Effects of curcumin analogue, 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (BDMC33) on the activities of drug-metabolizing enzymes in cultured Caco-2 cell model
Poor systemic delivery of curcumin outside the gut due to its rapid metabolism has severely limited its application to many chronic diseases. Previously, our research group synthesized curcumin analogues 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (BDMC33) that has potent anti-inflammatory ac...
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| Format: | Article |
| Language: | English |
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International Journal of Pharmaceutical Sciences and Drug Research
2016
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| Online Access: | http://psasir.upm.edu.my/id/eprint/54083/ http://psasir.upm.edu.my/id/eprint/54083/1/Effects%20of%20curcumin%20analogue.pdf |
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| author | Yakubu, Ndatsu Ahmad, Syahida Abas, Faridah Mohammed, Umaru Alhassan |
| author_facet | Yakubu, Ndatsu Ahmad, Syahida Abas, Faridah Mohammed, Umaru Alhassan |
| author_sort | Yakubu, Ndatsu |
| building | UPM Institutional Repository |
| collection | Online Access |
| description | Poor systemic delivery of curcumin outside the gut due to its rapid metabolism has severely limited its application to many chronic diseases. Previously, our research group synthesized curcumin analogues 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (BDMC33) that has potent anti-inflammatory activities. Therefore, the aim of this study is to evaluate the effects of curcumin analog (BDMC33) on the activities of drug metabolizing enzymes in Caco-2 cells, which was compared with that of curcumin and 3-(2-Fluoro-benzylidene)-5-(2-fluorocyclohexylmethylene)-piperidin-4-one (EF-24). BDMC-33 was synthesized through the appropriate reaction of the aromatic aldehyde with cyclohexanone, under base catalyzed aldol condensation, at the ratio of ketone: aldehyde (1:2). Activity of drug metabolizing enzymes such as NADPH-cytochrome p450 reductase (CPR), UDP-glucuronosyltransferase (UGT), glutathione-S-transferase (GST) and Sulfotransferase (SULT) in Caco-2 cells were evaluated upon exposure to 50µM of BDMC33, curcumin, and EF-24, separately, for 4 hours. The BDMC33, EF-24, and curcumin treatments did not affect the activities of UGT, GST, SULT, and CPR in respect to their controls (29.45, 27.18, 23.64 and 2.08µmol/mg), respectively, at all periods of incubation. Hence, BDMC33 was able to maintain the activities of both phases I and II drug metabolizing enzymes, and therefore it could be a potential lead, anti-inflammatory agents. |
| first_indexed | 2025-11-15T10:38:16Z |
| format | Article |
| id | upm-54083 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T10:38:16Z |
| publishDate | 2016 |
| publisher | International Journal of Pharmaceutical Sciences and Drug Research |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-540832018-02-27T09:16:28Z http://psasir.upm.edu.my/id/eprint/54083/ Effects of curcumin analogue, 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (BDMC33) on the activities of drug-metabolizing enzymes in cultured Caco-2 cell model Yakubu, Ndatsu Ahmad, Syahida Abas, Faridah Mohammed, Umaru Alhassan Poor systemic delivery of curcumin outside the gut due to its rapid metabolism has severely limited its application to many chronic diseases. Previously, our research group synthesized curcumin analogues 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (BDMC33) that has potent anti-inflammatory activities. Therefore, the aim of this study is to evaluate the effects of curcumin analog (BDMC33) on the activities of drug metabolizing enzymes in Caco-2 cells, which was compared with that of curcumin and 3-(2-Fluoro-benzylidene)-5-(2-fluorocyclohexylmethylene)-piperidin-4-one (EF-24). BDMC-33 was synthesized through the appropriate reaction of the aromatic aldehyde with cyclohexanone, under base catalyzed aldol condensation, at the ratio of ketone: aldehyde (1:2). Activity of drug metabolizing enzymes such as NADPH-cytochrome p450 reductase (CPR), UDP-glucuronosyltransferase (UGT), glutathione-S-transferase (GST) and Sulfotransferase (SULT) in Caco-2 cells were evaluated upon exposure to 50µM of BDMC33, curcumin, and EF-24, separately, for 4 hours. The BDMC33, EF-24, and curcumin treatments did not affect the activities of UGT, GST, SULT, and CPR in respect to their controls (29.45, 27.18, 23.64 and 2.08µmol/mg), respectively, at all periods of incubation. Hence, BDMC33 was able to maintain the activities of both phases I and II drug metabolizing enzymes, and therefore it could be a potential lead, anti-inflammatory agents. International Journal of Pharmaceutical Sciences and Drug Research 2016 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/54083/1/Effects%20of%20curcumin%20analogue.pdf Yakubu, Ndatsu and Ahmad, Syahida and Abas, Faridah and Mohammed, Umaru Alhassan (2016) Effects of curcumin analogue, 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (BDMC33) on the activities of drug-metabolizing enzymes in cultured Caco-2 cell model. International Journal of Pharmaceutical Sciences and Drug Research, 8 (1). pp. 57-64. ISSN 0975-248X http://ijpsdr.com/IJPSDR.2016.8.1.9 Caco-2 cells; Curcumin; Drug metabolizing enzymes; Glutathione-S-transferase; NADPH-cytochrome c reductase; Sulfotransferase; UDP-glucuronosyltransferase |
| spellingShingle | Caco-2 cells; Curcumin; Drug metabolizing enzymes; Glutathione-S-transferase; NADPH-cytochrome c reductase; Sulfotransferase; UDP-glucuronosyltransferase Yakubu, Ndatsu Ahmad, Syahida Abas, Faridah Mohammed, Umaru Alhassan Effects of curcumin analogue, 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (BDMC33) on the activities of drug-metabolizing enzymes in cultured Caco-2 cell model |
| title | Effects of curcumin analogue, 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (BDMC33) on the activities of drug-metabolizing enzymes in cultured Caco-2 cell model |
| title_full | Effects of curcumin analogue, 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (BDMC33) on the activities of drug-metabolizing enzymes in cultured Caco-2 cell model |
| title_fullStr | Effects of curcumin analogue, 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (BDMC33) on the activities of drug-metabolizing enzymes in cultured Caco-2 cell model |
| title_full_unstemmed | Effects of curcumin analogue, 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (BDMC33) on the activities of drug-metabolizing enzymes in cultured Caco-2 cell model |
| title_short | Effects of curcumin analogue, 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (BDMC33) on the activities of drug-metabolizing enzymes in cultured Caco-2 cell model |
| title_sort | effects of curcumin analogue, 2, 6-bis (2, 5-dimethoxybenzylidene) cyclohexanone (bdmc33) on the activities of drug-metabolizing enzymes in cultured caco-2 cell model |
| topic | Caco-2 cells; Curcumin; Drug metabolizing enzymes; Glutathione-S-transferase; NADPH-cytochrome c reductase; Sulfotransferase; UDP-glucuronosyltransferase |
| url | http://psasir.upm.edu.my/id/eprint/54083/ http://psasir.upm.edu.my/id/eprint/54083/ http://psasir.upm.edu.my/id/eprint/54083/1/Effects%20of%20curcumin%20analogue.pdf |