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Three new and one known pyrazoline derivatives were also synthesized from the reactions of the benzonorbornadiene with nitrile imines formed from the corresponding compounds. The synthesized nitrogen\u2010based novel heterocyclic compounds were evaluated against the human carbonic anhydrase isoenzymes I and II (hCA I and hCA II), acetylcholinesterase (AChE), and butyrylcholinesterase (BChE) enzymes. The synthesized nitrogen\u2010based novel heterocyclic compounds showed IC<jats:sub>50<\/jats:sub> values in the range of 2.69\u20137.01 against hCA I, 2.40\u20134.59 against hCA II, 0.81\u20131.32\u2009\u00b5M against AChE, and 20.83\u20131.70\u2009\u00b5M against BChE enzymes. On the contrary, nitrogen\u2010based novel heterocyclic compounds demonstrated <jats:italic>K<\/jats:italic><jats:sub>i<\/jats:sub> values between 2.93\u2009\u00b1\u20090.59\u20138.61\u2009\u00b1\u20091.39 against hCA I, 2.05\u2009\u00b1\u20090.62\u20134.97\u2009\u00b1\u20090.95 against hCA II, 0.34\u2009\u00b1\u20090.02\u20130.92\u2009\u00b1\u20090.17\u2009nM against AChE, and 0.50\u2009\u00b1\u20090.04\u20131.20\u2009\u00b1\u20090.16\u2009\u00b5M against BChE enzymes. The synthesized nitrogen\u2010based novel heterocyclic compounds exhibited effective inhibition profiles against both indicated metabolic enzymes. These results may contribute to the development of new drugs particularly to treat some disorders, which are widespread\u00a0in the world including glaucoma and Alzheimer's diseases.<\/jats:p>","DOI":"10.1002\/jbt.22952","type":"journal-article","created":{"date-parts":[[2021,11,16]],"date-time":"2021-11-16T09:25:49Z","timestamp":1637054749000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Synthesis and some enzyme inhibition effects of isoxazoline and pyrazoline derivatives including benzonorbornene unit"],"prefix":"10.1002","volume":"36","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3966-5918","authenticated-orcid":false,"given":"Mirali A.","family":"Yavari","sequence":"first","affiliation":[{"name":"Department of Chemistry, Faculty of Science Atat\u00fcrk University Erzurum Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9741-5779","authenticated-orcid":false,"given":"Yadigar","family":"Adiloglu","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science Sakarya University Sakarya Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4400-2302","authenticated-orcid":false,"given":"Ruya","family":"Saglamtas","sequence":"additional","affiliation":[{"name":"Central Research and Application Laboratory Agri Ibrahim Cecen University Agri Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5524-8001","authenticated-orcid":false,"given":"Ahmet","family":"Tutar","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science Sakarya University Sakarya Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5993-1668","authenticated-orcid":false,"given":"Ilhami","family":"Gulcin","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science Atat\u00fcrk University Erzurum Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6177-7532","authenticated-orcid":false,"given":"Abdullah","family":"Menzek","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science Atat\u00fcrk University Erzurum Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,11,16]]},"reference":[{"key":"e_1_2_5_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr970324e"},{"key":"e_1_2_5_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/jhet.2077"},{"key":"e_1_2_5_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/jhet.3229"},{"key":"e_1_2_5_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(01)86154-8"},{"key":"e_1_2_5_6_1","first-page":"16","volume":"6","author":"Wankhade B. 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