tailieunhanh - Triterpenes from the roots of codonopsis pilosula

From the roots of Codonopsis pilosula (Franch) Nannf (Campanulaceae) five triterpenoids: taraxerol, taraxeryl acetate, 14-α-taraxeran-3-one and D:B-friedoolean-5-ene-3-β-ol as well as α-spinasterone were isolated. Their structures have been identified by MS, 1 H-, 13C-NMR spectroscopy and comparison with reported data. | Journal of Chemistry, Vol. 46 (4), P. 515 - 520, 2008 TRITERPENES FROM THE ROOTS OF CODONOPSIS PILOSULA Received 30 October 2007 Trinh Thi Thuy1, Tran Van Sung1, Katrin Frank2 and Ludger Wessjohann2 1 Institute of Chemistry, Vietnam Academy of Science and Technology 2 Leibniz-Institute of Plant Biochemistry,Weinberg 3, D-06120 Halle/Saale, Germany Summary From the roots of Codonopsis pilosula (Franch) Nannf (Campanulaceae) five triterpenoids: taraxerol, taraxeryl acetate, 14-α-taraxeran-3-one and D:B-friedoolean-5-ene-3-β-ol as well as α-spinasterone were isolated. Their structures have been identified by MS, 1H-, 13C-NMR spectroscopy and comparison with reported data. I - Introduction Codonopsis pilosula (Franch) Nannf is one of the most famous traditional medicine and sometimes as cheaper substitute like ginseng in Chinese and Vietnamese drugs. It has been used for a long time and still being used widely today as a remedy for appetite, psychoneurosis, fatigue, dyspepsia and possessing adaptogenic, anti-stress properties [1]. Our previous study on the roots of C. pilosula (Franch) Nannf has led to the isolation and structural identification of lobetyol, 5-hydroxymethyl-2-furandehyde as well as bis-(2-ethylhexyl)-phthalate [2]. In this paper we report the isolation and structural elucidation of four triterpenoids, taraxerol (1), taraxeryl acetate (2), 14-α-taraxeran-3-one (3taraxeranone, 3), D:B-friedoolean-5-en-3-α-ol (4) and α-spinasterone (5). II - Experiment 1. General Optical rotation [α]D: Digital Polarimeter Jasco DIP 1000. EI-MS: ADM 402, 70 eV, Finnigan TSQ 700. NMR: VARIAN 300 spectrometer at 300 MHz (1H) and MHz (13C, 13C-APT). Chemical shifts were referenced to internal TMS (δ = 0, 1H) and CDCl3 (δ = , 13 C). CC: Silica gel 60, - mm (Merck) for the first column, silica gel 60, 40-63 μm (Merck) for the following columns. TLC: Silica gel 60 F-254 (Merck). 2. Plant material The roots of C. pilosula were bought in Hanoi market, .