Citation: GU Jie, YANG Jun-li, LU Jia-jia, GAO Zhen-jie, YANG Ju, SU Li-Jiao, TAO Xin, YANG Li, YANG Li-Juan. Study on Inclusion Behavior of Sophocarpine with β-Cyclodextrin and Its Derivatives[J]. Chinese Journal of Analytical Chemistry, ;2022, 50(5): 781-790. doi: 10.19756/j.issn.0253-3820.210785 shu

Study on Inclusion Behavior of Sophocarpine with β-Cyclodextrin and Its Derivatives

Key Laboratory of Intelligent Supramolecular Chemistry at the University of Yunnan Province, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry&Environment, Yunnan Minzu University, Kunming 650500, China

Corresponding author: YANG Li, YANG Li-Juan,
Received Date: 11 October 2021
Revised Date: 31 December 2021

Fund Project: Supported by the National Natural Science Foundation of China (No.21762051), the Program for Innovative Research Team (in Science and Technology) in University of Yunnan Province and Yunnan Provincial Department of Education Science Research Fund Project (No.2020J0315).

By using sophocarpine (SOP) as the guest, and β-cyclodextrin (β-CD), hydroxypropyl-β-cyclodextrin (HP-β-CD), trimethyl-β-cyclodextrin (TM-β-CD), mono-(6-ethanediamine-6- deoxy)-β-cyclodextrin (2N-β-CD) and mono-(6-diethylenetriamine-6- deoxy)-β-cyclodextrin (3N-β-CD) as the host, five host-guest inclusions were prepared by the saturated solution method. The host-guest inclusion complexes were characterized by one-dimensional and two-dimensional nuclear magnetic resonance (¹H NMR, 2D NMR), ultraviolet-visible spectroscopy (UV-Vis), X-ray powder diffraction (XRD) and scanning electron microscopy (SEM). The results showed that the host-guest inclusion ratios of the SOP to the five cyclodextrins were all 1:1. After the formation of inclusion complexes, the water solubility and stability of SOP were obviously increased, and the inclusion compounds were more stable under acidic conditions. Nuclear magnetic resonance analysis showed that the D ring of SOP entered its cavity from the narrow side of the CDs, while the C ring of SOP penetrated the cavity of CDs.
- Sophocarpine,
- β-Cyclodextrin and its derivatives,
- Inclusion behavior,
- Solubility,
- Stability
1. [1]
  LU Y, XU D, LIU J Y, GU L N. Int. Immunopharmacol., 2019, 70:180-186.
2. [2]
  DENG X X, WANG R Z, WU X L, GAO Q X, HAN L, GAO X J, ZHAO S P, CHEN W B, ZHOU R G, LI Z Y, BAI C G. J. Ethnopharmacol., 2019, 248:112172.
3. [3]
  ZHI W B, DU X, LI Y, WANG C L, SUN T T, ZONG S Y, LIU Q Q, HU K, LIU Y, ZHANG H. Int. Immunopharmacol., 2021, 96:107348.
4. [4]
  ZOU F, WANG L, LIU H, WANG W, HU L L, XIONG X Y, WU L J, SHEN Y F, YANG R Q. Front. Pharmacol., 2019, 10:1219.
5. [5]
  SUN X T, YANG Y L, LIU T, HUANG H, KUANG Y, CHEN L. J. Ethnopharmacol., 2021, 273:113998.
6. [6]
  MA Q H, REN M Y, LUO J P. J. Ethnopharmacol., 2021, 264:112800.
7. [7]
  LIU W, ZHANG B L, CHEN G, WU W J, ZHOU L, SHI Y, ZENG Q, LI Y Q, SUN Y W, DENG X M, WANG F. Mol. Ther., 2017, 25(9):2129-2139.
8. [8]
  WANG Q, XU J N, LI X, ZHANG D W, HAN Y, ZHANG X. J. Sep. Sci., 2017, 40(13):2688-2693.
9. [9]
  ZHANG P P, WANG P Q, QIAO C P, ZHANG Q. Cancer. Lett., 2016, 376(1):95-103.
10. [10]
  WANG Q L, WANG T, ZHU L, HE N N, DUAN C Y, DENG W L, ZHANG H P, ZHANG X T. Biol. Pharm. Bull., 2019:42(11):1830-1838.
11. [11]
12. [12]
  LIU Z J, YE L, XI J N, WANG J, FENG Z G. Prog. Polym. Sci., 2021, 118:101408.
13. [13]
  ZHOU J Y, XU H A, TONG Z Z, YANG Y H, JIANG G H. Sci. Eng. Compos. Mater., 2018, 89(8):237-244.
14. [14]
15. [15]
  MOHAMADHOSEINI M, MOHAMADNIA Z. Coord. Chem. Rev., 2020, 432(4):213711.
16. [16]
17. [17]
18. [18]
19. [19]
20. [20]
  PRIYA A S, BALAKRISHNAN S B, VEERAKANELLORE G B, STALIN T. J. Mol. Struct., 2018, 1160:1-8.
21. [21]
  JIA S Y, TANG D Y, PENG J, SUN Z J, YANG Y. Carbohydr. Polym., 2019, 208:486-494.
22. [22]
  MOHANDOSS S, EDISON T N J I, ATCHUDAN R, PALANISAMY S, PRABHU N M, NAPOLEON A A, YOU S G, LEE Y R. J. Mol. Liq., 2020, 319:114358.
23. [23]
  KRZAK A, BILEWICZ R. Bioelectrochemistry, 2020, 136:107587.
24. [24]
  SKUREDINA A A, LE-DEYGEN I M, BELOGUROVA N G, KUDRYASHOVA E V. Carbohydr. Res., 2020, 498:108183.
25. [25]
  ROJAS-AGUIRRE Y, TORRES-MENA M A, LÓPE-MÉNDEZ L J, AlCARAZ-ESTRADA S L, GUADARRAMA P, URUCHA-ORT'Z J M. Carbohydr. Polym., 2019, 223:115113.
26. [26]
  LIU Y Y, FAN X D, ZHAO Y B. J. Polym. Sci. Part A:Polym. Chem., 2005, 43(16):3516-3524.
27. [27]
  JIANG H M, YANG H, ZHANG S F. J. Inclusion Phenom. Macrocyclic Chem., 2012, 73(1-4):415-421.
28. [28]
  YANG K, CHANG Y C, WEN J, LU Y C, PEI Y X, CAO S P, WANG F, PEI Z C. Chem. Mater., 2016, 28(7):1990-1993.
29. [29]
  MONTASSIER P, DUCHÊNE D, POELMAN M. C. Int. J. Pharm., 1997, 153(2):199-209.
30. [30]
31. [31]
  CASO J V, RUSSO L, PALMIERI M, MALGIERI G, GALDIERO S, FALANGA A, ISERNIA C, IACOVINO R. Amino Acids, 2015, 47(10):2215-2227.
32. [32]
  MELO C D O, RODRIGUES M S D S, SILVA M V S D, MARCELINO H R, MOURA R O D, OLIVEIRA E E. J. Mol. Struct., 2020:128945.
1. [1]
  Shitao Fu , Jianming Zhang , Cancan Cao , Zhihui Wang , Chaoran Qin , Jian Zhang , Hui Xiong . Study on the Stability of Purple Cabbage Pigment. University Chemistry, 2024, 39(4): 367-372. doi: 10.3866/PKU.DXHX202401059
2. [2]
  Jiaxi Xu , Yuan Ma . Influence of Hyperconjugation on the Stability and Stable Conformation of Ethane, Hydrazine, and Hydrogen Peroxide. University Chemistry, 2024, 39(11): 374-377. doi: 10.3866/PKU.DXHX202402049
3. [3]
  Mingxuan Qi , Lanyu Jin , Honghe Yao , Zipeng Xu , Teng Cheng , Qi Chen , Cheng Zhu , Yang Bai . 钙钛矿太阳能电池在反向偏压下的电学失效及稳定性研究进展. Acta Physico-Chimica Sinica, 2025, 41(8): 100088-. doi: 10.1016/j.actphy.2025.100088
4. [4]
  Yihan Xue , Xue Han , Jie Zhang , Xiaoru Wen . NCQDs修饰FeOOH基复合材料的制备及其电容脱盐性能. Acta Physico-Chimica Sinica, 2025, 41(7): 100072-. doi: 10.1016/j.actphy.2025.100072
5. [5]
  Hailian Tang , Siyuan Chen , Qiaoyun Liu , Guoyi Bai , Botao Qiao , Fei Liu . Stabilized Rh/hydroxyapatite Catalyst for Furfuryl Alcohol Hydrogenation: Application of Oxidative Strong Metal-Support Interactions in Reducing Conditions. Acta Physico-Chimica Sinica, 2025, 41(4): 100036-. doi: 10.3866/PKU.WHXB202408004
6. [6]
  Bo YANG , Gongxuan LÜ , Jiantai MA . Corrosion inhibition of nickel-cobalt-phosphide in water by coating TiO₂ layer. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 365-384. doi: 10.11862/CJIC.20240063
7. [7]
  Xuewei BA , Cheng CHENG , Huaikang ZHANG , Deqing ZHANG , Shuhua LI . Preparation and luminescent performance of Sr_1-xZrSi₂O₇∶xDy³⁺ phosphor with high thermal stability. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 357-364. doi: 10.11862/CJIC.20240096
8. [8]
  Zeyi Yan , Ruitao Liu , Xinyu Qi , Yuxiang Zhang , Lulu Sun , Xiangyuan Li , Anchao Feng . Exploration of Suspension Polymerization: Preparation and Fluorescence Stability of Perovskite Polystyrene Microbeads. University Chemistry, 2025, 40(4): 72-79. doi: 10.12461/PKU.DXHX202405110
9. [9]
  Jia-He Li , Yu-Ze Liu , Jia-Hui Ma , Qing-Xiao Tong , Jian-Ji Zhong , Jing-Xin Jian . 洛芬碱衍生物的合成、化学发光与重金属离子检测. University Chemistry, 2025, 40(6): 230-237. doi: 10.12461/PKU.DXHX202407080
10. [10]
  Xuyang Wang , Jiapei Zhang , Lirui Zhao , Xiaowen Xu , Guizheng Zou , Bin Zhang . Theoretical Study on the Structure and Stability of Copper-Ammonia Coordination Ions. University Chemistry, 2024, 39(3): 384-389. doi: 10.3866/PKU.DXHX202309065
11. [11]
  Xiaoning TANG , Junnan LIU , Xingfu YANG , Jie LEI , Qiuyang LUO , Shu XIA , An XUE . Effect of sodium alginate-sodium carboxymethylcellulose gel layer on the stability of Zn anodes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1452-1460. doi: 10.11862/CJIC.20240191
12. [12]
  Yingtong Shi , Guotong Xu , Guizeng Liang , Di Lan , Siyuan Zhang , Yanru Wang , Daohao Li , Guanglei Wu . PEG-VN改性PP隔膜用于高稳定性高效率锂硫电池. Acta Physico-Chimica Sinica, 2025, 41(7): 100082-. doi: 10.1016/j.actphy.2025.100082
13. [13]
  Siran Wang , Yinuo Wang , Yilong Zhao , Dazhen Xu . Advances in the Application and Preparation of Rhodanine and Its Derivatives. University Chemistry, 2025, 40(5): 318-327. doi: 10.12461/PKU.DXHX202407033
14. [14]
  Jing SU , Bingrong LI , Yiyan BAI , Wenjuan JI , Haiying YANG , Zhefeng Fan . Highly sensitive electrochemical dopamine sensor based on a highly stable In-based metal-organic framework with amino-enriched pores. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1337-1346. doi: 10.11862/CJIC.20230414
15. [15]
  Renqing Lü , Shutao Wang , Fang Wang , Guoping Shen . Computational Chemistry Aided Organic Chemistry Teaching: A Case of Comparison of Basicity and Stability of Diazine Isomers. University Chemistry, 2025, 40(3): 76-82. doi: 10.12461/PKU.DXHX202404119
16. [16]
  Baitong Wei , Jinxin Guo , Xigong Liu , Rongxiu Zhu , Lei Liu . Theoretical Study on the Structure, Stability of Hydrocarbon Free Radicals and Selectivity of Alkane Chlorination Reaction. University Chemistry, 2025, 40(3): 402-407. doi: 10.12461/PKU.DXHX202406003
17. [17]
  Jie WU , Zhihong LUO , Xiaoli CHEN , Fangfang XIONG , Li CHEN , Biao ZHANG , Bin SHI , Quansheng OUYANG , Jiaojing SHAO . Critical roles of AlPO₄ coating in enhancing cycling stability and rate capability of high voltage LiNi_0.5Mn_1.5O₄ cathode materials. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 948-958. doi: 10.11862/CJIC.20240400
18. [18]
  Daming Zhang , Zhiwei Niu , Qiang Jin , Zongyuan Chen , Zhijun Guo . Eu(III)-硅酸盐胶体的制备与稳定性研究——一个由科研成果转化的放射化学综合实验的设计. University Chemistry, 2025, 40(6): 183-192. doi: 10.12461/PKU.DXHX202408058
19. [19]
  Jianfeng Yan , Yating Xiao , Xin Zuo , Caixia Lin , Yaofeng Yuan . Comprehensive Chemistry Experimental Design of Ferrocenylphenyl Derivatives. University Chemistry, 2024, 39(4): 329-337. doi: 10.3866/PKU.DXHX202310005
20. [20]
  Zhongyan Cao , Shengnan Jin , Yuxia Wang , Yiyi Chen , Xianqiang Kong , Yuanqing Xu . Advances in Highly Selective Reactions Involving Phenol Derivatives as Aryl Radical Precursors. University Chemistry, 2025, 40(4): 245-252. doi: 10.12461/PKU.DXHX202405186

Get Citation

PDF

XML

Metrics

PDF Downloads(7)
Abstract views(576)
HTML views(76)

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