Methyl p-coumarate, a melanin formation inhibitor in B16 mouse melanoma cells.

Bioorganic & Medicinal Chemistry
Isao KuboKazuo Tsujimoto

Abstract

p-Coumaric acid (4-hydroxycinnamic acid) and methyl p-coumarate (methyl 4-hydroxycinnamate) inhibit the oxidation of L-tyrosine catalyzed by mushroom tyrosinase. However, both were oxidized as monophenol substrate analogues at an extremely slow rate. This oxidation was significantly accelerated as soon as catalytic amounts (0.01 mM) of L-3,4-dihydroxyphenylalanine (L-DOPA) became available as a co-factor. Methyl p-coumarate significantly suppressed the melanin formation in B16 mouse melanoma cells, whereas p-coumaric acid did not show this activity.

References

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Citations

Jul 29, 2011·Journal of Agricultural and Food Chemistry·Hiroki Satooka, Isao Kubo
Feb 23, 2012·Journal of Agricultural and Food Chemistry·Hiroki Satooka, Isao Kubo
Dec 2, 2008·Biological & Pharmaceutical Bulletin·Francesca SollaiAntonio Rescigno
Apr 23, 2013·Journal of Asian Natural Products Research·Yu Niu, Qiu-Xia Meng
Jul 3, 2007·Journal of Biotechnology·Emilia SelinheimoKristiina Kruus
Sep 21, 2015·Bioorganic & Medicinal Chemistry·Takehiro Iwadate, Ken-Ichi Nihei
Dec 18, 2013·Bioorganic & Medicinal Chemistry Letters·Takehiro IwadateKen-Ichi Nihei
Mar 19, 2014·The Korean Journal of Physiology & Pharmacology : Official Journal of the Korean Physiological Society and the Korean Society of Pharmacology·Van Anh VoWanjoo Chun
Mar 17, 2007·ChemMedChem·Yovani Marrero-PonceRichard Rotondo
May 23, 2012·Magnetic Resonance in Chemistry : MRC·Eugene Sebastian J Nidiry
Mar 22, 2007·Journal of Enzyme Inhibition and Medicinal Chemistry·Chongwei ZhangDongzhi Wei
Mar 22, 2007·Journal of Enzyme Inhibition and Medicinal Chemistry·Chongwei ZhangDongzhi Wei
Aug 5, 2020·Bioorganic Chemistry·Marina Themoteo VarelaJoão Paulo S Fernandes
Jun 20, 2018·Carbohydrate Research·Takashi MatsumotoKen-Ichi Nihei
May 1, 2021·Applied Microbiology and Biotechnology·Daniel A Grajales-HernándezJuan Carlos Mateos-Díaz

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