Depigmentation of melanocytes by isopanduratin A and 4-hydroxypanduratin A isolated from Kaempferia pandurata ROXB.

Abstract

This study was carried out to investigate the in vitro effects of isopanduratin A and 4-hydroxypanduratin A isolated from Kaempferia pandurata ROXB. on melanin biosynthesis and tyrosinase activity. Two chalcone compounds, isopanduratin A and 4-hydroxypanduratin A, were isolated from the ethyl acetate fraction of ethanol extract as the active principles. Compared with phenylthiourea (IC(50)=34.3 microM) as a positive control, the depigmentation IC(50) values for isopanduratin A and 4-hydroxypanduratin A were 10.6 microM and 23.2 microM, respectively. The compounds also significantly inhibited the activity of tyrosinase, the enzyme that converts DOPA (3,4-dihydroxyphenylalanine) to dopachrome in the biosynthetic process of melanin. The IC(50) values of isopanduratin A and 4-hydroxypanduratin A for tyrosinase were 10.5 microM and >30 microM, respectively, while that of phenylthiourea was 47.6 microM. The tyrosinase protein level was also significantly decreased by isopanduratin A and 4-hydroxypanduratin A. The results indicate that isopanduratin A and 4-hydroxypanduratin A isolated from K. pandurata ROXB. are promising compounds that could be useful for treating hyperpigmentation as skin-whitening agents.

• Authors: Ji-Hoon Yoon, Jae-Seok Shim, Yumi Cho, Nam-In Baek, Chan-Woo Lee, Han-Sung Kim, Jae-Kwan Hwang
• Journal: Biological & pharmaceutical bulletin (Biol Pharm Bull) Vol. 30 Issue 11 Pg. 2141-5 (Nov 2007) ISSN: 0918-6158 [Print] Japan
• PMID: 17978489 (Publication Type: Comparative Study, Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• 4-hydroxypanduratin A
• Chalcones
• Melanins
• Plant Extracts
• isopanduratin A
• Phenylthiourea
• Monophenol Monooxygenase

Topics

• Animals
• Cell Survival (drug effects)
• Cells, Cultured
• Chalcones (chemistry, isolation & purification, pharmacology)
• Dose-Response Relationship, Drug
• Inhibitory Concentration 50
• Melanins (antagonists & inhibitors, biosynthesis)
• Melanocytes (drug effects)
• Mice
• Mice, Inbred C57BL
• Molecular Structure
• Monophenol Monooxygenase (antagonists & inhibitors, metabolism)
• Nuclear Magnetic Resonance, Biomolecular
• Phenylthiourea (pharmacology)
• Plant Extracts (chemistry, isolation & purification, pharmacology)
• Plant Roots (chemistry)
• Time Factors
• Zingiberaceae (chemistry)