Citation: Shao Taiming, Li Xiaobao, Qi Cuicui, Chen Guangying, Song Xiaoping, Han Changri, Zheng Caijuan. Chemical Constituents of Isoflavonoids from Roots of Ficus auriculata[J]. Chinese Journal of Organic Chemistry, ;2018, 38(3): 710-714. doi: 10.6023/cjoc201709008 shu

Chemical Constituents of Isoflavonoids from Roots of Ficus auriculata

a.
Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571127
b.
Key Laboratory of Medicinal and Edible Plants Resources of Hainan Province, School of Chemical and Material Engineering, Hainan Institute of Science and Technology, Haikou 571126

Corresponding author: Song Xiaoping, sxp628@126.com Han Changri, hchr116@126.com
Received Date: 6 September 2017
Revised Date: 12 October 2017
Available Online: 15 March 2017
Fund Project: the Hainan Special Project for Traditional Chinese Medicine Modernization 2015ZY19the National Natural Science Foundation of China 81360478the Youth Foundation of Hainan Institute of Science and Technology HKYZQJ2014-07the Hainan Province Innovation Research Project of Graduate Students Hyb2017-33Key Research and Development Project of Hainan Province ZDYF2016139the International S & T Cooperation Program of China 2014DFA40850the National Natural Science Foundation of China 21362009Project supported by the National Natural Science Foundation of China (Nos. 81360478, 21362009), the International S & T Cooperation Program of China (No. 2014DFA40850), the Hainan Special Project for Traditional Chinese Medicine Modernization (No. 2015ZY19), Key Research and Development Project of Hainan Province (No. ZDYF2016139), the Natural Science Foundation of Hainan Province (No. 217177), the Youth Foundation of Hainan Institute of Science and Technology (No. HKYZQJ2014-07), the Hainan Province Innovation Research Project of Graduate Students (No. Hyb2017-33)the Natural Science Foundation of Hainan Province 217177

Figures(2)

Five isoflavonoids were isolated from the roots of the Ficus auriculata by means of silica gel column, HPLC and other chromatography methods. By using spectroscopic techniques including NMR, IR and UV, their structures were identified as 5, 7, 4'-trihydroxy-8-(1-hydroxy-2, 3-epoxy-3-methylbutyl)isoflavone (1), 5, 7, 4'-trihydroxy-3'-(2, 6, 7-trihydroxy-3-methylene-7-methyloctyl)isoflavone (2), 5, 7, 4'-trihydroxy-6-[(S)-2, 3-dihydroxy-3-methylbutyl]isoflavone (3), 5, 7, 4'-trihydroxy-6-pre-nylisoflavone (4), and 5, 7, 4'-trihydroxy-3'-prenylisoflavone (5). Compounds 1 and 2 were new isoflavonoids. All compounds were evaluated for their anti osteoporosis activities in vitro. Compounds 4 and 5 showed moderate proliferation function of primary osteoblasts in 100 μmol/L.
- Ficus auriculata,
- chemical constituent,
- isoflavone,
- anti osteoporosis activity
1. [1]
  Chinese Flora Editorial Board of Chinese Academy of Sciences Flora of China, Vol. 23, Science Press, Beijing, 1998, p. 170 (in Chinese).
2. [2]
  Institute of Medicinal Plant Development Hainan Branch Species List of South China Medicinal Plant Garden, China Agriculture Press, Beijing, 2007, p. 150 (in Chinese).
3. [3]
  Chiang, Y. M.; Chang, J. Y.; Kuo, C. C.; Kuo, Y. H. Phytochemistry 2005, 66, 495. doi: 10.1016/j.phytochem.2004.12.026
4. [4]
  Parveen, M.; Ghalib, R. M.; Mehdi, S. H.; Rehman, S. H.; Ali, M. Nat. Prod. Res. 2009, 23, 729. doi: 10.1080/14786410802362204
5. [5]
  Parveen, M.; Ghalib, R. M.; Mehdi, S. H.; Mattu, R. U. H.; Ali, M. J. Saudi. Chem. Soc. 2009 13, 287. doi: 10.1016/j.jscs.2009.10.010
6. [6]
  Bankeu, J. J. K.; Khayala, R.; Lenta, B. N.; Noungoue, D. T.; Ngouela, A. A. J. Nat. Prod. 2011, 74, 1370. doi: 10.1021/np100896w
7. [7]
  Kiem, P. V.; Coung, N. X.; Nhiem, N. X.; Thu, V. T.; Ban, N. K.; Tai, B. H.; Kim, Y. H. Bioorg. Med. Chem. Lett. 2011, 21, 633. doi: 10.1016/j.bmcl.2010.12.025
8. [8]
  Zaffer, B. M.; Mohd, A.; Rasool, M. S. Int. Res. J. Pharm. 2012, 3, 140.
9. [9]
  Shao, T. M.; Zheng, C. J.; Han, C. R.; Chen, G. Y.; Dai, C. Y.; Song, X. P.; Zhang, J. C.; Chen, W. H. Bioorg. Med. Chem. Lett. 2014, 24, 3952. doi: 10.1016/j.bmcl.2014.06.035
10. [10]
  Shao, T. M.; Song, X. P.; Chen, G. Y.; Han, C. R.; Zheng, C. J.; Yao, G. G. Chin. Tradit. Herb. Drug 2013, 44, 2208 (in Chinese).
11. [11]
  Shao, T. M.; Song, X. P.; Han, C. R.; Chen, G. Y.; Chen, W. H.; Dai, C. Y.; Song, X. M. Nat. Prod. Res. Dev. 2013, 25, 624 (in Chinese). doi: 10.3969/j.issn.1001-6880.2013.05.011
12. [12]
  Tian, X. M.; Chen, S. Z.; Tang, L.; Peng, F. T. Helv. Chim. Acta 2008, 91, 1015. doi: 10.1002/hlca.v91:6
13. [13]
  Matsuda, H.; Mofikawa, T.; Xu, F. M.; Ninomiya, K.; Yoshikawa, M. Planta Med. 2004, 70, 1201. doi: 10.1055/s-2004-835852
14. [14]
  Li, X. L.; Wang, N. L.; Zhang, X.; Yao, X. S. J. Shenyang Pharm. Univ. 2005, 122, 189 (in Chinese). doi: 10.3969/j.issn.1006-2858.2005.03.009
15. [15]
  Jiang, B.; Han, W. L.; Zhang, Q. W.; Zhang, X. Q.; Ye, W. C. J. Chin. Med. Mater. 2012, 35, 904 (in Chinese).
16. [16]
  Moamann, T. J. Immunol. Methods 1983, 65, 55. doi: 10.1016/0022-1759(83)90303-4
1. [1]
  Weiliang Wang , Zijing Yu , Jingyuan Li , Hong Shang . The Debate between Traditional Chinese Medicine and Western Medicine. University Chemistry, 2024, 39(9): 109-114. doi: 10.12461/PKU.DXHX202402001
2. [2]
  Yuan Zhuang , Wenhui Li , Jie Li . Curriculum Reform of “Chemical Composition Analysis of Materials” under Background of First-Class Discipline Construction. University Chemistry, 2025, 40(5): 283-290. doi: 10.12461/PKU.DXHX202407070
3. [3]
  Yalu Ma , Yun Tian , Xiaofei Ma . DeepSeek Large Model: Implications for Inorganic Chemistry Teaching and Learning. University Chemistry, 2025, 40(9): 171-177. doi: 10.12461/PKU.DXHX202502109
4. [4]
  Wenhao Dong , Qin Ma , Xiaocan Wu . Large Unit Teaching Design in Physical Chemistry from the Perspective of Curriculum Ideological and Political Educaiton: A Case of the “Coal-to-Liquids Project in Ningxia”. University Chemistry, 2025, 40(11): 134-140. doi: 10.12461/PKU.DXHX202501017
5. [5]
  Fei Nie , Jiawei Liu , Chunxin Zhao , Hongbo Cui , Yan Li , Bin Cui . Construction of a Chemical Experimental Demonstration Center Supporting the Cultivation of Top-Notch Innovative Talents under the “Grand Ideological and Political” Framework: A Case Study of Northwest University. University Chemistry, 2024, 39(7): 32-39. doi: 10.12461/PKU.DXHX202404122
6. [6]
  Yanglin Jiang , Mingqing Chen , Min Liang , Yige Yao , Yan Zhang , Peng Wang , Jianping Zhang . Experimental and Theoretical Investigations of Solvent Polarity Effect on ESIPT Mechanism in 4′-N,N-diethylamino-3-hydroxybenzoflavone. Acta Physico-Chimica Sinica, 2025, 41(2): 100012-0. doi: 10.3866/PKU.WHXB202309027
7. [7]
  Lijun Dong , Pengcheng Du , Guangnong Lu , Wei Wang . Exploration and Practice of Independent Design Experiments in Inorganic and Analytical Chemistry: A Case Study of “Preparation and Composition Analysis of Tetraammine Copper(II) Sulfate”. University Chemistry, 2024, 39(4): 361-366. doi: 10.3866/PKU.DXHX202310041
8. [8]
  Conghao Shi , Ranran Wang , Juli Jiang , Leyong Wang . The Illustration on Stereoisomers of Macrocycles Containing Multiple Chiral Centers via Tröger Base-based Macrocycles. University Chemistry, 2024, 39(7): 394-397. doi: 10.3866/PKU.DXHX202311034
9. [9]
  Keweiyang Zhang , Zihan Fan , Liyuan Xiao , Haitao Long , Jing Jing . Unveiling Crystal Field Theory: Preparation, Characterization, and Performance Assessment of Nickel Macrocyclic Complexes. University Chemistry, 2024, 39(5): 163-171. doi: 10.3866/PKU.DXHX202310084
10. [10]
  Congying Lu , Fei Zhong , Zhenyu Yuan , Shuaibing Li , Jiayao Li , Jiewen Liu , Xianyang Hu , Liqun Sun , Rui Li , Meijuan Hu . Experimental Improvement of Surfactant Interface Chemistry: An Integrated Design for the Fusion of Experiment and Simulation. University Chemistry, 2024, 39(3): 283-293. doi: 10.3866/PKU.DXHX202308097
11. [11]
  Jiakun BAI , Ting XU , Lu ZHANG , Jiang PENG , Yuqiang LI , Junhui JIA . A red-emitting fluorescent probe with a large Stokes shift for selective detection of hypochlorous acid. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1095-1104. doi: 10.11862/CJIC.20240002
12. [12]
  Zhiwen HUANG , Qi LIU , Jianping LANG . W/Cu/S cluster-based supramolecular macrocycles and their third-order nonlinear optical responses. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 79-87. doi: 10.11862/CJIC.20240184
13. [13]
  Qiang MA , Yiming ZHU , Meiqi HUA , Guangyu LU , Xingdong WANG , Hailong YU , Huan PANG , Yuping LI . Research progress on metal-organic frameworks as comprehensive carrier platforms for delivering anti-glioma drugs. Chinese Journal of Inorganic Chemistry, 2026, 42(4): 657-667. doi: 10.11862/CJIC.20250250
14. [14]
  Ru SONG , Biao WANG , Chunling LU , Bingbing NIU , Dongchao QIU . Electrochemical properties of stable and highly active PrBa_0.5Sr_0.5Fe_1.6Ni_0.4O_5+δ cathode material. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 639-649. doi: 10.11862/CJIC.20240397
15. [15]
  Wentao Xu , Xuyan Mo , Yang Zhou , Zuxian Weng , Kunling Mo , Yanhua Wu , Xinlin Jiang , Dan Li , Tangqi Lan , Huan Wen , Fuqin Zheng , Youjun Fan , Wei Chen . Bimetal Leaching Induced Reconstruction of Water Oxidation Electrocatalyst for Enhanced Activity and Stability. Acta Physico-Chimica Sinica, 2024, 40(8): 2308003-0. doi: 10.3866/PKU.WHXB202308003
16. [16]
  Jichao XU , Ming HU , Xichang CHEN , Chunhui WANG , Leichen WANG , Lingyi ZHOU , Xing HE , Xiamin CHENG , Su JING . Construction and hydrogen peroxide-activated chemodynamic activity of ferrocene?benzoselenadiazole conjugate. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1495-1504. doi: 10.11862/CJIC.20250144
17. [17]
  Pengcheng Yan , Peng Wang , Jing Huang , Zhao Mo , Li Xu , Yun Chen , Yu Zhang , Zhichong Qi , Hui Xu , Henan Li . Engineering Multiple Optimization Strategy on Bismuth Oxyhalide Photoactive Materials for Efficient Photoelectrochemical Applications. Acta Physico-Chimica Sinica, 2025, 41(2): 100014-0. doi: 10.3866/PKU.WHXB202309047
18. [18]
  Ziyao Liu , Xiaoli Ji , Wenwen Fu , Minhao Tang , Qian Zhao , Yahan Yang , Ying Ma , Hongguang Li . Surfactant-mediated sol preparation: an innovative design and teaching practice in physical chemistry experiments. University Chemistry, 2026, 41(6): 343-352. doi: 10.12461/PKU.DXHX202504006
19. [19]
  Huiru Sheng , Rui Qi , Chao Shen , Hao Xu , Jiabin Shen , Pengfei Zhang . Green synthesis of pyrrolo[1,2-a]quinoxaline derivatives as antineoplastic agents: a comprehensive chemistry laboratory teaching exploration. University Chemistry, 2026, 41(7): 266-273. doi: 10.12461/PKU.DXHX202505015
20. [20]
  Zelin Wang , Gang Liu , Mengran Wang , Peiyu Zhang , Aixin Song , Jingcheng Hao , Jiwei Cui . Application of Instrumental Analysis in the Detection of Organic Components in Liquor. University Chemistry, 2025, 40(11): 318-326. doi: 10.12461/PKU.DXHX202502077

Get Citation

PDF

XML

Metrics

PDF Downloads(6)
Abstract views(2220)
HTML views(302)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142