Citation: Yang YANG, Jian-Ping YONG, Zacchaeus Olatunde OLAGOKE, Can-Zhong LU. First Isolation and Confirmation of Sterol Based on β-sitosterol Skeleton from the Leaves of Podocarpusnagi Planted in Fujian, Preliminary in vitro Anticancer Activity and the Crystal Structure[J]. Chinese Journal of Structural Chemistry, ;2021, 40(5): 653-658. doi: 10.14102/j.cnki.0254–5861.2011–2981 shu

First Isolation and Confirmation of Sterol Based on β-sitosterol Skeleton from the Leaves of Podocarpusnagi Planted in Fujian, Preliminary in vitro Anticancer Activity and the Crystal Structure

Yang YANG ^{a, b, d, e} ,
Jian-Ping YONG ^c,, ,
Zacchaeus Olatunde OLAGOKE ^{a, e} ,
Can-Zhong LU ^{a, c, e,,}

a.
Fujian Institute of Research on the Structure of Matter, Haixi Institute, Chinese Academy of Sciences, Fuzhou 350002, China
b.
Shanghai Advanced Research Institute, Chinese Academy of Sciences, Shanghai 201210, China
c.
Xiamen Institute of Rare-earth Materials, Haixi Institute, Chinese Academy of Sciences, Xiamen 361021, China
d.
ShanghaiTech University, Shanghai 201210, China
e.
University of Chinese Academy of Sciences, Beijing 100049, China

Corresponding author: Jian-Ping YONG, jpyong@fjirsm.ac.cn Can-Zhong LU, czlu@fjirsm.ac.cn
Received Date: 14 September 2020
Accepted Date: 23 November 2020

Fund Project: the National Natural Science Foundation of China 21875252Self-created Area Project of Major Science Technology Innovation Platform of Xiamen 3502ZCQ20171002

Figures(3)

The crystal of (24R)-3β, 5α-dihydroxy-24-ethyl-5α-cholestan-6-one (1) was isolated from the leaves of P. nagi planted in Fujian for the first time with the same skeleton as 26, 27-dinorcholest-5-en-3-β-ol (2) and β-sitosterol (3) that have been reported before. Compound 1 crystallizes in monoclinic, space group P2₁ with a = 10.8482(4), b = 7.3671(3), c = 33.7860(15) Å, β = 93.103(4)°, V = 2696.21(19) Å³, Z = 75, M_r = 446.70, ρ_calc = 1.145 g/cm³, F(000) = 1032, μ = 0.572 mm^–1, GOOF = 1.034, the final R = 0.0467 and wR = 0.1129 for 6989 observed reflections with I > 2σ(I). Compound 2 was selected to evaluate for their preliminary in vitro anticancer activity against four cancer cell lines for the first time. The results showed that compound 2 exhibited great inhibition against gastric cancer, breast cancer MCF-7, lung cancer A549 and Helacell lines with the inhibitions of 89.16% ±1.17, 97.02%±0.53, 47.20% ±2.58 and 36.89%±1.22 respectively at the concentration of 1.4×10^-2 M, which means that we found the new anticancer compound in this plant medicine.
- Podocarpusnagi,
- crystal structure,
- sterols,
- isolation,
- anticancer evaluation
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