and positional distribution of fatty acids. Eur J Lipid Sci Technol 2016; 118(7): 1042-52.
Malacrida CR, Kimura M, Jorge N. Characterization of a high oleic oil extracted from papaya (Carica papaya L.) seeds. Food Sci Technol 2011; 31(4): 929-34.
Lee WJ, Lee MH, Su NW. Characteristics of papaya seed oils obtained by extrusion-expelling processes. J Sci Food Agric 2011; 91(13): 2348-54.
[] [PMID: 21590777]
Gitea MA, Bungau SG, Gitea D, Pasca BM, Purza AL, Radu AF. Evaluation of the phytochemistry–therapeutic activity relationship for grape seeds oil. Life 2023; 13(1): 178.
[] [PMID: 36676127]
Topkafa M. Evaluation of chemical properties of cold pressed onion, okra, rosehip, safflower and carrot seed oils: Triglyceride, fatty acid and tocol compositions. Anal Methods 2016; 8(21): 4220-5.
Santana LF, do Espirito Santo BLS, Tatara MB, et al. Effects of the seed oil of Carica papaya linn on food consumption, adiposity, metabolic and inflammatory profile of mice using hyperlipidic diet. Molecules 2022; 27(19): 6705.
[] [PMID: 36235241]
Panzella L, Napolitano A. Natural and bioinspired phenolic compounds as tyrosinase inhibitors for the treatment of skin hyperpigmentation: Recent advances. Cosmetics 2019; 6(4): 57.
Xu D, Hu MJ, Wang YQ, Cui YL. Antioxidant activities of quercetin and its complexes for medicinal application. Molecules 2019; 24(6): 1123.
[] [PMID: 30901869]
Ebanks J, Wickett R, Boissy R. Mechanisms regulating skin pigmentation: The rise and fall of complexion coloration. Int J Mol Sci 2009; 10(9): 4066-87.
[] [PMID: 19865532]
Zaid AN, Al Ramahi R. Depigmentation and anti-aging treatment by natural molecules. Curr Pharm Des 2019; 25(20): 2292-312.
[] [PMID: 31269882]
Costa R, Costa Lima SA, Gameiro P, Reis S. On the development of a cutaneous flavonoid delivery system: Advances and limitations. Antioxidants 2021; 10(9): 1376.
[] [PMID: 34573007]

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