COMPUTATION DESIGN OF QUINAZOLINE-4(3H)-ON DERIVATIVES AS CYCLOOXYGENASE-2 (COX-2) INHIBITOR
The 3-(benzylideneamino)-2-(2,4-dichlorophenyl)-quinazoline-4(3H)-ones (BDCQ) are compounds developed as anticancer drugs and quinazolines. The activity and bioavailability of BDCQ derivatives as anticancer compounds that inhibit COX-2 can be predicted by computer programs and online servers. Substi...
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| Format: | Article |
| Language: | Indonesian |
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Universitas Muhammadiyah Magelang
2021-11-01
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| Series: | Jurnal Farmasi Sains dan Praktis |
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| Online Access: | https://journal.unimma.ac.id/index.php/pharmacy/article/view/4827 |
| _version_ | 1818461331832963072 |
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| author | Anita Puspa Widiyana |
| author_facet | Anita Puspa Widiyana |
| author_sort | Anita Puspa Widiyana |
| collection | DOAJ |
| description | The 3-(benzylideneamino)-2-(2,4-dichlorophenyl)-quinazoline-4(3H)-ones (BDCQ) are compounds developed as anticancer drugs and quinazolines. The activity and bioavailability of BDCQ derivatives as anticancer compounds that inhibit COX-2 can be predicted by computer programs and online servers. Substituents are added at positions 2 and 3 to the quinazoline-4(3H)-on ring, such as -H, -NO2, -OCH3, -N(CH3)2, -SO2NH2, -OH, and –OCH3. QSAR as COX-2 inhibitor analysis was performed by SPSS Ver. 21 software. Lipinski’s rule of five for determining bioavailability is performed by an online server at http://ilab.acdlabs.com. The best QSAR equation used to predict the COX-2 inhibitors from these compounds is RS-pred = 0.372 Log P + 0.014 MR + 0.979 Etot – 4.859, with n= 12, R = 0.998; SE = 0.356, F = 805.252 and sig = 0.001. Six compounds were predicted to have good oral bioavailability, such as 3-(benzylideneamino)-2-(2,4-dichlorophenyl)quinazoline-4(3H)-one, 2-(2,4-dichlorophenyl)-3-((2-nitrobenzylidene)amino)quinazoline-4(3H)-one, 2-(2,4-dichlorophenyl)-3-((3-nitrobenzylidene)amino)quinazoline-4(3H)-one, 2-(2,4-dichlorophenyl)-3-((2-methoxybenzilidene)amino)quinazoline-4(3H)-one, 2-(2,4-dichlorophenyl)-3-((3-methoxybenzylidene)amino)quinazolin-4(3H)-one, and 2-(((2-(2,4-dichlorophenyl)-4-oxoquinazolin-3(4H)-yl)imino)methyl)- benzenesulfonamide. This research can be used as an in vitro and in vivo study for BDCQ derivatives as anticancer drugs. |
| first_indexed | 2024-12-14T23:44:27Z |
| format | Article |
| id | doaj.art-f0d95097842f4f00a9c8bc04e2eaeea0 |
| institution | Directory Open Access Journal |
| issn | 2549-9068 2579-4558 |
| language | Indonesian |
| last_indexed | 2024-12-14T23:44:27Z |
| publishDate | 2021-11-01 |
| publisher | Universitas Muhammadiyah Magelang |
| record_format | Article |
| series | Jurnal Farmasi Sains dan Praktis |
| spelling | doaj.art-f0d95097842f4f00a9c8bc04e2eaeea02022-12-21T22:43:26ZindUniversitas Muhammadiyah MagelangJurnal Farmasi Sains dan Praktis2549-90682579-45582021-11-017210.31603/pharmacy.v7i2.4827COMPUTATION DESIGN OF QUINAZOLINE-4(3H)-ON DERIVATIVES AS CYCLOOXYGENASE-2 (COX-2) INHIBITORAnita Puspa Widiyana0Universitas Islam MalangThe 3-(benzylideneamino)-2-(2,4-dichlorophenyl)-quinazoline-4(3H)-ones (BDCQ) are compounds developed as anticancer drugs and quinazolines. The activity and bioavailability of BDCQ derivatives as anticancer compounds that inhibit COX-2 can be predicted by computer programs and online servers. Substituents are added at positions 2 and 3 to the quinazoline-4(3H)-on ring, such as -H, -NO2, -OCH3, -N(CH3)2, -SO2NH2, -OH, and –OCH3. QSAR as COX-2 inhibitor analysis was performed by SPSS Ver. 21 software. Lipinski’s rule of five for determining bioavailability is performed by an online server at http://ilab.acdlabs.com. The best QSAR equation used to predict the COX-2 inhibitors from these compounds is RS-pred = 0.372 Log P + 0.014 MR + 0.979 Etot – 4.859, with n= 12, R = 0.998; SE = 0.356, F = 805.252 and sig = 0.001. Six compounds were predicted to have good oral bioavailability, such as 3-(benzylideneamino)-2-(2,4-dichlorophenyl)quinazoline-4(3H)-one, 2-(2,4-dichlorophenyl)-3-((2-nitrobenzylidene)amino)quinazoline-4(3H)-one, 2-(2,4-dichlorophenyl)-3-((3-nitrobenzylidene)amino)quinazoline-4(3H)-one, 2-(2,4-dichlorophenyl)-3-((2-methoxybenzilidene)amino)quinazoline-4(3H)-one, 2-(2,4-dichlorophenyl)-3-((3-methoxybenzylidene)amino)quinazolin-4(3H)-one, and 2-(((2-(2,4-dichlorophenyl)-4-oxoquinazolin-3(4H)-yl)imino)methyl)- benzenesulfonamide. This research can be used as an in vitro and in vivo study for BDCQ derivatives as anticancer drugs.https://journal.unimma.ac.id/index.php/pharmacy/article/view/4827COX-2 inhibitorLipinski’s rule of fiveQSARQuinazolin-4(3H)-one |
| spellingShingle | Anita Puspa Widiyana COMPUTATION DESIGN OF QUINAZOLINE-4(3H)-ON DERIVATIVES AS CYCLOOXYGENASE-2 (COX-2) INHIBITOR Jurnal Farmasi Sains dan Praktis COX-2 inhibitor Lipinski’s rule of five QSAR Quinazolin-4(3H)-one |
| title | COMPUTATION DESIGN OF QUINAZOLINE-4(3H)-ON DERIVATIVES AS CYCLOOXYGENASE-2 (COX-2) INHIBITOR |
| title_full | COMPUTATION DESIGN OF QUINAZOLINE-4(3H)-ON DERIVATIVES AS CYCLOOXYGENASE-2 (COX-2) INHIBITOR |
| title_fullStr | COMPUTATION DESIGN OF QUINAZOLINE-4(3H)-ON DERIVATIVES AS CYCLOOXYGENASE-2 (COX-2) INHIBITOR |
| title_full_unstemmed | COMPUTATION DESIGN OF QUINAZOLINE-4(3H)-ON DERIVATIVES AS CYCLOOXYGENASE-2 (COX-2) INHIBITOR |
| title_short | COMPUTATION DESIGN OF QUINAZOLINE-4(3H)-ON DERIVATIVES AS CYCLOOXYGENASE-2 (COX-2) INHIBITOR |
| title_sort | computation design of quinazoline 4 3h on derivatives as cyclooxygenase 2 cox 2 inhibitor |
| topic | COX-2 inhibitor Lipinski’s rule of five QSAR Quinazolin-4(3H)-one |
| url | https://journal.unimma.ac.id/index.php/pharmacy/article/view/4827 |
| work_keys_str_mv | AT anitapuspawidiyana computationdesignofquinazoline43honderivativesascyclooxygenase2cox2inhibitor |