Two New Labdane Diterpene Glycoside from Flowers of Bacchris Medulosa DC 英文参考文献.docVIP

386 Molecules 2000, 5 Two New Labdane Diterpene Glycoside from Flowers of Bacchris Medulosa DC D.A. Cifuente, C.E. Tonn and O.S. Giordano INTEQUI-CONICET-Facultad de Química, Bioquímica y Farmacia. Chacabuco y Pedernera-5700- San Luis, Argentina E-mail: cifuente@unsl.edu.ar Abstract: Two new labdane-type diterpene glycoside, were isolated from the flowers of Baccharis medulosa DC (Asteraceae). Structures of these compounds were established by application of various spectroscopic techniques. Introduction In continuation of our studies on diterpenic compounds of Baccharis [1] genus (Compositae, tribe Astereae), we have investigated B. medulosa DC. In the present work, we described the isolation, characterization and structural determination of two new labdane-type diterpene glycoside [2] (1 and 2). OR 5 1 15 O 20 HO O O 16 17 1 9 HO OH 3 5 7 H 18 19 O 1 R=Ac 2 R=H Experimental Plant material. B. medulosa DC, was collected in Juana Koslay, San Luis, Province of Argentina in March 1998. Voucher No 986. UNSL. Extraction and isolation. Fresh flowers (2 Kg) of B. medulosa were extracted with Me2CO at room temp. The Me2CO extract was dissolved in MeOH: H2O (8:2) and the soln was successively partitioned against, n-hexane, CCl4, CHCl3 and EtOAc. The CCl4 and CHCl3 extracts were subjected to several  387 Molecules 2000, 5 several C.C. purifications on Si gel eluted with n-hexane, n-hexane:EtOAc increasing polarity mixtures and EtOAc -MeOH (97:3). The more polar fractions were purified by Sephadex LH-20 and RP-18 C.C., eluted with MeOH-H2O (90:10 and 85:15) to yield 1 (300 mg) and 2 (250 mg). The sugar resi- dues as TMS derivative were identified by GC analysis using suitable sugar standard after acid hy- drolysis [3] of the natural products. Results and Discussion The NMR spectroscopical data for these compounds suggested nearly structural relationship ac- cording with a labdane-type glyc