Characterization of a New Flavone and Tyrosinase Inhibition Constituents from the Twigs of Morus alba L.

Zhang, Long; Tao, Guanjun; Chen, Jie; Zheng, Zong‐Ping

doi:10.3390/molecules21091130

Cited by 60 publications

(37 citation statements)

References 29 publications

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“…Figure 4 shows the structures of the most potent inhibitors with the corresponding IC 50 values against mushroom tyrosinase. Among the different subclasses, the highest activity has been determined for chalcones, with 2,2 ,4,4'-tetrahydroxychalcone exhibiting a very low IC50 value (0.07 µM) [51]. A significant melanogenesis inhibition potential has been reported also for galangin (IC 50 = 3.55 µM) [52], isoliquiritigenin (IC 50 = 4.85 µM) [53], kaempferol (IC 50 = 5.5 µM) [54], and dihydromorin (IC 50 = 9.4 µM) [55], belonging to different flavonoid subfamilies, but all characterized by at least one resorcinol moiety.…”

Section: Natural Phenolic Inhibitors Of Mushroom Tyrosinasementioning

confidence: 99%

Natural and Bioinspired Phenolic Compounds as Tyrosinase Inhibitors for the Treatment of Skin Hyperpigmentation: Recent Advances

2019

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One of the most common approaches for control of skin pigmentation involves the inhibition of tyrosinase, a copper-containing enzyme which catalyzes the key steps of melanogenesis. This review focuses on the tyrosinase inhibition properties of a series of natural and synthetic, bioinspired phenolic compounds that have appeared in the literature in the last five years. Both mushroom and human tyrosinase inhibitors have been considered. Among the first class, flavonoids, in particular chalcones, occupy a prominent role as natural inhibitors, followed by hydroxystilbenes (mainly resveratrol derivatives). A series of more complex phenolic compounds from a variety of sources, first of all belonging to the Moraceae family, have also been described as potent tyrosinase inhibitors. As to the synthetic compounds, hydroxycinnamic acids and chalcones again appear as the most exploited scaffolds. Several inhibition mechanisms have been reported for the described inhibitors, pointing to copper chelating and/or hydrophobic moieties as key structural requirements to achieve good inhibition properties. Emerging trends in the search for novel skin depigmenting agents, including the development of assays that could distinguish between inhibitors and potentially toxic substrates of the enzyme as well as of formulations aimed at improving the bioavailability and hence the effectiveness of well-known inhibitors, have also been addressed.

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Section: Natural Phenolic Inhibitors Of Mushroom Tyrosinasementioning

confidence: 99%

Natural and Bioinspired Phenolic Compounds as Tyrosinase Inhibitors for the Treatment of Skin Hyperpigmentation: Recent Advances

2019

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“…Agents or products that inhibit tyrosinase activity have been used in skin whitening cosmetics. Hydroquinone, arbutin, kojic acid, azelaic acid and L-ascorbic acid have tyrosinase inhibition as skin whitening agents [22][23][24]. In this study, we found that n-hexane extraction and compression of the seed has tyrosinase inhibition.…”

Section: Discussionmentioning

confidence: 52%

Antioxidant activities of crude extracts from peel and seed of Cinnamomum camphora

Liu¹,

Perng²,

Chen³

2018

biomedicalresearch

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In this study, we aim to investigate the free radical scavenging, anti-melanogenic and antibacterial properties of crude extracts from peel and seed of Cinnamomum camphora. Results showed that methanol extract of peel was minor sensitive to Staphylococcus aureaus and Escherichia coli. The fractions obtained by n-hexane, ethyl acetate (EtOAc), n-butanol or water of peel and seed had significant antioxidant activity. The IC 50 value of n-butanol, water and ethyl acetate fraction of the peel exhibited 48.82, 221.32 and 647.85 μg/ml scavenging activity in DPPH free radical. The IC 50 value of nbutanol, water and ethyl acetate fraction of the peel exhibited 1135.47, 438.69 and 3127.09 μg/ml in metal chelating ability on ferrous ions assays. n-butanol fraction of peel displayed the best antioxidant activity in ABTS assay. Especially, IC 50 of the mushroom tyrosinase inhibition at n-hexane extraction of the seed was 53.68 μg/ml. The results obtained in the present investigation suggest that the crude extracts of peel and seed of C. camphora had promising antibacterial and antioxidant activity against free radicals. The n-butanol or water extract of peel may be further study to isolate the active compounds in the future.

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“…In the present study, nine compounds were isolated from the MeOH extract of M. alba ( Figure 1 ). The structures of the compounds were determined by various spectroscopic methods, including 1D and 2D nuclear magnetic resonance to give aesculetin ( 1 ) [ 12 ], scopoletin ( 2 ) [ 13 ], scopoline ( 3 ) [ 14 ], moracin B ( 4 ) [ 15 ], moracin J ( 5 ) [ 16 ], moracin M ( 6 ) [ 17 ], moracin M 3’- O - β -glucopyranoside ( 7 ) [ 18 ], moracin M 6- β -D-glucopyranoside ( 8 ) [ 19 ], and mulberroside F ( 9 ) [ 20 ] (See Supplementary Materials ).…”

Section: Resultsmentioning

confidence: 99%

Coumarin and Moracin Derivatives from Mulberry Leaves (Morus alba L.) with Soluble Epoxide Hydrolase Inhibitory Activity

Heo

et al. 2020

Molecules

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This study identified three coumarins (1–3), and six moracin derivatives (4–9). The structures of these natural compounds were determined by the spectroscopic methods, including 1D and 2D NMR methods, and comparison with previous reported data. All of the isolated compounds were assessed for the effects on the soluble epoxide hydrolase (sEH) inhibitory activity. Among them, compounds 1–7 exhibited significant inhibitory effect with 100% inhibitory, with IC50 values of 6.9, 0.2, 15.9, 1.1, 1.2, 9.9, and 7.7 µM, respectively. A kinetic study revealed that compounds 1–4, and 6 were competitive types of inhibitors, compounds 5 and 7 were mixed types of inhibitors. These results suggest that moracin and coumarin derivatives from mulberry leaves are significant sEH inhibitors.

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Characterization of a New Flavone and Tyrosinase Inhibition Constituents from the Twigs of Morus alba L.

Cited by 60 publications

References 29 publications

Natural and Bioinspired Phenolic Compounds as Tyrosinase Inhibitors for the Treatment of Skin Hyperpigmentation: Recent Advances

Natural and Bioinspired Phenolic Compounds as Tyrosinase Inhibitors for the Treatment of Skin Hyperpigmentation: Recent Advances

Antioxidant activities of crude extracts from peel and seed of Cinnamomum camphora

Coumarin and Moracin Derivatives from Mulberry Leaves (Morus alba L.) with Soluble Epoxide Hydrolase Inhibitory Activity

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