The oligo-phenylpropanoids 1−7, isolated from Hyptis rhombodes, have been found to possess potent inhibitory activity against xanthine oxidase (EC 1.2.3.2, bovine milk). To rationalize such activity, computer assisted docking of these compounds and allopurinol, a positive control, on the xanthine oxidase was undertaken in this study. The docking scores, obtained by London (trimatch)−refinement (Forcefield Affinity ΔG) mode, showed good correlation with the IC50 values. That the compounds possessing 7′-Z configuration had much better inhibitory activity than those 7′-E isomers is well rationalized by this docking study. Virtual screening of eight phlorotannins (8−15) by this refinement mode found good docking scores. The bioassay result of three available ones (9, 12, 13) also indicated the consistency with the docking scores. While refined by Forcefield−London mode, certain inconsistency among the docking score and bioassay result was observed on either phenylpropanoid oligomers or three phlorotannins. Hence the London (trimatch)−refinement (Forcefield−Affinity ΔG) mode is recommended for virtual screening of the related phenolics. Three phlorotannins (11, 14, 15) were found to have better docking score than 6,6'-bieckol (12) and dieckol (13), both showing comparable inhibitory activity against xanthine oxidase to allopurinol, and thus they deserve further study. In addition, as these phlorotannins are rich in the Ecklonia genus, the common edible seaweeds such as E. cava and E. stolonifera are demonstrated to be beneficial to hyperuricemic patients.
| Published in | Journal of Drug Design and Medicinal Chemistry (Volume 6, Issue 1) |
| DOI | 10.11648/j.jddmc.20200601.11 |
| Page(s) | 1-6 |
| Creative Commons |
This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited. |
| Copyright |
Copyright © The Author(s), 2024. Published by Science Publishing Group |
Xanthine Oxidase Inhibitors, Oligo-phenylpropanoids, Bioassay, Molecular Docking, Phlorotannins
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APA Style
Sheau Ling Ho, Sheng-Fa Tsai, Ching-Ting Lin, Hyeung-Rak Kim, Shoei-Sheng Lee. (2020). Validation of in Silico Docking Analysis of Oligophenylpropanoids to Xanthine Oxidase by Correlation with in Vitro Bioassay and Its Application to Phlorotannins. Journal of Drug Design and Medicinal Chemistry, 6(1), 1-6. https://doi.org/10.11648/j.jddmc.20200601.11
ACS Style
Sheau Ling Ho; Sheng-Fa Tsai; Ching-Ting Lin; Hyeung-Rak Kim; Shoei-Sheng Lee. Validation of in Silico Docking Analysis of Oligophenylpropanoids to Xanthine Oxidase by Correlation with in Vitro Bioassay and Its Application to Phlorotannins. J. Drug Des. Med. Chem. 2020, 6(1), 1-6. doi: 10.11648/j.jddmc.20200601.11
AMA Style
Sheau Ling Ho, Sheng-Fa Tsai, Ching-Ting Lin, Hyeung-Rak Kim, Shoei-Sheng Lee. Validation of in Silico Docking Analysis of Oligophenylpropanoids to Xanthine Oxidase by Correlation with in Vitro Bioassay and Its Application to Phlorotannins. J Drug Des Med Chem. 2020;6(1):1-6. doi: 10.11648/j.jddmc.20200601.11
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author = {Sheau Ling Ho and Sheng-Fa Tsai and Ching-Ting Lin and Hyeung-Rak Kim and Shoei-Sheng Lee},
title = {Validation of in Silico Docking Analysis of Oligophenylpropanoids to Xanthine Oxidase by Correlation with in Vitro Bioassay and Its Application to Phlorotannins},
journal = {Journal of Drug Design and Medicinal Chemistry},
volume = {6},
number = {1},
pages = {1-6},
doi = {10.11648/j.jddmc.20200601.11},
url = {https://doi.org/10.11648/j.jddmc.20200601.11},
eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.jddmc.20200601.11},
abstract = {The oligo-phenylpropanoids 1−7, isolated from Hyptis rhombodes, have been found to possess potent inhibitory activity against xanthine oxidase (EC 1.2.3.2, bovine milk). To rationalize such activity, computer assisted docking of these compounds and allopurinol, a positive control, on the xanthine oxidase was undertaken in this study. The docking scores, obtained by London (trimatch)−refinement (Forcefield Affinity ΔG) mode, showed good correlation with the IC50 values. That the compounds possessing 7′-Z configuration had much better inhibitory activity than those 7′-E isomers is well rationalized by this docking study. Virtual screening of eight phlorotannins (8−15) by this refinement mode found good docking scores. The bioassay result of three available ones (9, 12, 13) also indicated the consistency with the docking scores. While refined by Forcefield−London mode, certain inconsistency among the docking score and bioassay result was observed on either phenylpropanoid oligomers or three phlorotannins. Hence the London (trimatch)−refinement (Forcefield−Affinity ΔG) mode is recommended for virtual screening of the related phenolics. Three phlorotannins (11, 14, 15) were found to have better docking score than 6,6'-bieckol (12) and dieckol (13), both showing comparable inhibitory activity against xanthine oxidase to allopurinol, and thus they deserve further study. In addition, as these phlorotannins are rich in the Ecklonia genus, the common edible seaweeds such as E. cava and E. stolonifera are demonstrated to be beneficial to hyperuricemic patients.},
year = {2020}
}
TY - JOUR T1 - Validation of in Silico Docking Analysis of Oligophenylpropanoids to Xanthine Oxidase by Correlation with in Vitro Bioassay and Its Application to Phlorotannins AU - Sheau Ling Ho AU - Sheng-Fa Tsai AU - Ching-Ting Lin AU - Hyeung-Rak Kim AU - Shoei-Sheng Lee Y1 - 2020/03/31 PY - 2020 N1 - https://doi.org/10.11648/j.jddmc.20200601.11 DO - 10.11648/j.jddmc.20200601.11 T2 - Journal of Drug Design and Medicinal Chemistry JF - Journal of Drug Design and Medicinal Chemistry JO - Journal of Drug Design and Medicinal Chemistry SP - 1 EP - 6 PB - Science Publishing Group SN - 2472-3576 UR - https://doi.org/10.11648/j.jddmc.20200601.11 AB - The oligo-phenylpropanoids 1−7, isolated from Hyptis rhombodes, have been found to possess potent inhibitory activity against xanthine oxidase (EC 1.2.3.2, bovine milk). To rationalize such activity, computer assisted docking of these compounds and allopurinol, a positive control, on the xanthine oxidase was undertaken in this study. The docking scores, obtained by London (trimatch)−refinement (Forcefield Affinity ΔG) mode, showed good correlation with the IC50 values. That the compounds possessing 7′-Z configuration had much better inhibitory activity than those 7′-E isomers is well rationalized by this docking study. Virtual screening of eight phlorotannins (8−15) by this refinement mode found good docking scores. The bioassay result of three available ones (9, 12, 13) also indicated the consistency with the docking scores. While refined by Forcefield−London mode, certain inconsistency among the docking score and bioassay result was observed on either phenylpropanoid oligomers or three phlorotannins. Hence the London (trimatch)−refinement (Forcefield−Affinity ΔG) mode is recommended for virtual screening of the related phenolics. Three phlorotannins (11, 14, 15) were found to have better docking score than 6,6'-bieckol (12) and dieckol (13), both showing comparable inhibitory activity against xanthine oxidase to allopurinol, and thus they deserve further study. In addition, as these phlorotannins are rich in the Ecklonia genus, the common edible seaweeds such as E. cava and E. stolonifera are demonstrated to be beneficial to hyperuricemic patients. VL - 6 IS - 1 ER -
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