New constituent from Podocarpus macrophyllus var. macrophyllus shows anti-tyrosinase effect and regulates tyrosinase-related proteins and mRNA in human epidermal melanocytes

Kur Ta Cheng, Feng Lin Hsu, Shih Hui Chen, Peng Ke Hsieh, Hsu Shan Huang, Ching Kuo Lee, Mei Hsien Lee

研究成果: 雜誌貢獻文章

21 引文 (Scopus)

摘要

A new biflavonoid, 2,3-dihydro-4′,4‴-di-O-methylamentoflavone (5), and five known compounds, (-)-catechin (1), quercetin (2), 2,3-dihydrosciadopitysin (3), sciadopitysin (4), and isoginkgetin (6), were isolated from Podocarpus macrophyllus var. macrophyllus (Podocarpaceae). These compounds were evaluated their ability to inhibit cellular tyrosinase activity and for their melanin inhibitory activity in human epidermal melanocytes (HEMn). In the melanin synthesis assay, 2,3-dihydro-4′,4‴-di-O- methylamentoflavone (5) showed a potent anti-tyrosinase effect with IC 50=0.098 mM in HEMn. It also significantly decreased both protein and mRNA levels of the tyrosinase-related protein-2 (TRP-2) by Western blot and quantitative real-time PCR (qRT-PCR) analysis. These findings suggest that the new compound, 2,3-dihydro-4′,4‴-di-O-methylamentoflavone (5), is the most active component of P. macrophyllus var. macrophyllus in inhibiting pigmentation and that this inhibition is exerted through inhibition of transcription of the genes encoding TRP2.
原文英語
頁(從 - 到)757-761
頁數5
期刊Chemical and Pharmaceutical Bulletin
55
發行號5
DOIs
出版狀態已發佈 - 五月 2007

指紋

Monophenol Monooxygenase
Melanocytes
Melanins
Biflavonoids
Messenger RNA
Gene encoding
Catechin
Quercetin
Pigmentation
Transcription
Human Activities
Real-Time Polymerase Chain Reaction
Assays
Proteins
Western Blotting
Genes
isoginkgetin
sciadopitysin
dopachrome isomerase

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Pharmacology

引用此文

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title = "New constituent from Podocarpus macrophyllus var. macrophyllus shows anti-tyrosinase effect and regulates tyrosinase-related proteins and mRNA in human epidermal melanocytes",
abstract = "A new biflavonoid, 2,3-dihydro-4′,4‴-di-O-methylamentoflavone (5), and five known compounds, (-)-catechin (1), quercetin (2), 2,3-dihydrosciadopitysin (3), sciadopitysin (4), and isoginkgetin (6), were isolated from Podocarpus macrophyllus var. macrophyllus (Podocarpaceae). These compounds were evaluated their ability to inhibit cellular tyrosinase activity and for their melanin inhibitory activity in human epidermal melanocytes (HEMn). In the melanin synthesis assay, 2,3-dihydro-4′,4‴-di-O- methylamentoflavone (5) showed a potent anti-tyrosinase effect with IC 50=0.098 mM in HEMn. It also significantly decreased both protein and mRNA levels of the tyrosinase-related protein-2 (TRP-2) by Western blot and quantitative real-time PCR (qRT-PCR) analysis. These findings suggest that the new compound, 2,3-dihydro-4′,4‴-di-O-methylamentoflavone (5), is the most active component of P. macrophyllus var. macrophyllus in inhibiting pigmentation and that this inhibition is exerted through inhibition of transcription of the genes encoding TRP2.",
keywords = "2,3-dihydro-4′,4‴-di-O-methylamentoflavone, Human epidermal melanocyte, Quantitative real-time PCR, Tyrosinase, Tyrosinase-related protein-2",
author = "Cheng, {Kur Ta} and Hsu, {Feng Lin} and Chen, {Shih Hui} and Hsieh, {Peng Ke} and Huang, {Hsu Shan} and Lee, {Ching Kuo} and Lee, {Mei Hsien}",
year = "2007",
month = "5",
doi = "10.1248/cpb.55.757",
language = "English",
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pages = "757--761",
journal = "Chemical and Pharmaceutical Bulletin",
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T1 - New constituent from Podocarpus macrophyllus var. macrophyllus shows anti-tyrosinase effect and regulates tyrosinase-related proteins and mRNA in human epidermal melanocytes

AU - Cheng, Kur Ta

AU - Hsu, Feng Lin

AU - Chen, Shih Hui

AU - Hsieh, Peng Ke

AU - Huang, Hsu Shan

AU - Lee, Ching Kuo

AU - Lee, Mei Hsien

PY - 2007/5

Y1 - 2007/5

N2 - A new biflavonoid, 2,3-dihydro-4′,4‴-di-O-methylamentoflavone (5), and five known compounds, (-)-catechin (1), quercetin (2), 2,3-dihydrosciadopitysin (3), sciadopitysin (4), and isoginkgetin (6), were isolated from Podocarpus macrophyllus var. macrophyllus (Podocarpaceae). These compounds were evaluated their ability to inhibit cellular tyrosinase activity and for their melanin inhibitory activity in human epidermal melanocytes (HEMn). In the melanin synthesis assay, 2,3-dihydro-4′,4‴-di-O- methylamentoflavone (5) showed a potent anti-tyrosinase effect with IC 50=0.098 mM in HEMn. It also significantly decreased both protein and mRNA levels of the tyrosinase-related protein-2 (TRP-2) by Western blot and quantitative real-time PCR (qRT-PCR) analysis. These findings suggest that the new compound, 2,3-dihydro-4′,4‴-di-O-methylamentoflavone (5), is the most active component of P. macrophyllus var. macrophyllus in inhibiting pigmentation and that this inhibition is exerted through inhibition of transcription of the genes encoding TRP2.

AB - A new biflavonoid, 2,3-dihydro-4′,4‴-di-O-methylamentoflavone (5), and five known compounds, (-)-catechin (1), quercetin (2), 2,3-dihydrosciadopitysin (3), sciadopitysin (4), and isoginkgetin (6), were isolated from Podocarpus macrophyllus var. macrophyllus (Podocarpaceae). These compounds were evaluated their ability to inhibit cellular tyrosinase activity and for their melanin inhibitory activity in human epidermal melanocytes (HEMn). In the melanin synthesis assay, 2,3-dihydro-4′,4‴-di-O- methylamentoflavone (5) showed a potent anti-tyrosinase effect with IC 50=0.098 mM in HEMn. It also significantly decreased both protein and mRNA levels of the tyrosinase-related protein-2 (TRP-2) by Western blot and quantitative real-time PCR (qRT-PCR) analysis. These findings suggest that the new compound, 2,3-dihydro-4′,4‴-di-O-methylamentoflavone (5), is the most active component of P. macrophyllus var. macrophyllus in inhibiting pigmentation and that this inhibition is exerted through inhibition of transcription of the genes encoding TRP2.

KW - 2,3-dihydro-4′,4‴-di-O-methylamentoflavone

KW - Human epidermal melanocyte

KW - Quantitative real-time PCR

KW - Tyrosinase

KW - Tyrosinase-related protein-2

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