Comparison of antioxidative properties of carbazole alkaloids from Murraya koenigii leaves
A new dimeric carbazole alkaloid, 8,10′-[3,3′,11,11′ -tetrahydro-9,9′-dihydroxy-3,3′,5,8′-tetramethyl-3, 3′-bis(4-methyl-3-pentenyl)]bipyrano[3,2-a]carbazole (12), was isolated from the CH2Cl2 extract of Murraya koenigii together with six known carbazole alkaloids, koenimbine (6), O-methylmurrayamin...
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| Format: | Article |
| Language: | English English |
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American Chemical Society
2003
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| Online Access: | http://psasir.upm.edu.my/id/eprint/18609/ http://psasir.upm.edu.my/id/eprint/18609/1/Comparison%20of%20antioxidative%20properties%20of%20carbazole%20alkaloids%20from%20Murraya%20koenigii%20leaves.pdf |
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| author | Tachibana, Yukari Kikuzaki, Hiroe Lajis, Nordin Nakatani, Nobuji |
| author_facet | Tachibana, Yukari Kikuzaki, Hiroe Lajis, Nordin Nakatani, Nobuji |
| author_sort | Tachibana, Yukari |
| building | UPM Institutional Repository |
| collection | Online Access |
| description | A new dimeric carbazole alkaloid, 8,10′-[3,3′,11,11′ -tetrahydro-9,9′-dihydroxy-3,3′,5,8′-tetramethyl-3, 3′-bis(4-methyl-3-pentenyl)]bipyrano[3,2-a]carbazole (12), was isolated from the CH2Cl2 extract of Murraya koenigii together with six known carbazole alkaloids, koenimbine (6), O-methylmurrayamine A (7), O-methylmahanine (8), isomahanine (9), bismahanine (10), and bispyrayafoline (11). Their structures were determined on the basis of 1H and 13C NMR spectroscopic and mass spectrometric (MS) data. The antioxidative properties of 12 carbazole alkaloids isolated from leaves of M. koenigii were evaluated on the basis of the oil stability index together with their radical scavenging ability against 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical. On the basis of the lag time to reach a steady state, the 12 carbazoles were classified into three groups. It is suggested that an aryl hydroxyl substituent on the carbazole rings plays a role in stabilizing the thermal oxidation and rate of reaction against DPPH radical. |
| first_indexed | 2025-11-15T08:16:51Z |
| format | Article |
| id | upm-18609 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English English |
| last_indexed | 2025-11-15T08:16:51Z |
| publishDate | 2003 |
| publisher | American Chemical Society |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-186092016-01-21T03:59:00Z http://psasir.upm.edu.my/id/eprint/18609/ Comparison of antioxidative properties of carbazole alkaloids from Murraya koenigii leaves Tachibana, Yukari Kikuzaki, Hiroe Lajis, Nordin Nakatani, Nobuji A new dimeric carbazole alkaloid, 8,10′-[3,3′,11,11′ -tetrahydro-9,9′-dihydroxy-3,3′,5,8′-tetramethyl-3, 3′-bis(4-methyl-3-pentenyl)]bipyrano[3,2-a]carbazole (12), was isolated from the CH2Cl2 extract of Murraya koenigii together with six known carbazole alkaloids, koenimbine (6), O-methylmurrayamine A (7), O-methylmahanine (8), isomahanine (9), bismahanine (10), and bispyrayafoline (11). Their structures were determined on the basis of 1H and 13C NMR spectroscopic and mass spectrometric (MS) data. The antioxidative properties of 12 carbazole alkaloids isolated from leaves of M. koenigii were evaluated on the basis of the oil stability index together with their radical scavenging ability against 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical. On the basis of the lag time to reach a steady state, the 12 carbazoles were classified into three groups. It is suggested that an aryl hydroxyl substituent on the carbazole rings plays a role in stabilizing the thermal oxidation and rate of reaction against DPPH radical. American Chemical Society 2003 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/18609/1/Comparison%20of%20antioxidative%20properties%20of%20carbazole%20alkaloids%20from%20Murraya%20koenigii%20leaves.pdf Tachibana, Yukari and Kikuzaki, Hiroe and Lajis, Nordin and Nakatani, Nobuji (2003) Comparison of antioxidative properties of carbazole alkaloids from Murraya koenigii leaves. Journal of Agricultural and Food Chemistry, 51 (22). pp. 6461-6467. ISSN 0021-8561 http://dx.doi.org/10.1021/jf034700+ Carbazole - Chemical structure Curry leaf tree - Analysis Antioxidants doi:10.1021/jf034700+ English |
| spellingShingle | Carbazole - Chemical structure Curry leaf tree - Analysis Antioxidants Tachibana, Yukari Kikuzaki, Hiroe Lajis, Nordin Nakatani, Nobuji Comparison of antioxidative properties of carbazole alkaloids from Murraya koenigii leaves |
| title | Comparison of antioxidative properties of carbazole alkaloids from Murraya koenigii leaves |
| title_full | Comparison of antioxidative properties of carbazole alkaloids from Murraya koenigii leaves |
| title_fullStr | Comparison of antioxidative properties of carbazole alkaloids from Murraya koenigii leaves |
| title_full_unstemmed | Comparison of antioxidative properties of carbazole alkaloids from Murraya koenigii leaves |
| title_short | Comparison of antioxidative properties of carbazole alkaloids from Murraya koenigii leaves |
| title_sort | comparison of antioxidative properties of carbazole alkaloids from murraya koenigii leaves |
| topic | Carbazole - Chemical structure Curry leaf tree - Analysis Antioxidants |
| url | http://psasir.upm.edu.my/id/eprint/18609/ http://psasir.upm.edu.my/id/eprint/18609/ http://psasir.upm.edu.my/id/eprint/18609/ http://psasir.upm.edu.my/id/eprint/18609/1/Comparison%20of%20antioxidative%20properties%20of%20carbazole%20alkaloids%20from%20Murraya%20koenigii%20leaves.pdf |