{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,2,21]],"date-time":"2025-02-21T11:05:18Z","timestamp":1740135918833,"version":"3.37.3"},"reference-count":61,"publisher":"Oxford University Press (OUP)","issue":"7","license":[{"start":{"date-parts":[[2020,7,1]],"date-time":"2020-07-01T00:00:00Z","timestamp":1593561600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/academic.oup.com\/journals\/pages\/open_access\/funder_policies\/chorus\/standard_publication_model"}],"funder":[{"DOI":"10.13039\/501100003141","name":"Consejo Nacional de Ciencia y Tecnolog\u00eda","doi-asserted-by":"publisher","award":["254600"],"award-info":[{"award-number":["254600"]}],"id":[{"id":"10.13039\/501100003141","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100007774","name":"ICyTDF","doi-asserted-by":"publisher","award":["ICyTDF\/45\/2012"],"award-info":[{"award-number":["ICyTDF\/45\/2012"]}],"id":[{"id":"10.13039\/100007774","id-type":"DOI","asserted-by":"publisher"}]},{"name":"COFAA-SIP\/IPN","award":["20200104","20196684","20195089"],"award-info":[{"award-number":["20200104","20196684","20195089"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2020,7,1]]},"abstract":"<jats:title>Abstract<\/jats:title>\n               <jats:sec>\n                  <jats:title>Objectives<\/jats:title>\n                  <jats:p>N-(2-hydroxyphenyl)-2-propylpentanamide (HO-AAVPA), a derivative of valproic acid (VPA), has been proposed as a potential anticancer agent due to its improved antiproliferative effects in some cancer cell lines. Although there is evidence that VPA is metabolized by cytochrome P450 2C11 rat isoform, HO-AAVPA CYP-mediated metabolism has not yet been fully explored. Therefore, in this work, the biotransformation of HO-AAVPA by CYP2C11 was investigated.<\/jats:p>\n               <\/jats:sec>\n               <jats:sec>\n                  <jats:title>Methods<\/jats:title>\n                  <jats:p>Kinetic parameters and spectral interaction between HO-AAVPA and CYP were evaluated using rat liver microsomes. The participation of CYP2C11 in metabolism of HO-AAVPA was confirmed by cimetidine (CIM) inhibition assay. Docking and molecular dynamics simulations coupled to MMGBSA methods were used in theoretical study.<\/jats:p>\n               <\/jats:sec>\n               <jats:sec>\n                  <jats:title>Key findings<\/jats:title>\n                  <jats:p>HO-AAVPA is metabolized by CYP enzymes (KM = 38.94 \u00b5m), yielding a hydroxylated metabolite according to its HPLC retention time (5.4 min) and MS analysis (252.2 m\/z). In addition, CIM inhibition in rat liver microsomes (Ki = 59.23 \u00b5m) confirmed that CYP2C11 is mainly involved in HO-AAVPA metabolism. Furthermore, HO-AAVPA interacts with CYP2C11 as a type I ligand. HO-AAVPA is stabilized at the CYP2C11 ligand recognition site through a map of interactions similar to other typical CYP2C11 substrates.<\/jats:p>\n               <\/jats:sec>\n               <jats:sec>\n                  <jats:title>Conclusion<\/jats:title>\n                  <jats:p>Therefore, rat liver CYP2C11 isoform is able to metabolize HO-AAVPA.<\/jats:p>\n               <\/jats:sec>","DOI":"10.1111\/jphp.13270","type":"journal-article","created":{"date-parts":[[2020,4,20]],"date-time":"2020-04-20T00:10:15Z","timestamp":1587341415000},"page":"938-955","source":"Crossref","is-referenced-by-count":7,"title":["Exploring the biotransformation of <i>N<\/i>-(2-hydroxyphenyl)-2-propylpentanamide (an aryl valproic acid derivative) by CYP2C11, using <i>in silico<\/i> predictions and <i>in vitro<\/i> studies"],"prefix":"10.1093","volume":"72","author":[{"given":"Jessica Elena","family":"Mendieta-Wejebe","sequence":"first","affiliation":[{"name":"Laboratorio de Biof\u00edsica y Biocat\u00e1lisis, Escuela Superior de Medicina, Instituto Polit\u00e9cnico Nacional , Ciudad de M\u00e9xico,","place":["M\u00e9xico"]}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Arianna","family":"Silva-Trujillo","sequence":"additional","affiliation":[{"name":"Laboratorio de Biof\u00edsica y Biocat\u00e1lisis, Escuela Superior de Medicina, Instituto Polit\u00e9cnico Nacional , Ciudad de M\u00e9xico,","place":["M\u00e9xico"]}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Martiniano","family":"Bello","sequence":"additional","affiliation":[{"name":"Laboratorio de Dise\u00f1o y Desarrollo de Nuevos F\u00e1rmacos e Innovaci\u00f3n Biotecnol\u00f3gica (Laboratory for the Design and Development of New Drugs and Biotechnological Innovation), Escuela Superior de Medicina, Instituto Polit\u00e9cnico Nacional , Ciudad de M\u00e9xico,","place":["M\u00e9xico"]}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Humberto 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