Citation: LI Mingjian, WANG Yuxiao, FENG Hui, FENG Changjun. Topological models of retention index of thin-layer chromatogram for chiral organic acids[J]. Chinese Journal of Chromatography, ;2014, 32(3): 242-247. doi: 10.3724/SP.J.1123.2013.10018 shu

Topological models of retention index of thin-layer chromatogram for chiral organic acids

1.
School of Chemistry & Chemical Engineering, Xuzhou Institute of Technology, Xuzhou 221111, China

Corresponding author: FENG Changjun,
Received Date: 24 October 2013
Available Online: 20 December 2013
Fund Project: 国家自然科学基金项目(21075138) (21075138)环境模拟与污染控制国家重点联合实验室开放基金项目(13K02ESPCT) (13K02ESPCT)徐州市科技局基金项目(XM13B111). (XM13B111)

On the basis of Kier's molecular connectivity indices and conjugated matrix, novel molecular connectivity indices (^mG_t^v) were defined and calculated for 18 chiral hydroxyl acids and amino acids. The chiral connectivity indices (^mC_t^v) were introduced by extending ^mG_t^v: ^mC_t^v=^mG_t^v×w_j, where w_j is the chiral index. The quantitative structure-retention index relationship (QSRR) between the retention index (R_M) of thin-layer chromatogram for the chiral organic acids and ^mC_t^v was studied by multivariate statistical regression. By leaps-and-bounds regression analysis, the best four-parameter QSRR model was set up, and the traditional correlation coefficient (R²) and the cross-validation correlation coefficient (Q²) of leave-one-out (LOO) were 0.973 and 0.950, respectively. The results demonstrated that the model was highly reliable and had good predictive ability from the point of view of statistics. From the four parameters (⁰C_p^v, ²C_p^v, C_ch^v, ⁵C_p^v) of the model, it is known that the dominant influence factors of the retention index were the molecular structure characteristics of two-dimensional and the space factors: the chiral characteristics, the flexibility and the puckered degree of molecules for the chiral organic acids. The results showed that the new parameter ^mC_t^v had good rationality and efficiency for the retention indices of the chiral organic acids. Therefore, an effective method was provided to predict the retention indices of the chiral organic acids.
- chiral hydroxyl acids,
- chiral amino acids,
- retention index,
- chiral index,
- novel connectivity index,
- novel chiral connectivity index
1. [1]
  [1] Yang J, Wang L J, Guo Q L, et al. Chinese Journal of Chromatography (杨娟, 王利娟, 郭巧玲, 等. 色谱), 2012, 30(3): 280
2. [2]
  [2] Wu X Y, Wang R, Xie H, et al. Chinese Journal of Chromatography (武晓玉, 王荣, 谢华, 等. 色谱), 2011, 29(12): 1205
3. [3]
  [3] Wang L P, Fan H J, Wu K H, et al. Chinese Journal of Chromatography (王李平, 范华均, 巫坤宏, 等. 色谱), 2012, 30(12): 1265
4. [4]
  [4] Li X B, Shi F G, Song Q X, et al. Progress in Pharmaceutical Sciences (李晓冰, 石富国, 宋沁馨, 等. 药学进展), 2013, 37(8): 360
5. [5]
  [5] Feng C J. Journal of Huazhong University of Science and Technology: Natural Science Edition (冯长君. 华中科技大学学报: 自然科学版), 2011, 39(7): 18
6. [6]
  [6] Chen G H, Xia Z N, Lu Y, et al. Acta Chimica Sinica (陈国华, 夏之宁, 陆瑶, 等. 化学学报), 2008, 66(18): 2052
7. [7]
  [7] Li Z H, Cheng F S, Xia Z N. Chinese Journal of Chromatography (李正华, 程凡圣, 夏之宁. 色谱), 2011, 29(1): 63
8. [8]
  [8] Feng C J, Du X H. Chinese Journal of Chromatography (冯长君, 堵锡华. 色谱), 2001, 19(2): 124
9. [9]
  [9] Li M J, Feng C J, Cai K Y. Transactions of Beijing Institute of Technology (李鸣建, 冯长君, 蔡可迎. 北京理工大学学报), 2011, 31(12): 1469
10. [10]
  [10] Liu D, Zhang W J, Xu L. Chinese Journal of Analytical Chemistry (刘东, 章文军, 许禄. 分析化学), 2009, 37(4): 543
11. [11]
  [11] Liu D, Zhang W J, Xu L. Acta Chimica Sinica (刘东, 章文军, 许禄. 化学学报), 2009, 67(2): 145
12. [12]
  [12] Feng C J. Acta Physico-Chimica Sinica (冯长君. 物理化学学报), 2010, 26(1): 193
13. [13]
  [13] Feng C J. Journal Huazhong University of Science and Technology: Natural Science Edition (冯长君. 华中科技大学学报: 自然科学版), 2011, 39(7): 18
14. [14]
  [14] Tang Z Q, Feng C J. Journal of Nanjing University of Science and Technology (唐自强, 冯长君. 南京理工大学学报), 2012, 36(2): 359
15. [15]
  [15] Kier L B, Hall L H. Molecular Connectivity in Structure-Activity Analysis. New York: John Wiley, 1986
16. [16]
  [16] Randic M. J Amer Chem Soc, 1975, 97(23): 6609
17. [17]
  [17] Xu S C. Organic Chemistry. Beijing: High Education Press (徐寿昌. 有机化学. 北京: 高等教育出版社), 1993
18. [18]
  [18] Saiz Urra L, Gonzalez M P, Teijeira M. Bioorganic & Medicinal Chemistry, 2007, 15(10): 3565
19. [19]
  [19] Saiz Urra L, Gonzalez M P, Teijeira M. Bioorganic & Medicinal Chemistry, 2006, 14(21): 7347
20. [20]
  [20] Zhang Z. Natural Science Journal of the Graduates, Sun Yat-Sen University (张彰. 中山大学研究生学刊自然科学版), 1994, 15(1): 59
21. [21]
  [21] Huang X J, Ding G S, Wang J D, et al. Chinese Journal of Chromatography (黄晓佳, 丁国生, 王俊德, 等. 色谱), 2003, 21(3): 230
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