Citation: MA Tao, YANG Jinhui, NIU Mingjie, YE Ziping, LI Fanghui. Total Synthesis and Antitumor Activity of Three 6-Geranylated Flavanones[J]. Chinese Journal of Applied Chemistry, ;2017, 34(10): 1140-1149. doi: 10.11944/j.issn.1000-0518.2017.10.160494 shu

Total Synthesis and Antitumor Activity of Three 6-Geranylated Flavanones

College of Chemistry and Chemical Engineering, Ningxia University, Yinchuan 750021, China

Corresponding author: YANG Jinhui, yang_jh@nxu.edu.cn
Received Date: 5 December 2016
Revised Date: 3 January 2017
Accepted Date: 13 February 2017

Fund Project: the National Natural Science Foundation of China 21362025Supported by the National Natural Science Foundation of China(No.21362025)

Figures(3)

Three geranylated flavanones isolated from the bark of Paulownia tomentosa were synthesized from phloroacetophenone and substituted hydroxybenzaldehydes via substitution, protection of phenolic hydroxyl group, aldol condensation, cyclization and deprotection reactions. Their structures were confirmed by proton and carbon(¹H and ¹³C) nuclear magnetic resonance(NMR) and high resolution mass spectrometry(HRMS). The inhibition assay of these flavanones against A459 cell by methyl thiazolyl tetrazolium(MTT) protocol, indicates that compound 2 exihibits the highest activity with an half maximal inhibitory concentration(IC₅₀) value at 25.6 μmol/L. This study provides a suggestion for drug development based on geranylated flavanone scaffold.
- Paulownia tomentosa,
- geranylated flavanones,
- flavanone,
- total synthesis,
- antitumor activity
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沈阳化工大学材料科学与工程学院沈阳 110142