The Inhibitory Components from<i>Artocarpus incisus</i>on Melanin Biosynthesis

Shimizu, Kuniyoshi; Kondo, Ryuichiro; Sakai, Kokki; Lee, Seon Ho; Sato, Hiroaki

doi:10.1055/s-2006-957470

Cited by 94 publications

(69 citation statements)

References 9 publications

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“…Glabridin, an isoflavan derivatives, was isolated from Allamanda cathartica stem as potent tyrosinase inhibitor [40,41]. Artocarbene, chlorophorin, norartocarpanone, and 4-propylresorcinol including 2,4-substituted resorcinol moiety induce high tyrosinase inhibitory activity [42,43]. Catechol moiety of chalcone exhibits tyrosinase inhibitory activity, and it is reported that the catechol chelates with the copper ions, present in the active site of tyrosinase.…”

Section: Melanogenesis Controlling Effect Of Medicinal Plants Extractmentioning

confidence: 99%

Effect of quercetin derivatives on melanogenesis stimulation of melanoma cells

Mitsunaga

Yamauchi

2015

J Wood Sci

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Controlling melanogenesis is important for maintaining the good health and cosmetic appearance of a human body. This study aims to search the active compounds from natural products exhibiting the melanogenesis modulating activity and elucidate the mechanism underlying the observed activity. Two novel quercetin glycosideswere isolated and identified from Helminthostachys zeylanica roots 50 % ethanol extract. Compound 1 exhibited intracellular melanogenesis stimulatory activity, while 2 showed no effect even the structural similarity. To understand the structure-activity relationships, twelve quercetin glycosides and seven methylquercetins were synthesized from rutin as starting material. As the result of bioassay using synthesized nineteen quercetin derivatives in B16 melanoma cells, some quercetin-3-O-b-D-glucopyranosides stimulated the intracellular melanogenesis. On the other hand, synthesized 3-O-methylquercetin 12 and 3,4 0 ,7-Otrimethylquercetin 15 increased both intra and extracellular melanin contents with no cytotoxicity. Compoud 15 increased the phosphorylated p38 mitogen-activated protein kinase (MAPK) and microphthalmia-associated transcription factor (MITF) which regulates the expression of tyrosinase, TRP-1 and TRP-2. While 12 enhanced the expression of the melanogenic enzymes without involving the MITF, as evidenced by its lack of any stimulation of the expression of MITF and p-p38 MAPK. This result indicates that 12 may stimulate the expression of tyrosinase, TRP-1, and TRP-2 by stimulating currently unidentified transcriptional factors and/or by regulating the degradation of melanogenic enzymes.

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Section: Melanogenesis Controlling Effect Of Medicinal Plants Extractmentioning

confidence: 99%

Effect of quercetin derivatives on melanogenesis stimulation of melanoma cells

Mitsunaga

Yamauchi

2015

J Wood Sci

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“…The extracts were assayed by the modified tyrosinase inhibition method previously described (Shimizu et al, 1998). Briefly, 120 µL of 1.66 mM of tyrosine solution in 0.1 M phosphate buffer (pH 6.8), 60 µL of five serial concentrations of the extracts (0.001-10 mg/mL dissolved in methanol and 20% v/v DMSO 1:1) and 60 µL phosphate buffer were mixed in a 96-well plate and incubated at 37° ± 2°C for 60 min.…”

Section: Tyrosinase Inhibition Assaymentioning

confidence: 99%

In vitroanti-aging activities ofTerminalia chebulagall extract

Manosroi¹,

Jantrawut²,

Akihisa³

et al. 2010

Pharmaceutical Biology

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“…The major one was ethyl (E)-6-(2-phenyl-4-oxo-4H-1-benzopyran-3-yl)propionate (19) while the minor one was identified as the expected acrylaldehyde (18). The reason of this double reactivity is the presence of two different β hydrogens in contrast with the previous terminal alkenes having only one β hydrogen.…”

Section: Resultsmentioning

confidence: 99%