Citation: Xiao-Qing Shan, Shu-Lin Peng, Hai-Li Shi, Xiao-Ling Wang, Li-Sheng Ding, Xun Liao. Panthogenins A and B, two novel norergostanol steroids from Dioscorea panthaica[J]. Chinese Chemical Letters, ;2014, 25(9): 1256-1258. doi: 10.1016/j.cclet.2014.04.004 shu

Panthogenins A and B, two novel norergostanol steroids from Dioscorea panthaica

1.
a Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China;
2.
b Ethnic Pharmaceutical Institute, Southwest University for Nationalities, Chengdu 610041, China

Corresponding author: Xiao-Ling Wang, Xun Liao,
Received Date: 18 December 2013
Available Online: 21 March 2014
Fund Project:

Two novel 27-norergostanol steroids, panthogenins A (1) and B (2), possessing unusual rings E and F featuring a ketal moiety at C-25 were isolated from rhizomes of Dioscorea panthaica. Their structures and relative configurations were elucidated by extensive spectroscopic methods including 1D and 2D NMR techniques, and the structure of panthogenin A was further confirmed by X-ray crystallography. Both compounds showed potent in vitro insulin sensitizing activity.
- Dioscorea panthaica,
- Dioscoreaceae,
- Norergostanol steroids,
- Structural elucidation,
- Insulin sensitizing activity
1. [1]
  [1] Chengdu Institute of Biology, Chinese Academy of Sciences; Chengdu Di'Ao Pharmaceutical Group Co., Ltd. Research and Industrial Development of Chinese Medicinal Plant Resources of Dioscorea. Science Press, Beijing. 2006.
2. [2]
  [2] H.W. Liu, S.L. Wang, B. Cai, et al., New furostanol glycosides from the rhizomes of Dioscorea futschaumenis R. Kunth, J. Asian Nat. Prod. Res. 5 (2003) 241-247.
3. [3]
  [3] S.R. Tang, R.T. Yang, F.S. Pan, A.M. Zhao, Z.J. Pang, Steroidal saponin and steroidal sapogenin in Chinese Dioscorea L, J. Plant Resour. Environ. 16 (2007) 64-72.
4. [4]
  [4] M. Sautour, A.C. Mitaine-Offer, M.A. Lacaille-Dubois, The Dioscorea genus: a review of bioactive steroid saponins, J. Nat. Med. 61 (2007) 91-101.
5. [5]
  [5] X.P. Gao, B.G. Li, H.W. Jiang, et al., Dioscorea opposita reverses dexamethasone induced insulin resistance, Fitoterapia 78 (2007) 12-15.
6. [6]
  [6] W.T. Garvey, T.P. Huecksteadt, R. Monzon, S. Marshall, Dexamethasone regulates the glucose-transport system in primary cultured adipocytes-different mechanisms of insulin resistance after acute and chronic exposure, Endocrinology 124 (1989) 2063-2073.
7. [7]
  [7] B. Urso, D.L. Cope, H.E. Kalloo-Hosein, et al., Differences in signaling properties of the cytoplasmic domains of the insulin receptor and insulin-like growth factor receptor in 3T3-L1 adipocytes, J. Biol. Chem. 274 (1999) 30864-30873.
8. [8]
  [8] L. Misra, P. Lal, R.S. Sangwan, et al., Unusually sulfated and oxygenated steroids from Withania somnifera, Phytochemistry 66 (2005) 2702-2707.
9. [9]
  [9] B.Y. Yang, Q.H. Wang, Y.G. Xia, W.S. Feng, H.X. Kuang, Withanolide compounds from the flower of Datura metel L., Helvetica Chim. Acta 90 (2007) 1522-1528.
10. [10]
  [10] Atta-ur-Rahman, A. Dur-e-Shahwar, A.M. Naz, Choudhary, Withanolides from Withania coagulans, Phytochemistry 63 (2003) 387-390.
1. [1]
  Maitri Bhattacharjee , Rekha Boruah Smriti , R. N. Dutta Purkayastha , Waldemar Maniukiewicz , Shubhamoy Chowdhury , Debasish Maiti , Tamanna Akhtar . Synthesis, structural characterization, bio-activity, and density functional theory calculation on Cu(Ⅱ) complexes with hydrazone-based Schiff base ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1409-1422. doi: 10.11862/CJIC.20240007
2. [2]
  Lihua Ma , Song Guo , Zhi-Ming Zhang , Jin-Zhong Wang , Tong-Bu Lu , Xian-Shun Zeng . Sensitizing photoactive metal–organic frameworks via chromophore for significantly boosting photosynthesis. Chinese Chemical Letters, 2024, 35(5): 108661-. doi: 10.1016/j.cclet.2023.108661
3. [3]
  Qin Yu , Haisheng He , Jianping Qi , Yi Lu , Wei Wu . Oral delivery of insulin by barbed microneedles actuated by intestinal peristalsis. Chinese Chemical Letters, 2024, 35(9): 109888-. doi: 10.1016/j.cclet.2024.109888
4. [4]
  Yin-Hang Chai , Li-Long Dang . New structural breakthrough and topological transformation of homogeneous metalla[4]catenane compounds. Chinese Journal of Structural Chemistry, 2024, 43(10): 100322-100322. doi: 10.1016/j.cjsc.2024.100322
5. [5]
  Yinghui Xia , Yixi Lin , Zhenming Xu . Cation potential guiding structural regulation of lithium halide superionic conductors. Chinese Journal of Structural Chemistry, 2025, 44(3): 100448-100448. doi: 10.1016/j.cjsc.2024.100448
6. [6]
  Lu Li , Suticha Chunta , Xianzi Zheng , Haisheng He , Wei Wu , Yi Lu . β-Lactoglobulin stabilized lipid nanoparticles enhance oral absorption of insulin by slowing down lipolysis. Chinese Chemical Letters, 2024, 35(4): 108662-. doi: 10.1016/j.cclet.2023.108662
7. [7]
  Jingxuan Liu , Shiqi Zhao , Xiang Wu . Flexible electrochemical capacitor based NiMoSSe electrode material with superior cycling and structural stability. Chinese Chemical Letters, 2024, 35(7): 109059-. doi: 10.1016/j.cclet.2023.109059
8. [8]
  Jianmei Han , Peng Wang , Hua Zhang , Ning Song , Xuguang An , Baojuan Xi , Shenglin Xiong . Performance optimization of chalcogenide catalytic materials in lithium-sulfur batteries: Structural and electronic engineering. Chinese Chemical Letters, 2024, 35(7): 109543-. doi: 10.1016/j.cclet.2024.109543
9. [9]
  Li Li , Fanpeng Chen , Bohang Zhao , Yifu Yu . Understanding of the structural evolution of catalysts and identification of active species during CO₂ conversion. Chinese Chemical Letters, 2024, 35(4): 109240-. doi: 10.1016/j.cclet.2023.109240
10. [10]
  Jie Ren , Hao Zong , Yaqun Han , Tianyi Liu , Shufen Zhang , Qiang Xu , Suli Wu . Visual identification of silver ornament by the structural color based on Mie scattering of ZnO spheres. Chinese Chemical Letters, 2024, 35(9): 109350-. doi: 10.1016/j.cclet.2023.109350
11. [11]
  Mengjun Zhao , Yuhao Guo , Na Li , Tingjiang Yan . Deciphering the structural evolution and real active ingredients of iron oxides in photocatalytic CO2 hydrogenation. Chinese Journal of Structural Chemistry, 2024, 43(8): 100348-100348. doi: 10.1016/j.cjsc.2024.100348
12. [12]
  Zhi-Yuan Yue , Hua-Kai Li , Na Wang , Shan-Shan Liu , Le-Ping Miao , Heng-Yun Ye , Chao Shi . Dehydration-triggered structural phase transition-associated ferroelectricity in a hybrid perovskite-type crystal. Chinese Chemical Letters, 2024, 35(10): 109355-. doi: 10.1016/j.cclet.2023.109355
13. [13]
  Qiaojia GUO , Junkai CAI , Chunying DUAN . Effects of anions on the structural regulation of Zn-salen-modified metal-organic cage. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2203-2211. doi: 10.11862/CJIC.20240209
14. [14]
  Yongjian Li , Xinyu Zhu , Chenxi Wei , Youyou Fang , Xinyu Wang , Yizhi Zhai , Wenlong Kang , Lai Chen , Duanyun Cao , Meng Wang , Yun Lu , Qing Huang , Yuefeng Su , Hong Yuan , Ning Li , Feng Wu . Unraveling the chemical and structural evolution of novel Li-rich layered/rocksalt intergrown cathode for Li-ion batteries. Chinese Chemical Letters, 2024, 35(12): 109536-. doi: 10.1016/j.cclet.2024.109536
15. [15]
  Qiang Wu , Baofeng Wang . Exploring synthetic strategy for stabilizing nickel-rich layered oxide cathodes through structural design. Chinese Chemical Letters, 2024, 35(12): 110089-. doi: 10.1016/j.cclet.2024.110089
16. [16]
  Junmeng Luo , Qiongqiong Wan , Suming Chen . Chemistry-driven mass spectrometry for structural lipidomics at the C=C bond isomer level. Chinese Chemical Letters, 2025, 36(1): 109836-. doi: 10.1016/j.cclet.2024.109836
17. [17]
  Zhao-Bo Hu , Ling-Ao Gui , Long-He Li , Tong-Tong Xiao , Adam T. Hand , Pagnareach Tin , Mykhaylo Ozerov , Yan Peng , Zhongwen Ouyang , Zhenxing Wang , Zi-Ling Xue , You Song . Co^Ⅱ single-ion magnet and its multi-dimensional aggregations: Influence of the structural rigidity on magnetic relaxation process. Chinese Chemical Letters, 2025, 36(2): 109600-. doi: 10.1016/j.cclet.2024.109600
18. [18]
  Zhongxiong Sun , Haili Song , Mei-Huan Zhao , Yijie Zeng , Man-Rong Li . Structural determination and exotic resistive behaviour of α-RuI3 under high-pressure. Chinese Journal of Structural Chemistry, 2025, 44(2): 100429-100429. doi: 10.1016/j.cjsc.2024.100429
19. [19]
  Gaofeng WANG , Shuwen SUN , Yanfei ZHAO , Lixin MENG , Bohui WEI . Structural diversity and luminescence properties of three zinc coordination polymers based on bis(4-(1H-imidazol-1-yl)phenyl)methanone. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 849-856. doi: 10.11862/CJIC.20230479
20. [20]
  Le Ye , Wei-Xiong Zhang . Structural phase transition in a new organic-inorganic hybrid post-perovskite: (N,N-dimethylpyrrolidinium)[Mn(N(CN)2)3]. Chinese Journal of Structural Chemistry, 2024, 43(6): 100257-100257. doi: 10.1016/j.cjsc.2024.100257

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(665)
HTML views(2)

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