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Research Article

Phytochemical study of Lantana camara flowers, ecotoxicity, antioxidant, in vitro and in silico acetylcholinesterase: molecular docking, MD, and MM/GBSA calculations

ORCID Icon, ORCID Icon, , , , , , ORCID Icon, , , ORCID Icon & ORCID Icon show all
Pages 9282-9296 | Received 21 Dec 2021, Accepted 25 Oct 2022, Published online: 03 Nov 2022

References

  • Abdel-Hady, H., El-Sayed, M. M., Abdel-Hady, A. A., Hashash, M. M., Abdel-Hady, A. M., Aboushousha, T., Abdel-Hameed, E. S. S., Abdel-Lateef, E. E. S., & Morsi, E. A. (2018). Nephroprotective activity of methanolic extract of Lantana camara and squash (Cucurbita pepo) on cisplatin-induced nephrotoxicity in rats and identification of certain chemical constituents of Lantana camara by HPLC-ESI-MS. Pharmacognosy Journal, 10(1), 136–147. https://doi.org/10.5530/pj.2018.1.24
  • Aguiar, U. N., Lima, S. G., Rocha, M. d S., Citó, A. M., das, G. L., Sousa, A. J. P., Silva, R. M., Silva, I. S. A., & da Costa, J. G. M. (2015). Chemical composition and modulation of antibiotic activity of essential oil of Lantana caatingensis M. (Verbenaceae). Industrial Crops and Products, 74, 165–170. https://doi.org/10.1016/j.indcrop.2015.04.011
  • Ahmed, Q. U., Ali, A., H., M., Mukhtar, S., Alsharif, M. A., Parveen, H., Sabere, A., S., M., Nawi, M., S., M., Khatib, A., Siddiqui, M. J., Umar, A., & Alhassan, A. M. (2020). Medicinal potential of isoflavonoids: Polyphenols that may cure diabetes. Molecules, 25(23), 5491. https://doi.org/10.3390/molecules25235491
  • Al-Snafi, A. E. (2016). Chemical constituents and pharmacological effects of Clerodendrum inerme – A review. SMU Medical Journal, 3(1), 129.
  • Álvarez-Alarcón, N., Osorio-Méndez, J. J., Ayala-Fajardo, A., Garzón-Méndez, W. F., & Garavito-Aguilar, Z. V. (2021). Zebrafish and Artemia salina in vivo evaluation of the recreational 25C-NBOMe drug demonstrates its high toxicity. Toxicology Reports, 8, 315–323. https://doi.org/10.1016/j.toxrep.2021.01.010
  • Alves, V. G., Souza, A. G., Chiavelli, L. U. R., Ruiz, A. L. T. G., Carvalho, J. E., Pomini, A. M., & Silva, C. C. (2016). Phenolic compounds and anticancer activity of commercial sugarcane cultivated in Brazil. Anais da Academia Brasileira de Ciencias, 88(3), 1201–1209. https://doi.org/10.1590/0001-3765201620150349
  • Araújo, C. R. M., Santos, V. L. A., & Gonsalves, A. A. (2016). Acetilcolinesterase – AChE: Uma Enzima de Interesse Farmacológico. Revista Virtual de Quimica, 8(6), 1818–1834.
  • Ashal, T. F., Ifora, I., & Oktavia, S. (2020). Potential anti-inflammatory effects of Lantana camara L.: A review. International Research Journal of Pharmacy and Medical Sciences (IRJPMS), 3(6), 1–4.
  • Badawi, A., Halawany, M. E., & Latif, R. (2020). A pilot clinical study on thiamine hydrochloride as a new mosquito repellent: Determination of the minimum effective dose on human skin. Biological and Pharmaceutical Bulletin, 43(2), 284-2884. https://doi.org/10.1248/bpb.b19-00538
  • Bai, Q., Tan, S., Xu, T., Liu, H., Huang, J., & Yao, X. (2021). MolAICal: A soft tool for 3D drug design of protein targets by artificial intelligence and classical algorithm. Briefings in Bioinformatics, 22(3), 1–12. https://doi.org/10.1093/bib/bbaa161
  • Barua, A. K., Chakrabarti, P., Chowdhury, M. K., Basak, A., & Basu, K. (1976). The structure and stereochemistry of lantanilic acid, the β,β-dimethylacryloyl ester of lantaninilic acid, isolated from Lantana camara. Phytochemistry, 15(6), 987–989. https://doi.org/10.1016/S0031-9422(00)84386-1
  • Begum, S., Zehra, S. Q., & Siddiqui, B. S. (2008). Two new pentacyclic triterpenoids from Lantana camara Linn. Chemical & Pharmaceutical Bulletin, 56(9), 1317–1320. https://doi.org/10.1248/cpb.56.1317
  • Biovia. (2015). Dassault systemes BIOVIA, discovery studio modelling environment, Release 4.5. Accelrys Software Inc.
  • Bitencourt-Ferreira, G., & de Azevedo, W. F. (2018). Development of a machine-learning model to predict Gibbs free energy of binding for protein-ligand complexes. Biophysical Chemistry, 240, 63–69. https://doi.org/10.1016/j.bpc.2018.05.010
  • Bitencourt-Ferreira, G., & de Azevedo, W. F. (2019). Molegro virtual docker for docking. Methods in Molecular Biology (Clifton, N.J.), 2053, 149–167. https://doi.org/10.1007/978-1-4939-9752-7_10
  • Bland, J. M., & Altman, D. G. (1995). Tukey multiple comparison test. British Medical Journal Journal of Clinical Nursing, 170(8), 310.
  • Castro-Silva, E. S., Bello, M., Rosales-Hernández, M. C., Correa-Basurto, J., Hernández-Rodríguez, M., Villalobos-Acosta, D., Méndez-Méndez, J. V., Estrada-Pérez, A., Murillo-Álvarez, J., & Muñoz-Ochoa, M. (2021). Fucosterol from Sargassum horridum as an amyloid-beta (Aβ1-42) aggregation inhibitor: In vitro and in silico studies. Journal of Biomolecular Structure & Dynamics, 39(4), 1271–1283. https://doi.org/10.1080/07391102.2020.1729863
  • Cheatham, T. E., Miller, J. L., Fox, T., Darden, T. A., & Kollman, P. A. (1995). Molecular dynamics simulations on solvated biomolecular systems: The particle mesh Ewald method leads to stable trajectories of DNA, RNA, and proteins. Journal of the American Chemical Society, 117(14), 4193–4194. https://doi.org/10.1021/ja00119a045
  • Chen, F., Sun, H., Wang, J., Zhu, F., Liu, H., Wang, Z., Lei, T., Li, Y., & Hou, T. (2018). Assessing the performance of MM/PBSA and MM/GBSA methods. 8. Predicting binding free energies and poses of protein-RNA complexes. RNA (New York, N.Y.), 24(9), 1183–1194. https://doi.org/10.1261/rna.065896.118
  • Cheung, J., Rudolph, M. J., Burshteyn, F., Cassidy, M. S., Gary, E. N., Love, J., Franklin, M. C., & Height, J. J. (2012). Structures of human acetylcholinesterase in complex with pharmacologically important ligands. Journal of Medicinal Chemistry, 55(22), 10282–10286. https://doi.org/10.1021/jm300871x
  • Chiu, C. L., Lee, T. H., Shao, Y. Y., & Kuo, Y. H. (2008). Three new triterpenes from the roots of Rhus javanica L. var. roxburghiana. Journal of Asian Natural Products Research, 10(7), 684–688. https://doi.org/10.1080/10286020802016446
  • da Conceição, A. O., de Oliveira, F. F., de Oliveira, R. A., Junior, A. d. J. d. S., Takser, L., Reyes-Moreno, C., & Lafond, J. (2012). Lantana macrophylla Schauer (Verbenaceae) ethanolic extract induces activation of ERK1/2 and p38 MAPKs pathway and Ca 2+ imbalance in human trophoblasts derived cell lines. Food and Chemical Toxicology, 50(3–4), 1001–1012. https://doi.org/10.1016/j.fct.2011.12.021
  • Damuka, N., Kammari, K., Potshangbam, A. M., Rathore, R. S., Kondapi, A. K., & Vindal, V. (2020). Discovery of dual cation-π inhibitors of acetylcholinesterase: Design, synthesis and biological evaluation. Pharmacological Reports, 72(3), 705–718. https://doi.org/10.1007/s43440-020-00086-2
  • DasGupta, D., Mandalaparthy, V., & Jayaram, B. (2017). A component analysis of the free energies of folding of 35 proteins: A consensus view on the thermodynamics of folding at the molecular level. Journal of Computational Chemistry, 38(32), 2791–2801. https://doi.org/10.1002/jcc.25072
  • de Azevedo, W., Jr., & Dias, R. (2008). Computational methods for calculation of ligand-binding affinity. Current Drug Targets, 9(12), 1031–1039. https://doi.org/10.2174/138945008786949405
  • Duarte, A. M., Caixeirinho, D., Miguel, M. G., Sustelo, V., Nunes, C., Fernandes, M. M., & Marreiros, A. (2012). Organic acids concentration in citrus juice from conventional versus organic farming. Acta Horticulturae, 933(933), 601–606. https://doi.org/10.17660/ActaHortic.2012.933.78
  • Ellman, G. L., Courtney, K. D., Andres, V., & Feather-Stone, R. M. (1961). A new and rapid colorimetric determination of acetylcholinesterase activity. Biochemical Pharmacology, 7(2), 88–95. https://doi.org/10.1016/0006-2952(61)90145-9
  • Esteves, E. A., & Monteiro, J. B. R. (2001). Efeitos benéficos das isoflavonas de soja em doencas crônicas. Revista de Nutrição, 14(1), 43–52. https://doi.org/10.1590/S1415-52732001000100007
  • Fenclová, E., Albrecht, J., Harsa, P., & Jirák, R. (2020). Risk factors for Alzheimer’s disease. Ceska a Slovenska Psychiatrie, 116(2), 59–65. https://doi.org/10.15354/si.20.re036
  • Ferreira, L. G., Dos Santos, R. N., Oliva, G., & Andricopulo, A. D. (2015). Molecular docking and structure-based drug design strategies. Molecules (Basel, Switzerland), 20(7), 13384–13421. https://doi.org/10.3390/molecules200713384
  • Field, M. J., Albe, M., Bret, C., Proust-De Martin, F., & Thomas, A. (2000). The dynamo library for molecular simulations using hybrid quantum mechanical and molecular mechanical potentials. Journal of Computational Chemistry, 21(12), 1088–1100. https://doi.org/10.1002/1096-987X(200009)21:12<1088::AID-JCC5>3.0.CO;2-8
  • Francis, P. T., Palmer, A. M., Snape, M., & Wilcock, G. K. (1999). The cholinergic hypothesis of Alzheimer’s disease: A review of progress. Journal of Neurology, Neurosurgery, and Psychiatry, 66(2), 137–147. https://doi.org/10.1136/jnnp.66.2.137
  • Gang, Y., Eom, T. Y., Marasinghe, S. D., Lee, Y., Jo, E., & Oh, C. (2021). Optimising the DPPH assay for cell-free marine microorganism supernatants. Marine Drugs, 19(5), 256. https://doi.org/10.3390/md19050256
  • García, M. T. A., Aquino, D., Bouza, A., Grohar, M. C., Herrera Cano, A. N., Lafuente Díaz, M., Miguez, M. B., Scorza, V., & Chamer, M. (2019). Sistema reproductivo y biología floral de Lantana camara (Verbenaceae) en una población ribereña del Río de la Plata. Boletín de la Sociedad Argentina de Botánica, 54(1), 29–42. https://doi.org/10.31055/1851.2372.v54.n1.23578
  • Genheden, S., & Ryde, U. (2015). The MM/PBSA and MM/GBSA methods to estimate ligand-binding affinities. Expert Opinion on Drug Discovery, 10(5), 449–461. https://doi.org/10.1517/17460441.2015.1032936
  • Genheden, S., & Ryde, U. L. F. (2010). How to obtain statistically converged MM/GBSA results. Journal of Computational Chemistry, 31(4), 837–846. https://doi.org/10.1002/jcc.21366
  • Gibitz-Eisath, N., Eichberger, M., Gruber, R., Sturm, S., & Stuppner, H. (2018). Development and validation of a rapid ultra-high performance liquid chromatography diode array detector method for Verbena officinalis L. Journal of Pharmaceutical and Biomedical Analysis, 160, 160–167. https://doi.org/10.1016/j.jpba.2018.07.047
  • Gohlke, H., & Case, D. A. (2004). Converging free energy estimates: MM-PB(GB)SA studies on the protein-protein complex Ras-Raf. Journal of Computational Chemistry, 25(2), 238–250. https://doi.org/10.1002/jcc.10379
  • Gohlke, H., Kiel, C., & Case, D. A. (2003). Insights into protein-protein binding by binding free energy calculation and free energy decomposition for the Ras-Raf and Ras-RalGDS complexes. Journal of Molecular Biology, 330(4), 891–913. https://doi.org/10.1016/S0022-2836(03)00610-7
  • Halgren, T. A. (1996). Merck molecular force field. I. Basis, form, scope, parameterization, and performance of MMFF94. Journal of Computational Chemistry, 17(5–6), 490–519. https://doi.org/10.1002/(SICI)1096-987X(199604)17:5/6<490::AID-JCC1>3.0.CO;2-P
  • Han, L., Boakye-Yiadom, M., Liu, E., Zhang, Y., Li, W., Song, X., Fu, F., & Gao, X. (2012). Structural characterisation and identification of phenylethanoid glycosides from cistanches deserticola Y.C. Ma by UHPLC/ESI-QTOF-MS/MS. Phytochemical Analysis : PCA, 23(6), 668–676. https://doi.org/10.1002/pca.2371
  • Hansson, T., Oostenbrink, C., & Van Gunsteren, W. F. (2002). Molecular dynamics simulations. Current Opinion in Structural Biology, 12(2), 190–196. https://doi.org/10.1016/S0959-440X(02)00308-1
  • Hanwell, M. D., Curtis, D. E., Lonie, D. C., Vandermeersch, T., Zurek, E., & Hutchison, G. R. (2012). Avogadro: An advanced semantic chemical editor, visualization, and analysis platform. Journal of Cheminformatics, 4(1), 17. 17. https://doi.org/10.1186/1758-2946-4-17
  • Hao, H., Cui, N., Wang, G., Xiang, B., Liang, Y., Xu, X., Zhang, H., Yang, J., Zheng, C., Wu, L., Gong, P., & Wang, W. (2008). Global detection and identification of nontarget components from herbal preparations by liquid chromatography hybrid ion trap time-of-flight mass spectrometry and a strategy. Analytical Chemistry, 80(21), 8187–8194. https://doi.org/10.1021/ac801356s
  • Hegazi, A. G., & Abd El Hady, F. K. (2002). Egyptian propolis: 3. Antioxidant, antimicrobial activities and chemical composition of propolis from reclaimed lands. Zeitschrift Für Naturforschung C, 57(3-4), 395–402. https://doi.org/10.1515/znc-2002-3-432
  • Hess, B., Bekker, H., Berendsen, H., J., C., & Fraaije, J. G. E. M. (1997). LINCS: A linear constraint solver for molecular simulations. Journal of Computational Chemistry, 18(12), 1463–1472. https://doi.org/10.1002/(SICI)1096-987X(199709)18:12<1463::AID-JCC4>3.0.CO;2-H
  • Hiremath, K. Y., Jagadeesh, N., Belur, S., Kulkarni, S. S., & Inamdar, S. R. (2020). A lectin with anti-microbial and anti proliferative activities from Lantana camara, a medicinal plant. Protein Expression and Purification, 170, 105574. https://doi.org/10.1016/j.pep.2020.105574
  • Humphrey, W., Dalke, A., & Schulten, K. (1996). VMD: Visual molecular dynamics. Journal of Molecular Graphics, 14(1), 33–38. https://doi.org/10.1016/0263-7855(96)00018-5
  • Jensen, W. B. (2007). The origin of the names malic, maleic, and malonic acid. Journal of Chemical Education, 84(6), 924. https://doi.org/10.1021/ed084p924
  • Jorgensen, W. L., Chandrasekhar, J., Madura, J. D., Impey, R. W., & Klein, M. L. (1983). Comparison of simple potential functions for simulating liquid water. The Journal of Chemical Physics, 79(2), 926–935. https://doi.org/10.1063/1.445869
  • Kim, K. H., Kim, S., Jung, M. Y., Ham, I. H., & Whang, W. K. (2009). Anti-inflammatory phenylpropanoid glycosides from Clerodendron trichotomum leaves. Archives of Pharmacal Research, 32(1), 7–13. https://doi.org/10.1007/s12272-009-1112-6
  • Lengauer, T., Lemmen, C., Rarey, M., & Zimmermann, M. (2004). Novel technologies for virtual screening. Drug Discovery Today. 9(1), 27–34. https://doi.org/10.1016/S1359-6446(04)02939-3
  • Li, H., Yao, W., Liu, Q., Xu, J., Bao, B., Shan, M., Cao, Y., Cheng, F., Ding, A., & Zhang, L. (2017). Application of UHPLC-ESI-Q-TOF-MS to identify multiple constituents in processed products of the herbal medicine ligustri lucidi fructus. Molecules, 22(5), 689–614. https://doi.org/10.3390/molecules22050689
  • Maia, S. G. C., & Cavalheiro, A. P. (2019). Plantas tóxicas ocorrentes nos domicílios da região de fronteira Brasil/Paraguai. Ethnoscientia, 4(1), 1–7. https://doi.org/10.22276/ethnoscientia.v4i1.249
  • Makboul, M. A., Attia, A. A., Farag, S. F., Mohamed, N. M., Ross, S. A., Takaya, Y., & Niwa, M. (2013). A new pentacyclic triterpenoid from the leaves of Lantana montevidensis (Spreng.) Briq. Natural Product Research, 27(21), 2046–2052. https://doi.org/10.1080/14786419.2013.824443
  • Marchetti, L., Pellati, F., Graziosi, R., Brighenti, V., Pinetti, D., & Bertelli, D. (2019). Identification and determination of bioactive phenylpropanoid glycosides of Aloysia polystachya (Griseb. et Moldenke) by HPLC-MS. Journal of Pharmaceutical and Biomedical Analysis, 166, 364–370. https://doi.org/10.1016/j.jpba.2019.01.033
  • Meyer, B., Ferrigni, N., Putnam, J., Jacobsen, L., Nichols, D., & McLaughlin, J. (1982). Brine shrimp: A convenient general bioassay for active plant constituents. Planta Medica, 45(5), 31–34. https://doi.org/10.1055/s-2007-971236
  • Mohammad-Beigi, H., Aliakbari, F., Sahin, C., Lomax, C., Tawfike, A., Schafer, N. P., Amiri-Nowdijeh, A., Eskandari, H., Møller, I. M., Hosseini-Mazinani, M., Christiansen, G., Ward, J. L., Morshedi, D., & Otzen, D. E. (2019). Oleuropein derivatives from olive fruit extracts reduce – Synuclein fibrillation and oligomer toxicity. Journal of Biological Chemistry, 294(11), 4215–4232. https://doi.org/10.1074/jbc.RA118.005723
  • Morris, G. M., Huey R Fau-Lindstrom, W., Lindstrom W Fau-Sanner, M. F., Sanner Mf Fau-Belew, R. K., Belew Rk Fau-Goodsell, D. S., Goodsell Ds Fau-Olson, A. J., Olson, A. J., & Chem, J. C. (2009). AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility. Journal of Computational Chemistry, 30(16), 2785–2791.
  • Mossé, Y. P., Laudenslager, M., Longo, L., Cole, K. A., Wood, A., Attiyeh, E. F., Laquaglia, M. J., Sennett, R., Lynch, J. E., Perri, P., Laureys, G., Speleman, F., Kim, C., Hou, C., Hakonarson, H., Torkamani, A., Schork, N. J., Brodeur, G. M., Tonini, G. P., … Maris, J. M. (2008). Identification of ALK as a major familial neuroblastoma predisposition gene. Nature, 455(7215), 930–935. https://doi.org/10.1038/nature07261
  • Nascimenlo, J. E., Melo, A., F. M., Lima E Silva, T. C., Veras Filho, J., Santos, E. M., Albuquerque, U. P., Amorim,., & E., L. C. (2008). Estudo Fitoquímico e bioensaio toxicológico frentea larvasde Artemia salina Leach.detrěs espécies medicinais do gěnero Phyllanthus (Phyllanthaceae). Revista de Ciencias Farmaceuticas Basica e Aplicada, 29(2), 143–148.
  • O’Boyle, N. M., Banck, M., James, C. A., Morley, C., Vandermeersch, T., & Hutchison, G. R. (2011). Open Babel: An open chemical toolbox. Journal of Cheminformatics, 3(10), 33–14. https://doi.org/10.1186/1758-2946-3-33
  • Olazaran, J., & Garcia, G. (2002). Galantamina, un nuevo colinergico para la enfermedad de Alzheimer [Galantamine: A novel cholinergic agent for Alzheimer’s disease]. Neurologia, 17(8), 429–436 (in Spanish).
  • Patil, S. P., Kumbhar, S. T., & Ambhore, V. (2017). Evaluation of unsaponified petroleum ether extract of Lantana camara L. leaves for antioxidant activity and oxidative stability. Indian Journal of Pharmaceutical Education and Research, 51(4), 692–699. https://doi.org/10.5530/ijper.51.4.102
  • Pereira, A. M. (2005). Toxicidade de Lantana camara (Verbenaceae) em operárias de Apis mellifera (Hymenoptera: Apidae). Aleph, Universidade Estadual Paulista.
  • Phillips, J. C., Braun, R., Wang, W., Gumbart, J., Tajkhorshid, E., Villa, E., Chipot, C., Skeel, R. D., Kalé, L., & Schulten, K. (2005). Scalable molecular dynamics with NAMD. Journal of Computational Chemistry, 26(16), 1781–1802. https://doi.org/10.1002/jcc.20289
  • Querfurth, H. W., & LaFerla, F. M. (2010). Alzherimer’s disease: The many paths to brain failure supplementary appendix. The New England Journal of Medicine, 362(4), 329–344. https://doi.org/10.1056/NEJMra0909142
  • Radunz, C. L., Okuyama, C. E., Branco-Barreiro, F. C. A., Pereira, R. M. S., & Diniz, S. N. (2020). Clinical randomized trial study of hearing aids effectiveness in association with Ginkgo biloba extract (EGb 761) on tinnitus improvement. Brazilian Journal of Otorhinolaryngology, 86(6), 734–742. https://doi.org/10.1016/j.bjorl.2019.05.003
  • Rhee, I. K., Van De Meent, M., Ingkaninan, K., & Verpoorte, R. (2001). Screening for acetylcholinesterase inhibitors from amaryllidaceae using silica gel thin-layer chromatography in combination with bioactivity staining. Journal of Chromatography. A, 915(1-2), 217–223. https://doi.org/10.1016/S0021-9673(01)00624-0
  • Ross, G. J. S., & Finney, D. J. (1972). Probit Analysis. The Statistician, 21(3), 222. https://doi.org/10.2307/2986688
  • Ryckaert, J. P., Ciccotti, G., & Berendsen, H. J. C. (1977). Numerical integration of the cartesian equations of motion of a system with constraints: Molecular dynamics of n-alkanes. Journal of Computational Physics, 23(3), 327–341. https://doi.org/10.1016/0021-9991(77)90098-5
  • Sánchez-Marzo, N., Lozano-Sánchez, J., Cádiz-Gurrea, M., de la, L., Herranz-López, M., Micol, V., & Segura-Carretero, A. (2019). Relationships between chemical structure and antioxidant activity of isolated phytocompounds from lemon verbena. Antioxidants, 8(8), 324–320. https://doi.org/10.3390/antiox8080324
  • Satyal, P., Crouch, R. A., Monzote, L., Cos, P., Awadh Ali, N. A., Alhaj, M. A., & Setzer, W. N. (2016). The chemical diversity of Lantana camara: Analyses of essential oil samples from Cuba, Nepal, and Yemen. Chemistry & Biodiversity, 13(3), 336–342. https://doi.org/10.1002/cbdv.201500271
  • Schneider, J. A., Arvanitakis, Z., Leurgans, S. E., & Bennett, D. A. (2009). The neuropathology of probable Alzheimer disease and mild cognitive impairment. Annals of Neurology, 66(2), 200–208. https://doi.org/10.1002/ana.21706
  • Shityakov, S., & Foerster, C. (2014). In silico predictive model to determine vector-mediated transport properties for the blood-brain barrier choline transporter. Advances and Applications in Bioinformatics and Chemistry, 2014(7), 23–36.https://doi.org/10.2147/AABC.S63749
  • Sutanto, H., Lyon, A., Lumens, J., Schotten, U., Dobrev, D., & Heijman, J. (2020). Cardiomyocyte calcium handling in health and disease: Insights from in vitro and in silico studies. Progress in Biophysics and Molecular Biology, 157, 54–75. https://doi.org/10.1016/j.pbiomolbio.2020.02.008
  • Tao, X., Huang, Y., Wang, C., Chen, F., Yang, L., Ling, L., Che, Z., & Chen, X. (2020). Recent developments in molecular docking technology applied in food science: A review. In International Journal of Food Science and Technology, 55(1), 33-45. https://doi.org/10.1111/ijfs.14325
  • Tepe, B., Daferera, D., Sokmen, A., Sokmen, M., & Polissiou, M. (2005). Antimicrobial and antioxidant activities of the essential oil and various extracts of Salvia tomentosa Miller (Lamiaceae). Food Chemistry, 90(3), 333–340. https://doi.org/10.1016/j.foodchem.2003.09.013
  • Thomsen, R., & Christensen, M. H. (2006). MolDock: A new technique for high-accuracy molecular docking. Journal of Medicinal Chemistry, 49(11), 3315–3321. https://doi.org/10.1021/jm051197e
  • Thorel, E., Clergeaud, F., Jaugeon, L., Rodrigues, A. M. S., Lucas, J., Stien, D., & Lebaron, P. (2020). Effect of 10 UV filters on the brine shrimp Artemia salina and themarinemicroalga Tetraselmis sp. Toxics, 8(2), 29. https://doi.org/10.3390/toxics8020029
  • Trott, O., & Olson, A. J. (2010). AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading. Journal of Computational Chemistry, 31(2), 455–461. https://doi.org/10.1002/jcc.21334
  • Tumskiy, R. S., & Tumskaia, A. V. (2021). Multistep rational molecular design and combined docking for discovery of novel classes of inhibitors of SARS-CoV-2 main protease 3CLpro. Chemical Physics Letters, 780, 138894. https://doi.org/10.1016/j.cplett.2021.138894
  • Turner, P. (2005). XMGRACE, Version 5.1. 19. Center for Coastal and Land-Margin Research, Oregon Graduate Institute of Science and Technology.
  • Wang, C., Greene, D., Xiao, L., Qi, R., & Luo, R. (2017). Recent developments and applications of the MMPBSA method. Frontiers in Molecular Biosciences, 4(87), 87–18. https://doi.org/10.3389/fmolb.2017.00087
  • Wu, J., Hu, B., Lu, S., Duan, R., Deng, H., Li, L., He, L., Zhao, Y., Wang, J., & Yu, Z. (2022). Identification of raloxifene as a novel α-glucosidase inhibitor using a systematic drug repurposing approach in combination with cross molecular docking-based virtual screening and experimental verification. Carbohydrate Research, 511, 108478. https://doi.org/10.1016/j.carres.2021.108478
  • Yan, J., Zhang, G., Pan, J., & Wang, Y. (2014). α-Glucosidase inhibition by luteolin: Kinetics, interaction and molecular docking. International Journal of Biological Macromolecules, 64, 213–223. https://doi.org/10.1016/j.ijbiomac.2013.12.007
  • Yousef, M., Showe, L., & Showe, M. (2009). A study of microRNAs in silico and in vivo: Bioinformatics approaches to microRNA discovery and target identification. The FEBS Journal, 276(8), 2150–2156. https://doi.org/10.1111/j.1742-4658.2009.06933.x

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