scholarly journals Inhibitory Effects of Coumarin Derivatives on Tyrosinase

Molecules ◽  
2021 ◽  
Vol 26 (8) ◽  
pp. 2346
Author(s):  
EonJoo Roh

In this study, a series of coumarin derivatives were synthesized and their inhibitory effects on the activity of mushroom tyrosinase were evaluated. As a result of measuring the inhibition of tyrosinase activity of these derivatives, the compounds 3e (1.05 μM), 3f (0.83 μM), 3h (0.85 μM), 3i (1.05 μM), and 3k (0.67 μM) of the geranyloxycoumarin derivatives were highly active at a concentration of 0.8%. The geranyloxycoumarin derivatives exhibited better activity than the hydroxycoumarin derivatives. Among the geranyloxycoumarin derivatives, compound 3k was two times more active than arbutin, a positive control, at a concentration of 0.4%. The above results suggest that geranyloxycoumarin derivatives have great potential for application as functional cosmetic ingredients with tyrosinase-inhibiting activity.

Molecules ◽  
2012 ◽  
Vol 17 (10) ◽  
pp. 11816-11825 ◽  
Author(s):  
Danielle Cristina Zimmermann Franco ◽  
Gustavo Senra Gonçalves de Carvalho ◽  
Paula Rafaela Rocha ◽  
Raquel da Silva Teixeira ◽  
Adilson David da Silva ◽  
...  

2021 ◽  
Vol 9 (6) ◽  
pp. 837-850
Author(s):  
Iyabo O. Omomowo ◽  
Comfort O. Bamigboye ◽  
Olawale I. Omomowo ◽  
Olusola N. Majolagbe ◽  
Adijat F. Ogundola ◽  
...  

Mushrooms are being extensively researched due to their nutritional value and medicinal importance. The genus Pleurotus is the second most cultivated mushroom and is known for its high nutritional value, therapeutic properties, taste, flavor, as well as their application in biotechnology and environmental study. Also, tyrosinase is prevalent in most living organisms. The enzyme catalyzes the oxidation of monophenols to ortho-quinones in a two-step reaction process. This study was aimed to assess the amino acid composition and anti-tyrosinase activity of metabolites obtained from edible Pleurotus species. Assessment of the nutritional content and inhibitory studies of mushroom tyrosinase produced from four Pleurotus strains was carried out using high-performance liquid chromatography (RP-HPLC). The results of the study showed that seventeen different amino acids were identified in the crude and partially purified protein metabolites. Also, the crude extract metabolite had the highest quantity of amino acids than the partially purified. The highest and lowest amino acids value Glutamic acid (1343.26 µmol/mL) and valine (0.34 µmol/mL). The anti-tyrosinase inhibition studies of the four Pleurotus strains showed varying results from significantly inhibitory effects to slightly inhibitory effects on mushroom tyrosinase. The highest inhibition was 14.86% (Pleu-W), while the lowest inhibition was 51.42% (Plof-30) respectively. The high point of this study is that the Pleurotus species contains a significant number of amino acids and also, they possess good anti-tyrosinase activity. Therefore, these are a good source of nutritional and therapeutic metabolites and these can be explored further for their nutritional and medicinal importance to man.


Author(s):  
Pınar Ercan ◽  
Sedef Nehir El

Abstract. The goals of this study were to determine and evaluate the bioaccessibility of total anthocyanin and procyanidin in apple (Amasya, Malus communis), red grape (Papazkarası, Vitis vinifera) and cinnamon (Cassia, Cinnamomum) using an in vitro static digestion system based on human gastrointestinal physiologically relevant conditions. Also, in vitro inhibitory effects of these foods on lipid (lipase) and carbohydrate digestive enzymes (α-amylase and α-glucosidase) were performed with before and after digested samples using acarbose and methylumbelliferyl oleate (4MUO) as the positive control. While the highest total anthocyanin content was found in red grape (164 ± 2.51 mg/100 g), the highest procyanidin content was found in cinnamon (6432 ± 177.31 mg/100 g) (p < 0.05). The anthocyanin bioaccessibilities were found as 10.2 ± 1%, 8.23 ± 0.64%, and 8.73 ± 0.70% in apple, red grape, and cinnamon, respectively. The procyanidin bioaccessibilities of apple, red grape, and cinnamon were found as 17.57 ± 0.71%, 14.08 ± 0.74% and 18.75 ± 1.49%, respectively. The analyzed apple, red grape and cinnamon showed the inhibitory activity against α-glucosidase (IC50 544 ± 21.94, 445 ± 15.67, 1592 ± 17.58 μg/mL, respectively), α-amylase (IC50 38.4 ± 7.26, 56.1 ± 3.60, 3.54 ± 0.86 μg/mL, respectively), and lipase (IC50 52.7 ± 2.05, 581 ± 54.14, 49.6 ± 2.72 μg/mL), respectively. According to our results apple, red grape and cinnamon have potential to inhibit of lipase, α-amylase and α-glucosidase digestive enzymes.


2013 ◽  
Vol 10 (6) ◽  
pp. 529-534 ◽  
Author(s):  
Zhenghua Zhang ◽  
Jinbing Liu ◽  
Fengyan Wu ◽  
Liangzhong Zhao

Molecules ◽  
2021 ◽  
Vol 26 (9) ◽  
pp. 2526
Author(s):  
Joong-Hyun Shim

This study was performed to clarify the inhibitory effects of cycloheterophyllin on melanin synthesis. In order to elucidate the inhibitory effects of cycloheterophyllin on the B16F10 cell line, cell viability, messenger ribonucleic acid (mRNA) expressions, tyrosinase activity assay, and melanin production assay were measured. The effects of cycloheterophyllin on tyrosinase-related protein 1 (TYRP1)/TYRP2/tyrosinase (TYR)/microphthalmia-associated transcription factor (MITF) mRNA expressions and melanin content were determined. Quantitative real-time RT-PCR showed that cycloheterophyllin decreased the mRNA expression level of TYRP1/TYRP2/TYR/MITF genes and melanin production contents than α-MSH-treated B16F10 cells. The tyrosinase activity assay revealed that cycloheterophyllin decreased the melanin production in the B16F10 cells. These data show that cycloheterophyllin increases the whitening effects in the B16F10 cells; thus, cycloheterophyllin is a potent ingredient for skin whitening. Thus, further research on the mechanism of action of cycloheterophyllin for the development of functional materials should be investigated.


Author(s):  
Wei-Feng Xu ◽  
Na-Na Wu ◽  
Yan-Wei Wu ◽  
Yue-Xuan Qi ◽  
Mei-Yan Wei ◽  
...  

AbstractMarine natural products play critical roles in the chemical defense of many marine organisms and are essential, reputable sources of successful drug leads. Sixty-seven 14-membered resorcylic acid lactone derivatives 3–27 and 30–71 of the natural product zeaenol (1) isolated from the marine-derived fungus Cochliobolus lunatus were semisynthesized by chlorination, acylation, esterification, and acetalization in one to three steps. The structures of these new derivatives were established by HRESIMS and NMR techniques. All the compounds (1–71) were evaluated for their antialgal and antiplasmodial activities. Among them, 14 compounds displayed antifouling activities against adhesion of the fouling diatoms. In particular, 9 and 34 exhibited strong and selective inhibitory effects against the diatoms Navicula laevissima and Navicula exigua (EC50 = 6.67 and 8.55 μmol/L), respectively, which were similar in efficacy to those of the positive control SeaNine 211 (EC50 = 2.90 and 9.74 μmol/L). More importantly, 38, 39, and 69–71 showed potent antiplasmodial activities against Plasmodium falciparum with IC50 values ranging from 3.54 to 9.72 μmol/L. Very interestingly, the five antiplasmodial derivatives displayed non-toxicity in the cytotoxicity assays and the zebrafish embryos model, thus, representing potential promising antiplasmodial drug agents. The preliminary structure–activity relationships indicated that biphenyl substituent at C-2, acetonide at positions C-5′ and C-6′, and tri- or tetra-substituted of acyl groups increased the antiplasmodial activity. Therefore, combining evaluation of chemical ecology with pharmacological models will be implemented as a systematic strategy, not only for environmentally friendly antifoulants but also for structurally novel drugs.


2018 ◽  
pp. e12728
Author(s):  
Zohreh Jamali ◽  
Gholamreza Rezaei Behbehani ◽  
Karim Zare ◽  
Nematollah Gheibi

2020 ◽  
Vol 15 (11) ◽  
pp. 1934578X2097350
Author(s):  
Yanan Gai ◽  
Nannan Yang ◽  
Jian Chen

P-glycoprotein (P-gp) inhibition conduces to improving the ability of chemicals to cross through blood-brain barrier (BBB). The hook-bearing branch of Uncaria is used as a traditional herbal medicine for the treatment of hypertension, headache, stroke, and Alzheimer’s disease in recent years. In this study, the inhibitory effects of 8 alkaloids sourced from Uncaria plants on P-gp were evaluated. Meanwhile, the content of 8 alkaloids in 8 Chinese Uncaria species was quantified simultaneously by high-performance liquid chromatography analysis. Western blotting, real-time quantitative reverse transcription-polymerase chain reaction, and flow cytometry were used to evaluate the P-gp levels in MCF-7/adriamycin-resistant (ADR) cells. It was shown that hirsuteine and hirsutine, selected from 8 candidate alkaloids, could remarkably suppressed P-gp level and function in MCF-7/ADR cells when using Verapamil as positive control. By tracking their chemical distribution in 8 Chinese Uncaria species, we found that hirsuteine and hirsutine were much more abundant in Uncaria rhynchophylla and Uncaria hirsuta than in any other 6 species. And a chemical content profile of these alkaloids was plotted within 8 Chinese species.


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