Polyamine derivatives from the bee pollen of Quercus mongolica with tyrosinase inhibitory activity

Kim, Seon Beom; Liu, Qing; Ahn, Jong Hoon; Jo, Yang Hee; Turk, Ayman; Hong, In Pyo; Han, Sang Mi; Hwang, Bang Yeon; Lee, Mi Kyeong

doi:10.1016/j.bioorg.2018.08.014

Cited by 32 publications

(35 citation statements)

References 23 publications

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“…The absorbance of A 0 , A 1 , A sample , and A blank at 475 nm after reaction for 10 min, 30 min, 1 h, 2 h, and 4 h was measured by an enzyme labeling instrument. The inhibition rate of tyrosinase activity was calculated using the following formula [20]:T1Inhibition rate %=1−Asample−AblankA0−A1×100.…”

Section: Methodsmentioning

confidence: 99%

Optimization of Flavonoid Extraction in Dendrobium officinale Leaves and Their Inhibitory Effects on Tyrosinase Activity

Lü

Yang

Zhan

et al. 2019

International Journal of Analytical Chemistry

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In order to establish the extraction technology of flavonoids from Dendrobium officinale leaves, a method combining Plackett–Burman design (PBD), steepest ascent design, and central composite design was developed to optimize the extraction of flavonoids. In addition, the tyrosinase activity inhibition of flavonoids was further tested in vitro. PBD results showed that ethanol concentration and number of extractions were key factors. Response surface methodology (RSM) indicated that the optimal extraction conditions were 78% ethanol concentration, six extraction times, 2 h, and 1:50 solid-liquid ratio. Under these conditions, the total flavonoid content could reach 35 mg/50 mL. In vitro tyrosinase experiment, the extracted total flavonoids had better inhibitory effect on tyrosinase activity than β-arbutin, and its inhibition rate for monophenolase and diphenolase exceeded 100% and 70%, respectively. These results indicate that RSM can effectively improve the extraction of flavonoids from Dendrobium officinale leaves and the flavonoids have the prospect of being applied to foods and cosmetics.

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Section: Methodsmentioning

confidence: 99%

Optimization of Flavonoid Extraction in Dendrobium officinale Leaves and Their Inhibitory Effects on Tyrosinase Activity

Lü

Yang

Zhan

et al. 2019

International Journal of Analytical Chemistry

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Section: Skin Disordermentioning

confidence: 99%

“…Sari et al [ 83 ] showed that polydatin isolated from the Quercus coccifera bark displayed potent tyrosinase inhibition compared to the positive control kojic acid, with an IC50 value of 4.05 ± 0.30 µ g/ml. In addition, Kim et al [ 117 ] analyzed the effect of some polyamine derivatives from the bee pollen extract of Q. mongolica against the tyrosinase enzyme. They observed that polyamine derivatives with coumaroyl and caffeoyl moieties exhibited higher tyrosinase inhibitory potential than the others isolated with IC50 values of 19.5–85.8 Μm.…”

Section: Pharmacological Activitiesmentioning

confidence: 99%

Medicinal Uses, Phytochemistry, and Pharmacological Activities of Quercus Species

Taib

Rezzak

Bouyazza

et al. 2020

Evidence-Based Complementary and Alternative Medicine

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Quercus species, also known as oak, represent an important genus of the Fagaceae family. It is widely distributed in temperate forests of the northern hemisphere and tropical climatic areas. Many of its members have been used in traditional medicine to treat and prevent various human disorders such as asthma, hemorrhoid, diarrhea, gastric ulcers, and wound healing. The multiple biological activities including anti-inflammatory, antibacterial, hepatoprotective, antidiabetic, anticancer, gastroprotective, antioxidant, and cytotoxic activities have been ascribed to the presence of bioactive compounds such as triterpenoids, phenolic acids, and flavonoids. This paper aimed to provide available information on the medicinal uses, phytochemicals, and pharmacology of species from Quercus. However, further investigation is needed to fully clarify the mode of action of its bioactive compounds and to evaluate in vivo chronic toxicity, before exploring their potential use as a supplement in functional foods and natural pharmaceutics.

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“…Cosmetics 2019, 6, x FOR PEER REVIEW 14 of 33 [116] (Figure 15), whereas less effective were feruloyl sucrose esters from Oryza sativa roots [117] and epicatechin glucosydes isolated from Breynia fruticosa [118] (Figure 15). Interestingly, polyamine derivatives comprising coumaroyl and caffeoyl moieties from bee pollen of Quercus mongolica have been also described as tyrosinase inhibitors [119].…”

Section: Natural Phenolic Inhibitors Of Mushroom Tyrosinasementioning

confidence: 99%

“…Finally, moderate-high activity has been very recently reported for phenylethylchromones isolated from the agarwood of Aquilaria plants [120,121] and anthraquinones from Cassia tora seeds [122] (Figure 16). Interestingly, polyamine derivatives comprising coumaroyl and caffeoyl moieties from bee pollen of Quercus mongolica have been also described as tyrosinase inhibitors [119].…”

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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Polyamine derivatives from the bee pollen of Quercus mongolica with tyrosinase inhibitory activity

Cited by 32 publications

References 23 publications

Optimization of Flavonoid Extraction in Dendrobium officinale Leaves and Their Inhibitory Effects on Tyrosinase Activity

Optimization of Flavonoid Extraction in Dendrobium officinale Leaves and Their Inhibitory Effects on Tyrosinase Activity

Medicinal Uses, Phytochemistry, and Pharmacological Activities of Quercus Species

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

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