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Molecules 2017, 22(12), 2279; doi:10.3390/molecules22122279

Labdane-Type Diterpenes, Galangalditerpenes A–C, with Melanogenesis Inhibitory Activity from the Fruit of Alpinia galanga

1
Pharmaceutical Research and Technology Institute, Kindai University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan
2
Antiaging Center, Kindai University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan
3
Faculty of Agro-Industry, Rajamangala University of Technology Srivijaya, Thungyai, Nakhon Si Thammarat 80240, Thailand
*
Author to whom correspondence should be addressed.
Received: 24 November 2017 / Revised: 16 December 2017 / Accepted: 18 December 2017 / Published: 20 December 2017
(This article belongs to the Special Issue Diversity of Terpenoids)
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Abstract

In our continuing study of biologically active natural products from the fruit of Alpinia galanga (Zingiberaceae), we newly isolated three new labdane-type diterpenes, termed galangalditerpenes A–C (13), along with four known sesquiterpenes (47) and two diterpenes (8 and 9). The stereostructures of 13 were elucidated on the basis of their spectroscopic properties. The melanogenesis inhibitory activities in theophylline-stimulated murine B16 melanoma 4A5 cells of these isolates, including the new diterpenes (13, IC50 = 4.4, 8.6, and 4.6 μM, respectively), were found to be more than 6–87-fold higher than that of arbutin (174 μM), a commercially available positive control. View Full-Text
Keywords: Alpinia galanga; melanogenesis inhibitor; galangaldeterpene; labdane-type diterpene Alpinia galanga; melanogenesis inhibitor; galangaldeterpene; labdane-type diterpene
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Manse, Y.; Ninomiya, K.; Nishi, R.; Hashimoto, Y.; Chaipech, S.; Muraoka, O.; Morikawa, T. Labdane-Type Diterpenes, Galangalditerpenes A–C, with Melanogenesis Inhibitory Activity from the Fruit of Alpinia galanga. Molecules 2017, 22, 2279.

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