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A New Lathyrane Diterpenoid from the Whole Plant of Euphorbia altotibetica
A New Lathyrane Diterpenoid from the Whole Plant of Euphorbia altotibetica
Bulletin of the Korean Chemical Society. 2014. Feb, 35(2): 641-643
Copyright © 2014, Korea Chemical Society
  • Received : September 12, 2013
  • Accepted : November 14, 2013
  • Published : February 20, 2014
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About the Authors
Zhan-Xin Zhang
Feng-Ming Qi
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China
Hui-Hong Li
Le-Le Dong
Yang Hai
Gai-Xia Fan
Dong-Qing Fei

Abstract
Keywords
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Experimental Section
General Experimental Procedures. Optical rotations were measured on a Perkin Elmer 341 polarimeter. IR spectra were taken on a Nicolet NEXUS 670 FT-IR spectrometer. NMR spectra were recorded on a Bruker AVANVCE III-400 and a Varian Mercury-600BB NMR spectrometers with TMS as internal standard. LR-ESI-MS data were obtained on a Bruker Daltonics Esquire 6000 mass spectrometer. HR-ESI-MS data were recorded on a Thermo LTQ Orbitrap Elite mass spectrometer. Sephadex LH-20 were supplied by Amersham Pharmacia Biotech. Silica gel (200-300 mesh) used for column chromatography and silica gel GF 254 (10-40 μM) used for TLC were supplied by the Qingdao Marine Chemical Factory, Qingdao, China. Spots were detected on TLC under UV light or by heating after spraying with 5% H 2 SO 4 in C 2 H 5 OH (v/v).
Plant Material. The whole plant of E. altotibetica were collected from Qinghai Province, China, in August 2010 and identified by Prof. Hui-Yan Xiong, Qinghai University. A voucher specimen (No. 201008EA) was deposited at the School of Pharmacy, Lanzhou University.
Extraction and Isolation. The shade dried plant material (9.0 kg) was powdered and extracted three times (7 days in each case) with 95% EtOH at room temperature. After evaporation of solvent in vacuo, the residue (400 g) was suspended in H 2 O and partitioned with EtOAc and n-BuOH successively. The EtOAc-soluble fraction (293 g) was first subjected to column chromatography on silica gel eluted with petroleum ether-acetone (40:1 → 0:1) to afford seven fractions A–G according to TLC analysis. Fraction F (petro-leum ether-acetone, 1:1) was further CC on silica gel by gradient elution with CHCl 3 -acetone (20:1 → 1:1) to give five subfractions. Subfractions A (CHCl 3 -acetone, 20:1) was subjected to CC on Sephadex LH-20 (CHCl 3 -MeOH, 1:1) and silica gel (CHCl 3 -acetone, 3:1) to yield compound 1 (4 mg).
Altotibetol (1): Colorless oil;
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+6.25 ( c 0.40, CHCl 3 ); IR (film) ν max cm -1 : 3414, 2953, 2924, 2870, 1740, 1646, 1615, 1454, 1371, 1266, 1063, 1046, 736; 1 H-NMR and 13 C-NMR (CDCl 3 ) see Table 1 ; LR-ESI-MS m/z 399.4 [M + Na] + ; HR-ESI-MS m/z 399.2140 [M + Na] + (calcd. for C 22 H 32 O 5 Na, 399.2142)
Cytotoxicity Assay. Cytotoxicity against the K562, SGC-7901, and SMCC-7721 cell lines was evaluated by using the MTT method according to the protocols described in the previous literature. 15
Acknowledgements
This work was supported by Grants from the National Natural Science Foundation of China (No. 21102065), the Natural Science Foundation for Young Scientists of Gansu Province, China (No. 1208RJYA029), and the Fundational Research Funds for the Central Universities of Lanzhou University (No. lzujbky-2013-72 and No. lzujbky-2012-83). And the publication cost of this paper was supported by the Korean Chemical Society.Supporting Information.The spectral data of compound1are available on request from the correspondence author.
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