{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,25]],"date-time":"2026-08-25T17:24:18Z","timestamp":1787678658639,"version":"build-2784847793"},"reference-count":55,"publisher":"Wiley","issue":"1","license":[{"start":{"date-parts":[[2020,10,4]],"date-time":"2020-10-04T00:00:00Z","timestamp":1601769600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Archiv der Pharmazie"],"published-print":{"date-parts":[[2021,1]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>In continuation of our previous work on cancer and inflammation, 15 novel pyrazole\u2013pyrazoline hybrids (<jats:bold>WSPP1<\/jats:bold>\u2013<jats:bold>15<\/jats:bold>) were synthesized and fully characterized. The formation of the pyrazoline ring was confirmed by the appearance of three doublets of doublets in <jats:sup>1<\/jats:sup>H nuclear magnetic resonance spectra exhibiting an AMX pattern for three protons (H<jats:sub>A<\/jats:sub>, H<jats:sub>M<\/jats:sub>, and H<jats:sub>X<\/jats:sub>) of the pyrazoline ring. All the synthesized compounds were screened for their in vitro anticancer activity against five cell lines, that is, MCF\u20107, A549, SiHa, COLO205, and HepG2 cells, using the MTT growth inhibition assay. 5\u2010Fluorouracil was taken as the positive control in the study. It was observed that, among them, <jats:bold>WSPP11<\/jats:bold> was found to be active against A549, SiHa, COLO205, and HepG2 cells, with IC<jats:sub>50<\/jats:sub> values of 4.94, 4.54, 4.86, and 2.09\u2009\u00b5M. All the derivatives were also evaluated for their cytotoxicity against HaCaT cells. <jats:bold>WSPP11<\/jats:bold> was also found to be nontoxic against normal cells (cell line HaCaT), with an IC<jats:sub>50<\/jats:sub> value of more than 50\u2009\u00b5M. The derivatives were also evaluated for their in vitro anti\u2010inflammatory activity by the protein (egg albumin) denaturation assay and the red blood cell membrane stabilizing assay, using diclofenac sodium and celecoxib as standard. Compounds that showed significant anticancer and anti\u2010inflammatory activities were further studied for COX\u20102 inhibition. The manifestation of a higher COX\u20102 selectivity index of <jats:bold>WSPP11<\/jats:bold> as compared with other derivatives and an in vitro anticancer activity against four cell lines further established that compounds that were more selective toward COX\u20102 also exhibited a better spectrum of activity against various cancer cell lines.<\/jats:p>","DOI":"10.1002\/ardp.202000116","type":"journal-article","created":{"date-parts":[[2020,10,5]],"date-time":"2020-10-05T06:40:21Z","timestamp":1601880021000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":46,"title":["Design and synthesis of pyrazole\u2013pyrazoline hybrids as cancer\u2010associated selective COX\u20102 inhibitors"],"prefix":"10.1002","volume":"354","author":[{"given":"Wasim","family":"Akhtar","sequence":"first","affiliation":[{"name":"Drug Design and Medicinal Chemistry Laboratory Jamia Hamdard New Delhi India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Akranth","family":"Marella","sequence":"additional","affiliation":[{"name":"Fryer Global Regulatory Solutions and Services Hyderabad Telangana India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6420-8757","authenticated-orcid":false,"given":"Mohammad Mumtaz","family":"Alam","sequence":"additional","affiliation":[{"name":"Drug Design and Medicinal Chemistry Laboratory Jamia Hamdard New Delhi India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mohemmed F.","family":"Khan","sequence":"additional","affiliation":[{"name":"Drug Design and Medicinal Chemistry Laboratory Jamia Hamdard New Delhi India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4380-3965","authenticated-orcid":false,"given":"Mymoona","family":"Akhtar","sequence":"additional","affiliation":[{"name":"Drug Design and Medicinal Chemistry Laboratory Jamia Hamdard New Delhi India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tariq","family":"Anwer","sequence":"additional","affiliation":[{"name":"Department of Pharmacology, College of Pharmacy Jazan University Gizan Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Farah","family":"Khan","sequence":"additional","affiliation":[{"name":"Department of Biochemistry Jamia Hamdard New Delhi India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Md.","family":"Naematullah","sequence":"additional","affiliation":[{"name":"Department of Biochemistry Jamia Hamdard New Delhi India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Faizul","family":"Azam","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry &amp; Pharmacognosy, Unaizah College of Pharmacy Qassim University Unaizah Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Moshahid A.","family":"Rizvi","sequence":"additional","affiliation":[{"name":"The Genome Biology Lab Jamia Millia Islamia New Delhi India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3801-2782","authenticated-orcid":false,"given":"Mohammad","family":"Shaquiquzzaman","sequence":"additional","affiliation":[{"name":"Drug Design and Medicinal Chemistry Laboratory Jamia Hamdard New Delhi India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,10,4]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/ijc.31937"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.3322\/caac.21551"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0140-6736(00)04046-0"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1159\/000092961"},{"key":"e_1_2_7_6_1","first-page":"854","volume":"63","author":"Maeda H.","year":"1998","journal-title":"Biochemistry"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1158\/1055-9965.EPI-05-0316"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41416-019-0458-x"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.2174\/1381612033454054"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1146\/annurev.med.53.082901.103952"},{"key":"e_1_2_7_11_1","doi-asserted-by":"crossref","first-page":"5683","DOI":"10.1002\/jcp.27411","volume":"234","author":"Hashemi N. 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