Molecular Docking and ADMET Profiling of Pimenta Dioica Bioactives: Targeting Carboxylesterase 1

References

• Milenković, A.; Stanojević, J.; Stojanović-Radić, Z.; Pejčić, M.; Cvetković, D.; Zvezdanović, J.; Stanojević, L. Chemical Composition, Antioxidative and Antimicrobial Activity of Allspice (Pimenta Dioica (L.) Merr.) Essential Oil and Extract. Adv. Techol. 2020, 9(1), 27–36. DOI: 10.5937/savteh2001027m.
   Google Scholar
• Manimekalai, V. Comparative Phytochemical Analysis of the Leaves of Two Myrtaceae Members- Pimenta Dioica (L.) Merril and Syzygium Aromaticum (L.) Merril and Perry. J. Pharmacogn. Phytochem. 2019, 8(3), 3043–3045.
   Google Scholar
• Lutege, R. M.; Venkataramana, P.; Ndunguru, J.; Boykin, L. Phylogenetic Diversity of Allspice (Pimenta Dioica) Collections from Tanzania Using Chloroplast (Cp) Rbcl Gene. 2023. DOI: 10.2139/ssrn.4480340.
   Google Scholar
• Lutege, R. M.; Venkataramana, P. B.; Ndunguru, J. Comparative Analysis of Phytocompound Variations in Leaves, Bark and Roots of Allspice (Pimenta Dioica) Collections in Tanzania. Adv. J. Grad. Res. 2024, 15(1), 1–11. DOI: 10.21467/ajgr.15.1.1-11.
   Google Scholar
• Andrade, B. F.; Ferreira, V. R. F.; Cardoso, G. P.; Andrade, M. P. D.; de Lemos Souza Ramos, A.; Das GraçGraçAs Cardoso, M.; Ramos, E. M. Allspice (Pimenta Dioica Lindl) Leaves Essential Oil As a Potential Antioxidant and Antimicrobial Source for Use in Mechanically Deboned Poultry Meat. Braz. J. Food Technol. 2023, 26. DOI: 10.1590/1981-6723.12522.
   Google Scholar
• Medvecká, V.; Mošovská, S.; Mikulajová, A.; Valík, Ľ.; Zahoranová, A. Cold Atmospheric Pressure Plasma Decontamination of Allspice Berries and Effect on Qualitative Characteristics. Eur. Food Res. Technol. 2020, 246(11), 2215–2223. DOI: 10.1007/s00217-020-03566-0.
   Web of Science ®Google Scholar
• Seidemann, J. World Spice Plants: Economic Usage, Botany and Taxonomy. World. Spice Plants. 2005, 8, 592. DOI: 10.1007/3-540-27908-3.
   Google Scholar
• Zhang, L.; Lokeshwar, B. Medicinal Properties of the Jamaican Pepper Plant Pimenta Dioica and Allspice. Curr. Drug Targets. 2012, 13(14), 1900–1906. DOI: 10.2174/138945012804545641.
   PubMed Web of Science ®Google Scholar
• Shyamala, M. P.; Paramundayil, J. J.; Venukumar, M. R.; Latha, M. S. Probing the Anti-Hyperlipidemic Efficacy of the Allspice (Pimenta Officinalis Lindl.) in Rats Fed with High Fat Diet. Indian. J. Physiol. Pharmacol. 2005, 49(3), 363–368.
   PubMedGoogle Scholar
• Nelson, R. H. Hyperlipidemia as a Risk Factor for Cardiovascular Disease. Primary Care - Clini. Office. Pract. 2013, 40(1), 195–211. DOI: 10.1016/j.pop.2012.11.003.
   PubMed Web of Science ®Google Scholar
• Ruiz, C.; Falcocchio, S.; Xoxi, E.; Villo, L.; Nicolosi, G.; Pastor, F. I. J.; Diaz, P.; Saso, L. Inhibition of Candida Rugosa Lipase by Saponins, Flavonoids and Alkaloids. J. Mol. Catal. B Enzym. 2006, 40(3–4), 138–143. DOI: 10.1016/j.molcatb.2006.02.012.
   Google Scholar
• Biswal, R. A.; Venkataraghavan, R.; Pazhamalai, V.; Romauld, S. I. Molecular Docking of Various Bioactive Compounds from Essential Oil of Trachyaspermum Ammi Against the Fungal Enzyme Candidapepsin-1. J. Appl. Pharm. Sci. 2019, 9(5), 21–32. DOI: 10.7324/JAPS.2019.90503.
   Google Scholar
• Monzote, L.; Machín, L.; González, A.; Scull, R.; Gutiérrez, Y. I.; Satyal, P.; Gille, L.; Setzer, W. N. Eugenol-Rich Essential Oil from Pimenta Dioica: In Vitro and in Vivo Potentialities Against Leishmania Amazonensis. Pharmaceuticals 2024, 17(1), 1. DOI: 10.3390/ph17010064.
   Web of Science ®Google Scholar
• Fleming, C. D.; Bencharit, S.; Edwards, C. C.; Hyatt, J. L.; Tsurkan, L.; Bai, F.; Fraga, C.; Morton, C. L.; Howard-Williams, E. L.; Potter, P. M., et al. Structural Insights into Drug Processing by Human Carboxylesterase 1: Tamoxifen, Mevastatin, and Inhibition by Benzil. J. Mol. Biol. 2005, 352(1), 165–177. DOI: 10.1016/j.jmb.2005.07.016.
   PubMed Web of Science ®Google Scholar
• Fukami, T.; Takahashi, S.; Nakagawa, N.; Maruichi, T.; Nakajima, M.; Yokoi, T. In vitro Evaluation of Inhibitory Effects of Antidiabetic and Antihyperlipidemic Drugs on Human Carboxylesterase Activities. Drug Metab. Dispos. 2010, 38(12), 2173–2178. DOI: 10.1124/dmd.110.034454.
   PubMed Web of Science ®Google Scholar
• Hatfield, M. J.; Potter, P. M. C. I. Carboxylesterase Inhibitors. Expert. Opin. Ther. Pat. 2011, 21(8), 1159–1171. DOI: 10.1517/13543776.2011.586339.
   Google Scholar
• Lian, J.; Bahitham, W.; Panigrahi, R.; Nelson, R.; Li, L.; Watts, R.; Thiesen, A.; Lemieux, M. J.; Lehner, R. Genetic Variation in Human Carboxylesterase CES1 Confers Resistance to Hepatic Steatosis. Biochem. Biophys. Acta Mol. Cell Biol. Lipids. 2018, 1863(7), 688–699. DOI: 10.1016/j.bbalip.2018.04.002.
   PubMed Web of Science ®Google Scholar
• Guo, Y. S.; Wang, C. X.; Cao, J.; Gao, J. L.; Zou, X.; Ren, Y. H.; Fan, L. Antioxidant and Lipid-Regulating Effects of Probucol Combined with Atorvastatin in Patients with Acute Coronary Syndrome. J. Thorac. Dis. 2015, 7(3), 368–375. DOI: 10.3978/j.issn.2072-1439.2014.12.29.
   Web of Science ®Google Scholar
• Hafiane, A.; Pisaturo, A.; Ronca, A.; Incerti, M.; Kiss, R. S.; Favari, E. Probucol Treatment Is Associated with an ABCA1-Independent Mechanism of Cholesterol Efflux to Lipid Poor Apolipoproteins from Foam Cell Macrophages. BBA. Adv. 2021, 1, 1. DOI: 10.1016/j.bbadva.2021.100003.
   Google Scholar
• Champagne, D.; Pearson, D.; Dea, D.; Rochford, J.; Poirier, J. The Cholesterol-Lowering Drug Probucol Increases Apolipoprotein E Production in the Hippocampus of Aged Rats: Implications for Alzheimer’s Disease. Neuroscience. 2003, 121(1), 99–110. DOI: 10.1016/S0306-4522(03)00361-0.
   PubMed Web of Science ®Google Scholar
• Padmakumari, K. P.; Sasidharan, I.; Sreekumar, M. M. Composition and Antioxidant Activity of Essential Oil of Pimento (Pimenta Dioica (L) Merr.) from Jamaica. Nat. Prod. Res. 2011, 25(2), 152–160. DOI: 10.1080/14786419.2010.526606.
   PubMed Web of Science ®Google Scholar
• Mérida-Reyes, M. S.; Muñoz-Wug, M. A.; Oliva-Hernández, B. E.; Gaitán-Fernández, I. C.; Simas, D. L. R.; Ribeiro da Silva, A. J.; Pérez-Sabino, J. F. Composition and Antibacterial Activity of the Essential Oil from Pimenta Dioica (L.) Merr. from Guatemala. Medicines 2020, 7(10), 59. DOI: 10.3390/medicines7100059.
   Google Scholar
• Stewart, T. A.; Ic Lowe, H.; Lowe, H. I.; Watson, C. T. Quantification and Characterization of Pimenta Dioica (Allspice) Essential Oil Extracted via Hydrodistillation, Solvent and Super Critical Fluid Extraction Methodologies. Am. J. Essent. Oil. 2016, 4, 27–30. https://api.semanticscholar.org/CorpusID:55704575
   Google Scholar
• Olabinjo, O. O.; Lopez Oliveira, A. Comparative Study of Extraction Yield and Antioxidant Property of Sweet Orange Peels (Citrus Sinesis) Essential Oil. Croat. J. Food Sci. Technol. 2020, 12(2), 184–192. DOI: 10.17508/cjfst.2020.12.2.06.
   Google Scholar
• Shah, P.; Modi, H. A. Comparative Study of DPPH, ABTS and FRAP Assays for Determination of Antioxidant Activity. Int. J. Res. Appl. Sci. Eng. Technol. 2015, 3(August), 636–641.
   Google Scholar
• Tokdar, P.; Ranadive, P.; Mascarenhas, M.; Patil, S.; George, S. (E)-4- Aminostyryl Acetate a Novel Pancreatic Lipase Inhibitor Produced by a Streptomyces Sp. MTCC 5219. Int. J. Chem. Eng. Appl. 2011, 3, 134–138. DOI: 10.7763/ijcea.2011.v2.90.
   Google Scholar
• Talawar, S. T.; Harohally, N. V.; Ramakrishna, C.; Suresh Kumar, G. Development of Wheat Bran Oil Concentrates Rich in Bioactives with Antioxidant and Hypolipidemic Properties. J. Agric. Food. Chem. 2017, 65(45), 9838–9848. DOI: 10.1021/acs.jafc.7b03440.
   Web of Science ®Google Scholar
• Xu, J.; Li, Y.; Chen, W. D.; Xu, Y.; Yin, L.; Ge, X.; Jadhav, K.; Adorini, L.; Zhang, Y. Hepatic Carboxylesterase 1 Is Essential for Both Normal and Farnesoid X Receptor-Controlled Lipid Homeostasis. Hepatology. 2014, 59(5), 1761–1771. DOI: 10.1002/hep.26714.
   Web of Science ®Google Scholar
• De Soysa, E. J. S.; Abeysinghe, D. C.; Dharmadasa, R. M. Phytochemicals Antioxidant Activity and Essential Oil Content of Pimenta Dioica (L.) Merr. (Myrtaceae) with Four Selected Spice Crop Species. World J. Agric. Res. 2016. DOI: 10.12691/wjar-4-6-1.
   Google Scholar
• Ma, B.; Elkayam, T.; Wolfson, H.; Nussinov, R. P. Protein–Protein Interactions: Structurally Conserved Residues Distinguish Between Binding Sites and Exposed Protein Surfaces. Proc. National Academy Sci. 2003, 100(10), 5772–5777. DOI: 10.1073/pnas.1030237100.
   PubMed Web of Science ®Google Scholar
• Giese, M.; Albrecht, M. Alkyl-Alkyl Interactions in the Periphery of Supramolecular Entities: From the Evaluation of Weak Forces to Applications. ChemPluschem 2020, 2020(4), 715–724. DOI: 10.1002/cplu.202000077.
   Google Scholar
• Venkadeswaran, K.; Muralidharan, A. R.; Annadurai, T.; Ruban, V. V.; Sundararajan, M.; Anandhi, R.; Thomas, P. A.; Geraldine, P. Antihypercholesterolemic and Antioxidative Potential of an Extract of the Plant, Piper Betle, and Its Active Constituent, Eugenol, in Triton WR-1339-Induced Hypercholesterolemia in Experimental Rats. Evid. Based Complement. Altern. Med. 2014, 2014, 1–11. DOI: 10.1155/2014/478973.
   Web of Science ®Google Scholar
• Garofalo, M.; Grazioso, G.; Cavalli, A.; Sgrignani, J. How Computational Chemistry and Drug Delivery Techniques Can Support the Development of New Anticancer Drugs. Molecules 2020, 25(7), 7. DOI: 10.3390/molecules25071756.
   Web of Science ®Google Scholar
• Panawala, P. B. C.; Abeysinghe, D. C.; Dharmadasa, R. M. Phytochemical Distribution and Bioactivity of Different Parts and Leaf Positions of Pimenta Dioica (L.) Merr (Myrtaceae). World J. Agric. Res. 2016, 4(5), 143–146. DOI: 10.12691/wjar-4-5-3.
   Google Scholar
• Agatonovic-Kustrin, S.; Ristivojevic, P.; Gegechkori, V.; Litvinova, T. M.; Morton, D. W. Essential Oil Quality and Purity Evaluation via Ft-Ir Spectroscopy and Pattern Recognition Techniques. Appl. Sci. (Switzerland). 2020, 10(20), 1–12. DOI: 10.3390/app10207294.
   Google Scholar
• Gomes da Rocha Voris, D.; dos Santos Dias, L.; Alencar Lima, J.; dos Santos Cople Lima, K.; Pereira Lima, J. B.; dos Santos Lima, A. L. Evaluation of Larvicidal, Adulticidal, and Anticholinesterase Activities of Essential Oils of Illicium Verum Hook. F. Pimenta Dioica (L.) Merr. and Myristica Fragrans Houtt. Against Zika Virus Vectors. Environ. Sci. Pollut. Res. 2018, 25(23), 22541–22551. DOI: 10.1007/s11356-018-2362-y.
   Web of Science ®Google Scholar
• Afifi, F. U.; Kasabri, V.; Al-Jaber, H. I.; Abu-Irmaileh, B. E.; Al-Qudah, M. A.; Abaza, I. F. Composition and Biological Activity of Volatile Oil from Salvia Judaica and S. Multicaulis from Jordan. Nat. Prod. Commun. 2016, 11(4), 535–538. DOI: 10.1177/1934578x1601100429.
   PubMed Web of Science ®Google Scholar
• Bouyahya, A.; Menyiy, N. E.; Oumeslakht, L.; Allam, A. E.; Balahbib, A.; Rauf, A.; Muhammad, N.; Kuznetsova, E.; Derkho, M.; Thiruvengadam, M., et al. Preclinical and Clinical Antioxidant Effects of Natural Compounds Against Oxidative Stress-Induced Epigenetic Instability in Tumor Cells. Antioxidants 2021, 10(10), 1553. DOI: 10.3390/antiox10101553.
   Web of Science ®Google Scholar
• Nisar, M. F.; Khadim, M.; Rafiq, M.; Chen, J.; Yang, Y.; Wan, C. C.; Smeriglio, A. Pharmacological Properties and Health Benefits of Eugenol: A Comprehensive Review. Oxid. Med. Cell. Longev. 2021, 2021, 1–14. DOI: 10.1155/2021/2497354.
   Web of Science ®Google Scholar
• Jin, S.; Cho, K. H. Water Extracts of Cinnamon and Clove Exhibits Potent Inhibition of Protein Glycation and Anti-Atherosclerotic Activity in vitro and in vivo Hypolipidemic Activity in Zebrafish. Food Chem. Toxicol. 2011, 49(7), 1521–1529. DOI: 10.1016/j.fct.2011.03.043.
   PubMed Web of Science ®Google Scholar