Chem. J. Chinese Universities ›› 2018, Vol. 39 ›› Issue (11): 2405.doi: 10.7503/cjcu20170854
• Analytical Chemistry • Previous Articles Next Articles
YANG Tong, PENG Rong, HUANG Xinyu, SUN Yansong, CHEN Xiaonong*()
Received:
2017-12-29
Online:
2018-11-10
Published:
2018-08-31
Contact:
CHEN Xiaonong
E-mail:chenxn@mail.buct.edu.cn
Supported by:
CLC Number:
TrendMD:
YANG Tong, PENG Rong, HUANG Xinyu, SUN Yansong, CHEN Xiaonong. Relative Hydrophobicity of Drug Molecules and Retention Behavior in Hydrophobic Interaction Chromatography†[J]. Chem. J. Chinese Universities, 2018, 39(11): 2405.
Group | Number | Fdi/(J1/2·cm3/2·mol-1) | Fpi/(J1/2·cm3/2·mol-1) | Ehi/(J·mol-1) |
---|---|---|---|---|
—CH3 | 1 | 205 | 0 | 0 |
—CH2— | 2 | 132 | 0 | 0 |
| 8 | 39 | 0 | 0 |
| 1 | -34 | 0 | 0 |
CH2=/—CH= | 2 | 34 | 0 | 0 |
—COO— | 1 | 191 | 239 | 1672 |
—OH(Alphatic series) | 6 | 103 | 244 | 4777 |
—O— | 3 | 49 | 196 | 717 |
Table 1 Parameters for dispersion component, polarization component and hydrogen bond component of different groups in the structure of geniposide B[21]
Group | Number | Fdi/(J1/2·cm3/2·mol-1) | Fpi/(J1/2·cm3/2·mol-1) | Ehi/(J·mol-1) |
---|---|---|---|---|
—CH3 | 1 | 205 | 0 | 0 |
—CH2— | 2 | 132 | 0 | 0 |
| 8 | 39 | 0 | 0 |
| 1 | -34 | 0 | 0 |
CH2=/—CH= | 2 | 34 | 0 | 0 |
—COO— | 1 | 191 | 239 | 1672 |
—OH(Alphatic series) | 6 | 103 | 244 | 4777 |
—O— | 3 | 49 | 196 | 717 |
Sample | tR/min | tRR | Sample | tR/min | tRR |
---|---|---|---|---|---|
Gastrodin | 4.12 | 0 | Aesculetin | 11.16 | 0.1509 |
Gallic acid | 5.04 | 0.0197 | Paeoniflorin | 12.58 | 0.1813 |
Danshensu | 6.85 | 0.0585 | Ecdysterone | 13.43 | 0.1995 |
Aesculin | 8.74 | 0.0990 | Ferulic acid | 15.54 | 0.2447 |
Protocatechuic acid | 9.03 | 0.1052 | Cinnamaldehyde | 27.34 | 0.4976 |
Geniposide B | 10.10 | 0.1282 | Imperatorin | 39.00 | 0.7475 |
Gentiopicrin | 10.50 | 0.1367 | Tanshinone IIA | 50.78 | 1 |
Table 2 Relative retention time of some medicine compounds
Sample | tR/min | tRR | Sample | tR/min | tRR |
---|---|---|---|---|---|
Gastrodin | 4.12 | 0 | Aesculetin | 11.16 | 0.1509 |
Gallic acid | 5.04 | 0.0197 | Paeoniflorin | 12.58 | 0.1813 |
Danshensu | 6.85 | 0.0585 | Ecdysterone | 13.43 | 0.1995 |
Aesculin | 8.74 | 0.0990 | Ferulic acid | 15.54 | 0.2447 |
Protocatechuic acid | 9.03 | 0.1052 | Cinnamaldehyde | 27.34 | 0.4976 |
Geniposide B | 10.10 | 0.1282 | Imperatorin | 39.00 | 0.7475 |
Gentiopicrin | 10.50 | 0.1367 | Tanshinone IIA | 50.78 | 1 |
Sample | tRR | Solubility parameter/ (J·cm-3)1/2 | Sample | tRR | Solubility parameter/ (J·cm-3)1/2 |
---|---|---|---|---|---|
Gastrodin | 0 | 14.90 | Aesculetin | 0.1509 | 14.05 |
Gallic acid | 0.0197 | 18.11 | Paeoniflorin | 0.1813 | 12.60 |
Danshensu | 0.0585 | 16.00 | Ecdysterone | 0.1995 | 11.62 |
Aesculin | 0.099 | 15.10 | Ferulic acid | 0.2447 | 10.59 |
Protocatechuic acid | 0.1052 | 15.91 | Cinnamaldehyde | 0.4976 | 9.20 |
Geniposide B | 0.1282 | 13.69 | Imperatorin | 0.7475 | 8.77 |
Gentiopicrin | 0.1367 | 12.25 | Tanshinone ⅡA | 1 | 6.76 |
Table 3 Solubility parameters of some medicine compounds
Sample | tRR | Solubility parameter/ (J·cm-3)1/2 | Sample | tRR | Solubility parameter/ (J·cm-3)1/2 |
---|---|---|---|---|---|
Gastrodin | 0 | 14.90 | Aesculetin | 0.1509 | 14.05 |
Gallic acid | 0.0197 | 18.11 | Paeoniflorin | 0.1813 | 12.60 |
Danshensu | 0.0585 | 16.00 | Ecdysterone | 0.1995 | 11.62 |
Aesculin | 0.099 | 15.10 | Ferulic acid | 0.2447 | 10.59 |
Protocatechuic acid | 0.1052 | 15.91 | Cinnamaldehyde | 0.4976 | 9.20 |
Geniposide B | 0.1282 | 13.69 | Imperatorin | 0.7475 | 8.77 |
Gentiopicrin | 0.1367 | 12.25 | Tanshinone ⅡA | 1 | 6.76 |
Sample | Concentration of aqueous phase/ (mg·mL-1) | Concentration of oil phase/ (mg·mL-1) | lgP |
---|---|---|---|
Protocatechuic acid | 0.00925 | 0.03527 | 0.8821 |
Aesculin | 0.06891 | 0.01321 | 0.2914 |
Aesculetin | 0.00975 | 0.08315 | 0.9578 |
Ferulic acid | 0.00498 | 0.02478 | 1.9981 |
TanshinoneⅡA | — | 0.01481 | 4.0580 |
Table 4 Calculated values of water-oil partition coefficient
Sample | Concentration of aqueous phase/ (mg·mL-1) | Concentration of oil phase/ (mg·mL-1) | lgP |
---|---|---|---|
Protocatechuic acid | 0.00925 | 0.03527 | 0.8821 |
Aesculin | 0.06891 | 0.01321 | 0.2914 |
Aesculetin | 0.00975 | 0.08315 | 0.9578 |
Ferulic acid | 0.00498 | 0.02478 | 1.9981 |
TanshinoneⅡA | — | 0.01481 | 4.0580 |
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