Published March 31, 2021 | Version v1

Biotransformation of papaverine and in silico docking studies of the metabolites on human phosphodiesterase 10a

  • 1. * & National Center for Natural Products Research, School of Pharmacy, The University of Mississippi, MS, 38677, USA & Department of Pharmacognosy, Faculty of Pharmacy, Tanta University, Tanta, 31527, Egypt
  • 2. * & National Center for Natural Products Research, School of Pharmacy, The University of Mississippi, MS, 38677, USA
  • 3. Department of Pharmacognosy, Faculty of Pharmacy, Tanta University, Tanta, 31527, Egypt
  • 4. USDA-ARS, Natural Products Utilization Research Unit, University, MS, USA
  • 5. * & National Center for Natural Products Research, School of Pharmacy, The University of Mississippi, MS, 38677, USA & * & Division of Pharmacognosy, Department of Biomolecular Sciences, School of Pharmacy, University of Mississippi, MS, 38677, USA

Description

Eliwa, Duaa, Albadry, Mohamed A., Ibrahim, Abdel-Rahim S., Kabbash, Amal, Meepagala, Kumudini, Khan, Ikhlas A., El-Aasr, Mona, Ross, Samir A. (2021): Biotransformation of papaverine and in silico docking studies of the metabolites on human phosphodiesterase 10a. Phytochemistry (112598) 183: 1-12, DOI: 10.1016/j.phytochem.2020.112598, URL: http://dx.doi.org/10.1016/j.phytochem.2020.112598

Files

Restricted

The record is publicly accessible, but files are restricted. <a href="https://zenodo.org/account/settings/login?next=https://zenodo.org/records/8291902">Log in</a> to check if you have access.

Linked records

Additional details

Identifiers

References

  • Andersen, O., Schonfeld ยจ, D., Toogood-Johnson, I., Felicetti, B., Albrecht, C., Fryatt, T., Whittaker, M., Hallett, D., Barker, J., 2009. Cross-linking of protein crystals as an aid in the generation of binary protein-ligand crystal complexes, exemplified by the human PDE10a-papaverine structure. Acta Crystallogr. 65 (8), 872-874. https://doi. org/10.1107/S0907444909017855.
  • Belpaire, F., Bogaert, M., Rosseel, M., Anteunis, M., 1975. Metabolism of papaverine. I. Identification of metabolites in rat bile. Xenobiotica 5 (7), 413-420. https://dio. org:10.3109/00498257509056111.
  • Berman, H., Westbrook, J., Feng, Z., Gilliland, G., Bhat, T., Weissig, H., Shindyalov, I., Bourne, P., 2000. The protein Data Bank. Nucleic Acids Res. 28 (1), 235-242. https://doi.org/10.1093/nar/28.1.235.
  • Brochmann-Hanssen, E., Hirai, E., 1968. Opium Alkaloids VII. Isolation of a new benzylisoquinoline alkaloid. Synthesis and NMR Studies of papaveroline trimethyl ethers. J. Pharmaceut. Sci. 57 (6), 940-943. https://doi.org/10.1002/ jps.2600570605.
  • Chen, S., Zhang, Y., Lighthouse, J.K., Mickelsen, D.M., Wu, J., Yao, P., Small, E.M., Yan, C., 2020. A novel role of cyclic nucleotide phosphodiesterase 10A in pathological cardiac remodeling and dysfunction. Circulation 141 (3), 217-233. https://doi.org/10.1161/CIRCULATIONAHA.119.042178.
  • Dorisse, P., Gleye, J., Loiseau, P., Puig, P., Edy, A., Henry, M., 1986. Papaverine biotransformation in plant cell suspension cultures. J. Nat. Prod. 51 (3), 532-536. https://doi.org/10.1021/np50057a013.
  • El Sayed, K., 2000. Microbial transformation of papaveraldine. Phytochemistry 53 (2000), 675-678. https://doi.org/10.1016/S0031-9422(99)00616-0.
  • Hagel, J., Facchini, P., 2013. Benzylisoquinoline alkaloid metabolism: a century of discovery and a brave new world. Plant Cell Physiol. 54 (5), 647-672. https://doi. org/10.1093/pcp/pct020.
  • Hegazy, M., Mohamed, T. ElShamy, Mahalel, U., Reda, E., Shaheen, A., Tawfik, W., Shahat, A., Shams, K., Abdel-Azim, N., Hammoud, F., 2015. Microbial biotransformation as a tool for drug development based on natural products from mevalonic acid pathway: a review. J. Adv. Res. 6 (1), 17-33. https://doi.org/ 10.1016/j.jare.2014.11.009.
  • Lee, I.-S., ElSohly, H.N., Hufford, C.D., 1990. Microbial metabolism studies of the antimalarial drug arteether. Pharmaceut. Res. 7 (2), 199-203. https://doi.org/ 10.1021/np50062a020.
  • Lee, Y., Park, J., Leem, Y., Park, J., Kim, D., Choi, Y., Park, E., Kang, J., Kim, H., 2019. The phosphodiesterase 10 inhibitor papaverine exerts anti-inflammatory and neuroprotective effects via the PKA signaling pathway in neuroinflammation and Parkinson' s disease mouse models. J. Neuroinflammation 16 (1), 246. https://doi. org/10.1186/s12974-019-1649-3.
  • Li, J., Chen, J., Deng, Y., Zhou, Q., Wu, Y., Wu, D., Luo, H., 2018. Structure-based design, synthesis, biological evaluation, and molecular docking of novel PDE10 inhibitors with antioxidant activities. Frontiers in Chemistry 6, 167. https://doi.org/10.3389/ fchem.2018.00167.
  • Salter, R., Beshore, D., Colletti, S., Evans, L., Gong, Y., Helmy, R., Liu, Yong, Maciolek, C., Martin, G., Pajkovic, N., Phipps, R., Small, J., Steele, J., de Vries, R., Williams, H., Martin, I., 2019. Microbial biotransformation - an important tool for the study of drug metabolism. Xenobiotica 49 (8), 877-886. https://doi.org/10.1080/ 00498254.2018.1512018.
  • Verdeil, L., Bister-Miel, F., Guignard, L., Viel, C., 1986. Papaverine biotransformation by Silene alba cell suspension. Planta Med. 1, 1-3. https://doi.org/10.1016/S0031-9422 (00)84577-X.
  • Veeresham, C., Venisetty, R., 2003. Application of microbial biotransformation for the new drug discovery using natural drugs as substrates. Curr. Pharmaceut. Biotechnol. 4 (3), 153-167. https://doi.org/10.3389/fmicb.2015.01433.