RRC ID 52530
Author Manse Y, Ninomiya K, Nishi R, Hashimoto Y, Chaipech S, Muraoka O, Morikawa T.
Title Labdane-Type Diterpenes, Galangalditerpenes A-C, with Melanogenesis Inhibitory Activity from the Fruit of Alpinia galanga.
Journal Molecules
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 (1-3), along with four known sesquiterpenes (4-7) and two diterpenes (8 and 9). The stereostructures of 1-3 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 (1-3, 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.
Volume 22(12)
Published 2017-12-20
DOI 10.3390/molecules22122279
PII molecules22122279
PMID 29261124
PMC PMC6149739
MeSH Alpinia / chemistry* Animals Arbutin / chemistry Arbutin / pharmacology Cell Line, Tumor Cell Survival / drug effects Diterpenes / chemistry* Diterpenes / isolation & purification Diterpenes / pharmacology Fruit / chemistry* Melanins / metabolism* Melanoma, Experimental Mice Molecular Conformation Plant Extracts / chemistry Plant Extracts / isolation & purification Plant Extracts / pharmacology Sesquiterpenes / chemistry Sesquiterpenes / isolation & purification Sesquiterpenes / pharmacology Structure-Activity Relationship
IF 3.267
Times Cited 6
Resource
Human and Animal Cells B16 melanoma 4A5(RCB0557)