Ginkwanghols A and B, osteogenic coumaric acid-aliphatic alcohol hybrids from the leaves of Ginkgo biloba

다국어 초록 (Multilingual Abstract)

Ginkgo biloba (Ginkgoaceae), commonly knownas “ginkgo”, is called a living fossil, and it has been cultivatedearly in human history for various uses in traditionalmedicine and as a source of food. As part of ongoingresearch to explore the chemical diversity and biologicallyactive compounds from natural resources, two new coumaricacid-aliphatic alcohol hybrids, ginkwanghols A ( 1 )and B ( 2 ) were isolated from the leaves of G. biloba . Thecoumaric acid-aliphatic alcohol hybrids of natural productshave rarely been reported. The structures of the new compoundswere determined by extensive NMR spectroscopicanalysis, HRESI-MS, and quantum chemical ECD calculations,and by comparing the experimental HRESI-MS/MS spectrum of chemically transformed compound 1a with thepredicted HRESI-MS/MS spectra proposed from CFM-ID3.0, a software tool for MS/MS spectral prediction and MSbasedcompound identifi cation. Ginkwanghols A ( 1 ) andB ( 2 ) increased alkaline phosphatase (ALP) production inC3H10T1/2, a mouse mesenchymal stem cell line, in a dosedependentmanner. In addition, ginkwanghols A and B mediatedthe promotion of osteogenic diff erentiation as indicatedby the induction of the mRNA expression of the osteogenicmarkers ALP and osteopontin ( OPN ).

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