DOI QR코드

DOI QR Code

Cytotoxic Isoflavanones from Uraria clarkei

  • Huang, Xiang-Zhong (Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Chemistry and Biotechnology, Yunnan University of Nationalities) ;
  • Bai, Xi-Shan (Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Chemistry and Biotechnology, Yunnan University of Nationalities) ;
  • Liang, Hui (Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Chemistry and Biotechnology, Yunnan University of Nationalities) ;
  • Wang, Chao (Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Chemistry and Biotechnology, Yunnan University of Nationalities) ;
  • Li, Wen-Juan (Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Chemistry and Biotechnology, Yunnan University of Nationalities) ;
  • Guo, Jun-Ming (Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Chemistry and Biotechnology, Yunnan University of Nationalities) ;
  • Jiang, Zhi-Yong (Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Chemistry and Biotechnology, Yunnan University of Nationalities)
  • Received : 2013.01.03
  • Accepted : 2013.02.11
  • Published : 2013.05.20

Abstract

Two new isoflavanones, (3R) 5,7,3',4'-tetrahydroxy-2'-methoxyisoflavanone (1) and (3R) 5',8-di-(${\gamma}$,${\gamma}$-dimethylallyl)-2',5-dihydroxyl-4',7-dimethoxyl-isoflavanone (2), were isolated from Uraria clarkei, together with two known compounds dalbergioidin (3), 5,7-dihydroxy-2',4'-dimethoxyisoflavanone (4). The structures involving the absolute configuration of the new compounds were well elucidated by MS, IR, UV, CD, 1D and 2D NMR analyses. Cytotoxicity of the four compounds were assessed, results suggested that compound 2 possessed well cytotoxic activity, against the Hela, K562, and HL60 cell lines with $IC_{50}$ values of 28.0, 40.6 and $35.1{\mu}M$, respectively.

Keywords

References

  1. Li, S. G. Chinese Flora; Science Press: Beijing, China, 1995.
  2. Yang, X. L.; Si, X. L.; Qu, L.; Yan, Z. C.; Xu, X. J.; Wei, S. Chinese Traditional Patent Medicine 2011, 33, 343.
  3. Tanaka, T.; Ohyama, M.; Hnuma, M.; Shirataki, Y.; Komatsu, M.; Burandt, C. Phytochemistry 1998, 48, 1187. https://doi.org/10.1016/S0031-9422(97)00802-9
  4. Slade, D.; Ferreira, D.; Marais J.-P.-J. Phytochemistry 2005, 66, 2177. https://doi.org/10.1016/j.phytochem.2005.02.002
  5. Snatzke, G. Tetrahedron 1965, 21, 413. https://doi.org/10.1016/S0040-4020(01)98282-1
  6. Iinuma, M.; Okawa, Y.; Tanaka, T.; Ho, F. C.; Kobayashi, Y.; Miyauchi, K. I. Phytochemistry 1994, 37, 889. https://doi.org/10.1016/S0031-9422(00)90378-9
  7. Jain, A. C.; Tyagi, O. D.; Prasad, A. K. Journal of Chemical Sciences 1988, 100, 45.

Cited by

  1. Three New Isoflavones from the Root of Pueraria lobata and their Bioactivities vol.94, pp.8, 2017, https://doi.org/10.3987/COM-17-13739
  2. Two New Isoflavones from Pueraria lobata and Their Bioactivities vol.54, pp.5, 2018, https://doi.org/10.1007/s10600-018-2497-6
  3. Properties of Flavonoids Isolated from the Bark of Eysenhardtia polystachya and Their Effect on Oxidative Stress in Streptozotocin-Induced Diabetes Mellitus in Mice vol.2016, pp.None, 2013, https://doi.org/10.1155/2016/9156510
  4. A new isoflavanone from Uraria crinita vol.35, pp.13, 2013, https://doi.org/10.1080/14786419.2019.1667352