Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | 창동신 | * |
dc.contributor.author | 최선 | * |
dc.date.accessioned | 2016-08-27T04:08:44Z | - |
dc.date.available | 2016-08-27T04:08:44Z | - |
dc.date.issued | 2015 | * |
dc.identifier.issn | 0022-2623 | * |
dc.identifier.issn | 1520-4804 | * |
dc.identifier.other | OAK-15208 | * |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/217357 | - |
dc.description.abstract | On the basis of the potent inhibitory activity of neplanocin A (1) against S-adenosylhomocysteine (AdoHcy) hydrolase, we analyzed the comprehensive structure-activity relationships by modifying the adenine and carbasugar moiety of 1 to find the pharmacophore in the active site of the enzyme. The introduction of 7-deazaadenine instead of adenine eliminated the inhibitory activity against the AdoHcy hydrolase, while 3-deazaadenine maintained the inhibitory activity of the enzyme, indicating that N-7 is essential for its role as a hydrogen bonding acceptor. The substitution of hydrogen at the 6'-position with fluorine increased the inhibitory activity Of the enzyme. The one-carbon homologation at the 5'-position generally decreased the inhibitory activity of the enzyme, indicating that steric repulsion exists. A molecular docking study also supported these experimental data. In this study, 6'-fluoroneplanocin A (2) was the most potent inhibitor of AdoHcy hydrolase (IC50 = 0.24 mu M). It showed a potent anti-VSV activity (EC50 = 0.43 mu M) and potent anticancer activity in all the human tumor cell lines tested. | * |
dc.language | English | * |
dc.publisher | AMER CHEMICAL SOC | * |
dc.title | Structure-Activity Relationships of Neplanocin A Analogues as S-Adenosylhomocysteine Hydrolase Inhibitors and Their Antiviral and Antitumor Activities | * |
dc.type | Article | * |
dc.relation.issue | 12 | * |
dc.relation.volume | 58 | * |
dc.relation.index | SCI | * |
dc.relation.index | SCIE | * |
dc.relation.index | SCOPUS | * |
dc.relation.startpage | 5108 | * |
dc.relation.lastpage | 5120 | * |
dc.relation.journaltitle | JOURNAL OF MEDICINAL CHEMISTRY | * |
dc.identifier.doi | 10.1021/acs.jmedchem.5b00553 | * |
dc.identifier.wosid | WOS:000357139000021 | * |
dc.identifier.scopusid | 2-s2.0-84933038083 | * |
dc.author.google | Chandra, Girish | * |
dc.author.google | Moon, Yang Won | * |
dc.author.google | Lee, Yoonji | * |
dc.author.google | Jang, Ji Yong | * |
dc.author.google | Song, Jayoung | * |
dc.author.google | Nayak, Akshata | * |
dc.author.google | Oh, Kawon | * |
dc.author.google | Mulamoottil, Varughese A. | * |
dc.author.google | Sahu, Pramod K. | * |
dc.author.google | Kim, Gyudong | * |
dc.author.google | Chang, Tong-Shin | * |
dc.author.google | Noh, Minsoo | * |
dc.author.google | Lee, Sang Kook | * |
dc.author.google | Choi, Sun | * |
dc.author.google | Jeong, Lak Shin | * |
dc.contributor.scopusid | 창동신(7404726037) | * |
dc.contributor.scopusid | 최선(8659831000) | * |
dc.date.modifydate | 20240305081003 | * |