https://scholars.lib.ntu.edu.tw/handle/123456789/564789
標題: | Synthesis and anti-cancer activity of a glycosyl library of \varvec{N} N -acetylglucosamine-bearing oleanolic acid | 作者: | Zeng, Yi-Bing Hsiao, Hsin-Min Chan, She-Hung Wang, Ying-Hsin Lin, You-Yu Kuo, Yu-Hsuan JIH-HWA GUH PI-HUI LIANG |
關鍵字: | Cytotoxicity; Glycoside; Glycosylation; Oleanolic acid | 公開日期: | 二月-2014 | 卷: | 18 | 期: | 1 | 起(迄)頁: | 13 | 來源出版物: | Molecular Diversity | 摘要: | N-Acetylglucosamine-bearing triterpenoid saponins (GNTS) were reported to be a unique type of saponins with potent anti-tumor activity. In order to study the structure-activity relationship of GNTS, 24 oleanolic acid saponins with (1 \rightarrow 3 → 3)-linked, (1\rightarrow 4 → 4)-linked, (1\rightarrow 6 → 6)-linked N N -acetylglucosamine oligosaccharide residues were synthesized in a combinatorial and concise method. The cytotoxicity of these compounds toward the leukemia cell line HL-60 and the colorectal cancer cell line HT-29 could not be improved. Half maximal inhibition below 10\,\upmu \hbox {M}0 μ M was achieved in one single case. The study revealed that the activity decreased following the order of 3{\prime }>4{\prime }>6{\prime } 3 ′ > 4 ′ > 6 ′ glycosyl modifications. GNTS that incorporated (d/l)-xylose and l-arabinose at positions 3{\prime } 3 ′ and 4{\prime } 4 ′ were more potent than those bearing other sugars. ? 2013 Springer Science+Business Media Dordrecht. |
URI: | https://www.scopus.com/inward/record.uri?eid=2-s2.0-84894029243&doi=10.1007%2fs11030-013-9480-8&partnerID=40&md5=e519a9ae70d8cae6714369e939519d8a https://scholars.lib.ntu.edu.tw/handle/123456789/564789 |
ISSN: | 13811991 | DOI: | 10.1007/s11030-013-9480-8 | SDG/關鍵字: | Acetylglucosamine; Antineoplastic Agents; Chemistry Techniques, Synthetic; Combinatorial Chemistry Techniques; Glycosylation; HL-60 Cells; HT29 Cells; Humans; Oleanolic Acid; Small Molecule Libraries; Structure-Activity Relationship |
顯示於: | 藥學系 |
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