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- Publisher Website: 10.1016/j.bmcl.2012.10.026
- Scopus: eid_2-s2.0-84870243591
- PMID: 23102892
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Article: Synthesis of chiral hydroxylated enones as potential anti-tumor agents
| Title | Synthesis of chiral hydroxylated enones as potential anti-tumor agents |
|---|---|
| Authors | |
| Keywords | Anti-tumor agents COTC analogues Hydroxylated enones Selective cytotoxicity Synthesis |
| Issue Date | 2012 |
| Citation | Bioorganic and Medicinal Chemistry Letters, 2012, v. 22, n. 24, p. 7562-7565 How to Cite? |
| Abstract | A series of chiral hydroxylated enones were synthesized as COTC ether analogues to investigate the structural features required for optimal and selective anti-tumor activity. The cytotoxicity of the seven COTC ether analogues against WRL-68 normal and HepG2, HL-60 cancer cell lines were measured. C-4 ether analogues with an aliphatic chain substituent were found to be more favorable than their aromatic counterparts. Inversion of the configuration at C-4 in 5e to give 5f only resulted in reduced selectivity towards cancer cells. These results show that 4-O-pentyl-gabosine D (5e) has optimum selectivity and cytotoxicity towards two cancer cell lines. © 2012 Elsevier Ltd. All rights reserved. |
| Persistent Identifier | http://hdl.handle.net/10722/343110 |
| ISSN | 2023 Impact Factor: 2.5 2023 SCImago Journal Rankings: 0.508 |
| DC Field | Value | Language |
|---|---|---|
| dc.contributor.author | Shing, Tony K.M. | - |
| dc.contributor.author | Wu, Ho T. | - |
| dc.contributor.author | Kwok, H. F. | - |
| dc.contributor.author | Lau, Clara B.S. | - |
| dc.date.accessioned | 2024-05-10T09:05:31Z | - |
| dc.date.available | 2024-05-10T09:05:31Z | - |
| dc.date.issued | 2012 | - |
| dc.identifier.citation | Bioorganic and Medicinal Chemistry Letters, 2012, v. 22, n. 24, p. 7562-7565 | - |
| dc.identifier.issn | 0960-894X | - |
| dc.identifier.uri | http://hdl.handle.net/10722/343110 | - |
| dc.description.abstract | A series of chiral hydroxylated enones were synthesized as COTC ether analogues to investigate the structural features required for optimal and selective anti-tumor activity. The cytotoxicity of the seven COTC ether analogues against WRL-68 normal and HepG2, HL-60 cancer cell lines were measured. C-4 ether analogues with an aliphatic chain substituent were found to be more favorable than their aromatic counterparts. Inversion of the configuration at C-4 in 5e to give 5f only resulted in reduced selectivity towards cancer cells. These results show that 4-O-pentyl-gabosine D (5e) has optimum selectivity and cytotoxicity towards two cancer cell lines. © 2012 Elsevier Ltd. All rights reserved. | - |
| dc.language | eng | - |
| dc.relation.ispartof | Bioorganic and Medicinal Chemistry Letters | - |
| dc.subject | Anti-tumor agents | - |
| dc.subject | COTC analogues | - |
| dc.subject | Hydroxylated enones | - |
| dc.subject | Selective cytotoxicity | - |
| dc.subject | Synthesis | - |
| dc.title | Synthesis of chiral hydroxylated enones as potential anti-tumor agents | - |
| dc.type | Article | - |
| dc.description.nature | link_to_subscribed_fulltext | - |
| dc.identifier.doi | 10.1016/j.bmcl.2012.10.026 | - |
| dc.identifier.pmid | 23102892 | - |
| dc.identifier.scopus | eid_2-s2.0-84870243591 | - |
| dc.identifier.volume | 22 | - |
| dc.identifier.issue | 24 | - |
| dc.identifier.spage | 7562 | - |
| dc.identifier.epage | 7565 | - |
| dc.identifier.eissn | 1464-3405 | - |