Studies On The Chemical And Bioactive Constituents From The Fruits Of Eucalyptus Globulus

The fruits of Eucalyptus globulus, earning a common name Yi-Kou-Zhong as a traditional Chinese medicine, were collected from Jing-gang Mountain in Jiangxi province. They have been chemically and biologically investigated herein. Seventeen (1-17) compounds were isolated from the acetic ether extraction of the E. globulus using methods of column chromatography (CC) over silica gel, macroporous resin, polyamide resin, Sephadex LH-20, and semi-preparative HPLC.The structures of the seventeen compounds were determined as six (1-6) acylphloroglucinol derivatives, three (7-9) lupane-triterpenes, five (10-14) ursane-triterpenes, one (15) oleanane-triterpene, one (16) steroid, and one (17) monoterpene. Among them,1and2were two new compounds, named eucalyptals D (1) and E (2). Another two acylphloroglucinol derivatives (euglobal-In-3,3, euglobal-In-1,4,) were isolated from this species for the first time. The structures of compounds1-3, especially the absolute configuration of the new compounds, were established on the basis of extensive spectroscopic methods (IR, LR/HR EI-MS,1D/2D NMR) and circular dichroism (CD)/calculated electronic circular dichroism (ECD) spectra analysis. In addition, since compound1contained an unusual seven-membered D ring with an ether bridge between C-2and C-2’, a possible biosynthetic path way was therefore proposed.Compounds1-3,5,6were bioassayed for their cytotoxicities against a few human cancer cell lines (Huh-7, Jurkat, BGC-823, and KE-97) using the CellTiter-GloTM luminescent cell viability assay method. They exhibited in vitro cytotoxicities with IC5o values between4.63and36.90μM.