Synthesis and in vitro bioactivity evaluation of new galactose and fructose ester derivatives of 5-aminosalicylic acid
Inflammatory bowel disease (IBD) is the main risk factor for developing colorectal cancer which is common in patients of all ages. 5-Aminosalicylic acid (5-ASA), structurally relat ed to the salicylates, is highly active in the treatment of IBD with minor side effects. In this study, the synthesis of...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Wiley
2017
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| Online Access: | http://psasir.upm.edu.my/id/eprint/63359/ http://psasir.upm.edu.my/id/eprint/63359/1/Synthesis%20and%20in%20vitro%20bioactivity%20evaluation%20of%20new%20galactose%20and%20fructose%20ester%20derivatives%20of%205-aminosalicylic%20acid.pdf |
| _version_ | 1848854769647484928 |
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| author | Yousefi, Samira Bayat, Saadi Rahman, Mohd Basyaruddin Abdul Ibrahim, Zalikha Abdulmalek, Emilia |
| author_facet | Yousefi, Samira Bayat, Saadi Rahman, Mohd Basyaruddin Abdul Ibrahim, Zalikha Abdulmalek, Emilia |
| author_sort | Yousefi, Samira |
| building | UPM Institutional Repository |
| collection | Online Access |
| description | Inflammatory bowel disease (IBD) is the main risk factor for developing colorectal cancer which is common in patients of all ages. 5-Aminosalicylic acid (5-ASA), structurally relat ed to the salicylates, is highly active in the treatment of IBD with minor side effects. In this study, the synthesis of galactose and fructose esters of 5-ASA was planned to evaluate the role of glycoconjugation on the bioactivity of the parent drug. The antibacterial activity of the new compounds were evaluated against two Gram-negative and two Gram-positive species of bacteria, with a notable effect observed against Staphylococcus aureus and Escherichia coli in comparisons with the 5-ASA. Cytotoxicity testing over HT-29 and 3T3 cell lines indicated that the toxicity of the new products against normal cells was significantly reduced compared with the original drug, whereas their activity against cancerous cells was slightly decreased. The anti-inflammatory activity test in RAW264.7 macrophage cells indicated that the inhibition of nitric oxide by both of the monosaccharide conjugated derivatives was slight ly improved in comparison with the non-conjugated drug. |
| first_indexed | 2025-11-15T11:15:08Z |
| format | Article |
| id | upm-63359 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T11:15:08Z |
| publishDate | 2017 |
| publisher | Wiley |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-633592018-10-16T00:31:31Z http://psasir.upm.edu.my/id/eprint/63359/ Synthesis and in vitro bioactivity evaluation of new galactose and fructose ester derivatives of 5-aminosalicylic acid Yousefi, Samira Bayat, Saadi Rahman, Mohd Basyaruddin Abdul Ibrahim, Zalikha Abdulmalek, Emilia Inflammatory bowel disease (IBD) is the main risk factor for developing colorectal cancer which is common in patients of all ages. 5-Aminosalicylic acid (5-ASA), structurally relat ed to the salicylates, is highly active in the treatment of IBD with minor side effects. In this study, the synthesis of galactose and fructose esters of 5-ASA was planned to evaluate the role of glycoconjugation on the bioactivity of the parent drug. The antibacterial activity of the new compounds were evaluated against two Gram-negative and two Gram-positive species of bacteria, with a notable effect observed against Staphylococcus aureus and Escherichia coli in comparisons with the 5-ASA. Cytotoxicity testing over HT-29 and 3T3 cell lines indicated that the toxicity of the new products against normal cells was significantly reduced compared with the original drug, whereas their activity against cancerous cells was slightly decreased. The anti-inflammatory activity test in RAW264.7 macrophage cells indicated that the inhibition of nitric oxide by both of the monosaccharide conjugated derivatives was slight ly improved in comparison with the non-conjugated drug. Wiley 2017 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/63359/1/Synthesis%20and%20in%20vitro%20bioactivity%20evaluation%20of%20new%20galactose%20and%20fructose%20ester%20derivatives%20of%205-aminosalicylic%20acid.pdf Yousefi, Samira and Bayat, Saadi and Rahman, Mohd Basyaruddin Abdul and Ibrahim, Zalikha and Abdulmalek, Emilia (2017) Synthesis and in vitro bioactivity evaluation of new galactose and fructose ester derivatives of 5-aminosalicylic acid. Chemistry & Biodiversity, 14 (4). art. no. e1600362. pp. 1-11. ISSN 1612-1872; ESSN: 1612-1880 https://onlinelibrary.wiley.com/doi/epdf/10.1002/cbdv.201600362 10.1002/cbdv.201600362 |
| spellingShingle | Yousefi, Samira Bayat, Saadi Rahman, Mohd Basyaruddin Abdul Ibrahim, Zalikha Abdulmalek, Emilia Synthesis and in vitro bioactivity evaluation of new galactose and fructose ester derivatives of 5-aminosalicylic acid |
| title | Synthesis and in vitro bioactivity evaluation of new galactose and fructose ester derivatives of 5-aminosalicylic acid |
| title_full | Synthesis and in vitro bioactivity evaluation of new galactose and fructose ester derivatives of 5-aminosalicylic acid |
| title_fullStr | Synthesis and in vitro bioactivity evaluation of new galactose and fructose ester derivatives of 5-aminosalicylic acid |
| title_full_unstemmed | Synthesis and in vitro bioactivity evaluation of new galactose and fructose ester derivatives of 5-aminosalicylic acid |
| title_short | Synthesis and in vitro bioactivity evaluation of new galactose and fructose ester derivatives of 5-aminosalicylic acid |
| title_sort | synthesis and in vitro bioactivity evaluation of new galactose and fructose ester derivatives of 5-aminosalicylic acid |
| url | http://psasir.upm.edu.my/id/eprint/63359/ http://psasir.upm.edu.my/id/eprint/63359/ http://psasir.upm.edu.my/id/eprint/63359/ http://psasir.upm.edu.my/id/eprint/63359/1/Synthesis%20and%20in%20vitro%20bioactivity%20evaluation%20of%20new%20galactose%20and%20fructose%20ester%20derivatives%20of%205-aminosalicylic%20acid.pdf |