Cytotoxicity effect of natural and synthetic girinimbines and their deritatives against human lung cancer cell lines A549
The present study was designed to evaluate the anticancer properties of girinimbine and its derivatives. Two different routes for the synthesis of girinimbine involving a two-step reaction or a one-pot reaction were studied. Girinimbine was synthesised through metal-catalysed heterocoupling, indol...
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Faculty of Science and Technology, Universiti Kebangsaan Malaysia
2021
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oai:psasir.upm.edu.my:96593 http://psasir.upm.edu.my/id/eprint/96593/ Cytotoxicity effect of natural and synthetic girinimbines and their deritatives against human lung cancer cell lines A549 Osman, Fatin Nurul Atiqah Mohd Nor, Siti Mariam Nafiah, Mohd Azlan The present study was designed to evaluate the anticancer properties of girinimbine and its derivatives. Two different routes for the synthesis of girinimbine involving a two-step reaction or a one-pot reaction were studied. Girinimbine was synthesised through metal-catalysed heterocoupling, indole ring closure, ether formation, and Claisen cyclisation. Girinimbine derivatives were prepared by the semi-synthesis of isolated girinimbine from Murraya koenigii through alkylation or acylation reactions. Natural and synthetic girinimbines, five derivatives of N-substituted girinimbine, and three intermediates from the synthesis of girinimbine were evaluated for cytotoxicity activity against human lung cancer (A549) and normal lung (MRC-5) cell lines. The structures of all the synthesised compounds were confirmed by spectroscopic analysis and comparison with published data. The cytotoxicity assay showed that the natural girinimbine and nitrobiphenyl intermediate exhibited high toxicity (IC50 6.2 and 17.0 μg/mL, respectively), whereas other compounds displayed moderate toxicity activity (IC50 24.0 - 40.6 μg/mL) on A549 cells. All of the compounds demonstrated selectivity to A549 cancer cell lines with the SI values ranging from 2.70 to 4.68 (SI > 2), except for two N-alkylated girinimbines with the SI values of 0.93 and 1.70. Faculty of Science and Technology, Universiti Kebangsaan Malaysia 2021 Article PeerReviewed Osman, Fatin Nurul Atiqah and Mohd Nor, Siti Mariam and Nafiah, Mohd Azlan (2021) Cytotoxicity effect of natural and synthetic girinimbines and their deritatives against human lung cancer cell lines A549. Malaysian Journal of Analytical Sciences, 25 (6). 1020 - 1031. ISSN 1394-2506 https://mjas.analis.com.my/mjas/ |
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The present study was designed to evaluate the anticancer properties of girinimbine and its derivatives. Two different routes for
the synthesis of girinimbine involving a two-step reaction or a one-pot reaction were studied. Girinimbine was synthesised
through metal-catalysed heterocoupling, indole ring closure, ether formation, and Claisen cyclisation. Girinimbine derivatives
were prepared by the semi-synthesis of isolated girinimbine from Murraya koenigii through alkylation or acylation reactions.
Natural and synthetic girinimbines, five derivatives of N-substituted girinimbine, and three intermediates from the synthesis of
girinimbine were evaluated for cytotoxicity activity against human lung cancer (A549) and normal lung (MRC-5) cell lines. The
structures of all the synthesised compounds were confirmed by spectroscopic analysis and comparison with published data. The
cytotoxicity assay showed that the natural girinimbine and nitrobiphenyl intermediate exhibited high toxicity (IC50 6.2 and 17.0
μg/mL, respectively), whereas other compounds displayed moderate toxicity activity (IC50 24.0 - 40.6 μg/mL) on A549 cells. All
of the compounds demonstrated selectivity to A549 cancer cell lines with the SI values ranging from 2.70 to 4.68 (SI > 2), except
for two N-alkylated girinimbines with the SI values of 0.93 and 1.70. |
| format |
Article |
| author |
Osman, Fatin Nurul Atiqah Mohd Nor, Siti Mariam Nafiah, Mohd Azlan |
| spellingShingle |
Osman, Fatin Nurul Atiqah Mohd Nor, Siti Mariam Nafiah, Mohd Azlan Cytotoxicity effect of natural and synthetic girinimbines and their deritatives against human lung cancer cell lines A549 |
| author_facet |
Osman, Fatin Nurul Atiqah Mohd Nor, Siti Mariam Nafiah, Mohd Azlan |
| author_sort |
Osman, Fatin Nurul Atiqah |
| title |
Cytotoxicity effect of natural and synthetic girinimbines and their deritatives against human lung cancer cell lines A549 |
| title_short |
Cytotoxicity effect of natural and synthetic girinimbines and their deritatives against human lung cancer cell lines A549 |
| title_full |
Cytotoxicity effect of natural and synthetic girinimbines and their deritatives against human lung cancer cell lines A549 |
| title_fullStr |
Cytotoxicity effect of natural and synthetic girinimbines and their deritatives against human lung cancer cell lines A549 |
| title_full_unstemmed |
Cytotoxicity effect of natural and synthetic girinimbines and their deritatives against human lung cancer cell lines A549 |
| title_sort |
cytotoxicity effect of natural and synthetic girinimbines and their deritatives against human lung cancer cell lines a549 |
| publisher |
Faculty of Science and Technology, Universiti Kebangsaan Malaysia |
| publishDate |
2021 |
| _version_ |
1819300865273495552 |
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13.4562235 |