{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,30]],"date-time":"2025-11-30T22:07:53Z","timestamp":1764540473041,"version":"build-2065373602"},"reference-count":56,"publisher":"MDPI AG","issue":"1","license":[{"start":{"date-parts":[[2024,1,3]],"date-time":"2024-01-03T00:00:00Z","timestamp":1704240000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Vicerrector\u00eda de Investigaci\u00f3n y Estudios de Posgrado (VIEP-BUAP, Mexico)","award":["100517029-VIEP2023 project","BUAP-CA-263"],"award-info":[{"award-number":["100517029-VIEP2023 project","BUAP-CA-263"]}]},{"name":"PRODEP Academic Group (SEP, Mexico)","award":["100517029-VIEP2023 project","BUAP-CA-263"],"award-info":[{"award-number":["100517029-VIEP2023 project","BUAP-CA-263"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Computation"],"abstract":"<jats:p>In the search to cover the urgent need to combat infectious diseases, natural products have gained attention in recent years. The caespitate molecule, isolated from the plant Helichrysum caespititium of the Asteraceae family, is used in traditional African medicine. Caespitate is an acylphloroglucinol with biological activity. Acylphloroglucinols have attracted attention for treating tuberculosis due to their structural characteristics, highlighting the stabilizing effect of their intramolecular hydrogen bonds (IHBs). In this work, a conformational search for the caespitate was performed using the MM method. Posteriorly, DFT calculations with the APFD functional were used for full optimization and vibrational frequencies, obtaining stable structures. A population analysis was performed to predict the distribution of the most probable conformers. The calculations were performed in the gas phase and solution using the implicit SMD model for water, chloroform, acetonitrile, and DMSO solvents. Additionally, the multiscale ONIOM QM1\/QM2 model was used to simulate the explicit solvent. The implicit and explicit solvent effects were evaluated on the global reactivity indexes using the conceptual-DFT approach. In addition, the QTAIM approach was applied to analyze the properties of the IHBs of the most energetically and populated conformers. The obtained results indicated that the most stable and populated conformer is in the gas phase, and chloroform has an extended conformation. However, water, acetonitrile, and DMSO have a hairpin shape. The optimized structures are well preserved in explicit solvent and the interaction energies for the IHBs were lower in explicit than implicit solvents due to non-covalent interactions formed between the solvent molecules. Finally, both methodologies, with implicit and explicit solvents, were validated with 1H and 13C NMR experimental data. In both cases, the results agreed with the experimental data reported in the CDCl3 solvent.<\/jats:p>","DOI":"10.3390\/computation12010005","type":"journal-article","created":{"date-parts":[[2024,1,3]],"date-time":"2024-01-03T03:18:07Z","timestamp":1704251887000},"page":"5","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Implicit and Explicit Solvent Effects on the Global Reactivity and the Density Topological Parameters of the Preferred Conformers of Caespitate"],"prefix":"10.3390","volume":"12","author":[{"given":"Andrea","family":"Moreno-Ceballos","sequence":"first","affiliation":[{"name":"Laboratorio de Qu\u00edmica Te\u00f3rica, Centro de Investigaci\u00f3n, Departamento de Fisicoqu\u00edmica, Facultad de Ciencias Qu\u00edmicas, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, Edif. FCQ10, 22 Sur y San Claudio, Ciudad Universitaria, Col. San Manuel, Puebla 72570, Mexico"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1716-7707","authenticated-orcid":false,"given":"Mar\u00eda Eugenia","family":"Castro","sequence":"additional","affiliation":[{"name":"Centro de Qu\u00edmica, Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, Complejo de Ciencias, ICUAP, Edif. IC10, 22 Sur y San Claudio, Ciudad Universitaria, Col. San Manuel, Puebla 72570, Mexico"}]},{"given":"Norma A.","family":"Caballero","sequence":"additional","affiliation":[{"name":"Facultad de Ciencias Biol\u00f3gicas, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, Edif. BIO1, 22 Sur y San Claudio, Ciudad Universitaria, Col. San Manuel, Puebla 72570, Mexico"}]},{"given":"Liliana","family":"Mammino","sequence":"additional","affiliation":[{"name":"Faculty of Science, Engineering and Agriculture, University of Venda, Thohoyandou 0950, South Africa"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5796-0649","authenticated-orcid":false,"given":"Francisco J.","family":"Melendez","sequence":"additional","affiliation":[{"name":"Laboratorio de Qu\u00edmica Te\u00f3rica, Centro de Investigaci\u00f3n, Departamento de Fisicoqu\u00edmica, Facultad de Ciencias Qu\u00edmicas, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, Edif. FCQ10, 22 Sur y San Claudio, Ciudad Universitaria, Col. San Manuel, Puebla 72570, Mexico"}]}],"member":"1968","published-online":{"date-parts":[[2024,1,3]]},"reference":[{"doi-asserted-by":"crossref","unstructured":"Rolnik, A., and Olas, B. (2021). The Plants of the Asteraceae Family as Agents in the Protection of Human Health. Int. J. Mol. 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