{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T13:40:43Z","timestamp":1760190043058,"version":"build-2065373602"},"reference-count":43,"publisher":"MDPI AG","issue":"12","license":[{"start":{"date-parts":[[2019,6,18]],"date-time":"2019-06-18T00:00:00Z","timestamp":1560816000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100007776","name":"Pontificia Universidad Cat\u00f3lica de Valpara\u00edso","doi-asserted-by":"publisher","award":["039.331\/2016 and 039.429\/2017"],"award-info":[{"award-number":["039.331\/2016 and 039.429\/2017"]}],"id":[{"id":"10.13039\/501100007776","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Quinones and nitrogen heterocyclic moieties have been recognized as important pharmacophores in the development of antitumor agents. This study aimed to establish whether there was any correlation between the in silico predicted parameters and the in vitro antiproliferative activity of a family of benzoindazolequinones (BIZQs), and to evaluate overexpressed proteins in human cancer cells as potential biomolecular targets of these compounds. For this purpose, this study was carried out using KATO-III and MCF-7 cell lines as in vitro models. Docking results showed that these BIZQs present better binding energies (\u0394Gbin) values for cyclooxygenase-2 (COX-2) than for other cancer-related proteins. The predicted \u2206Gbin values of these BIZQs, classified in three series, positively correlated with IC50 measured in both cell lines (KATO-III: 0.72, 0.41, and 0.90; MCF-7: 0.79, 0.55, and 0.87 for Series I, II, and III, respectively). The results also indicated that compounds 2a, 2c, 6g, and 6k are the most prominent BIZQs, because they showed better IC50 and \u2206Gbin values than the other derivatives. In silico drug absorption, distribution, metabolism, and excretion (ADME) properties of the three series were also analyzed and showed that several BIZQs could be selected as potential candidates for cancer pre-clinical assays.<\/jats:p>","DOI":"10.3390\/molecules24122261","type":"journal-article","created":{"date-parts":[[2019,6,19]],"date-time":"2019-06-19T02:42:46Z","timestamp":1560912166000},"page":"2261","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Antiproliferative Benzoindazolequinones as Potential Cyclooxygenase-2 Inhibitors"],"prefix":"10.3390","volume":"24","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7607-8731","authenticated-orcid":false,"given":"Aurora","family":"Molinari","sequence":"first","affiliation":[{"name":"Instituto de Qu\u00edmica, Facultad de Ciencias, Pontificia Universidad Cat\u00f3lica de Valpara\u00edso, Valpara\u00edso 2373223, Chile"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alfonso","family":"Oliva","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Facultad de Ciencias, Pontificia Universidad Cat\u00f3lica de Valpara\u00edso, Valpara\u00edso 2373223, Chile"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8738-7476","authenticated-orcid":false,"given":"Marlene","family":"Arismendi-Macuer","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Facultad de Ciencias, Pontificia Universidad Cat\u00f3lica de Valpara\u00edso, Valpara\u00edso 2373223, Chile"},{"name":"Centro de Bioinform\u00e1tica y Biolog\u00eda Integrativa, Facultad de Ciencias de la Vida, Universidad Nacional Andr\u00e9s Bello, Santiago 8370146, Chile"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Leda","family":"Guzm\u00e1n","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Facultad de Ciencias, Pontificia Universidad Cat\u00f3lica de Valpara\u00edso, Valpara\u00edso 2373223, Chile"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1182-0253","authenticated-orcid":false,"given":"Waldo","family":"Acevedo","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Facultad de Ciencias, Pontificia Universidad Cat\u00f3lica de Valpara\u00edso, Valpara\u00edso 2373223, Chile"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Daniel","family":"Aguayo","sequence":"additional","affiliation":[{"name":"Centro de Bioinform\u00e1tica y Biolog\u00eda Integrativa, Facultad de Ciencias de la Vida, Universidad Nacional Andr\u00e9s Bello, Santiago 8370146, Chile"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4719-8910","authenticated-orcid":false,"given":"Ra\u00fal","family":"Vinet","sequence":"additional","affiliation":[{"name":"Laboratorio de Farmacolog\u00eda, Centro de Micro Bioinnovaci\u00f3n, Facultad de Farmacia, Universidad de Valpara\u00edso, Valpara\u00edso 2360102, Chile"},{"name":"Centro Regional de Estudios en Alimentos Saludables (CREAS), Valpara\u00edso 2362696, Chile"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0578-0611","authenticated-orcid":false,"given":"Arturo","family":"San Feliciano","sequence":"additional","affiliation":[{"name":"Departamento de Ciencias Farmac\u00e9uticas-Qu\u00edmica Farmac\u00e9utica, Facultad de Farmacia, CIETUS, IBSAL, Universidad de Salamanca, 37007 Salamanca, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2019,6,18]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"394","DOI":"10.3322\/caac.21492","article-title":"Global cancer statistics 2018: GLOBOCAN estimates of incidence and mortality worldwide for 36 cancers in 185 countries","volume":"68","author":"Bray","year":"2018","journal-title":"Cancer J. 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