Citation: CHEN Xue-Xiang, HUANG Jian-Xi, OU Yang-Wen, LIU Xiao-Juan, ZHOU Li-Ping, CAO Yong. Isolation and Crystal Structure of Ent-kaurane Diterpenes from Rubus corchorifolius L. f.[J]. Chinese Journal of Structural Chemistry, ;2015, 34(3): 349-358. doi: 10.14102/j.cnki.0254-5861.2011-0520 shu

Isolation and Crystal Structure of Ent-kaurane Diterpenes from Rubus corchorifolius L. f.

a.
a. College of Food Science, South China Agricultural University, Guangzhou 510642, China;
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b. Pharmacy College, Hunan University of Traditional Chinese Medicine, Changsha 410007, China;
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c. China National Analytical Center, Guangzhou 510070, China

Corresponding author: CAO Yong,
Received Date: 22 September 2014
Available Online: 9 December 2014
Fund Project: the Doctoral Program of Higher Education, China (No. 20114404120022) (2012BAK17B00) and the Agricultural Science and Technology Planned Projects of Guangzhou, China (No. 2012A020602038) (No. 20114404120022)

In this study, ent-Kaurane-3β,16β,17-triol (1) and ent-kaurane-2α,16β,17-triol (2), were isolated from the leaves of Rubus corchorifolius L. f. Their structures were elucidated based on extensive spectroscopic analysis. NMR experiments identified the two compounds and X-ray crystallographic analysis confirmed their crystal structures. The crystal of 1 belongs to monoclinic with space group P2₁ and a=10.7641(3), b=7.2789(3), c=11.7862(4)Å, β=95.275(3)°, V=919.55(6)Å³, Z=2, C₂₀H₃₄O₄, M_r=322.49 g/mol, D_c=1.230 g/m³, F(000)=376, λ=1.54178Å, μ=0.661 mm^-1, R=0.0319, and wR=0.0811 for 10889 observed reflections (I>2σ(I)). The crystal of 2 is classified as orthorhombic with space group P2₁2₁2₁ and a=10.7641(3), b=12.72224(19), c=21.3929(3)Å, V=1748.94(4)Å³, Z=4, C₂₀H₃₄O₄, M_r=322.47, D_c=1.225 Mg/m³ F(000)=712, λ=1.54184Å, μ=0.625 mm^-1, R=0.0303 and wR=0.0759 for 10470 observed reflections (I>2σ(I)). Meanwhile, the compound revealed low inhibitory activities toward HepG2, MCF-7, and SCG-7901 cells.
- Rubus corchorifolius L. f.,
- ent-kaurane diterpenes,
- X-ray single-crystal structure,
- intramolecular hydrogen bonding
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