| 2,2-dimethyl-2H-pyran-derived alkaloids I. Practical synthesis of acronycine and benzo[b]acronycine and their biological properties. | |
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MedLine Citation:
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PMID: 18806949 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The 2,2-dimethyl-2H-pyran-derived alkaloids acronycine and its demethylated congeners were prepared in three steps from anthranilic acid and phloroglucinol. The phenylboronic acid-mediated interamolecular cyclization reaction of 1,3-dihydroxyacridone and 3-methylbut-2-enal was employed as a key step, which was also applied to the synthesis of related cytotoxic benzo[b]acronycine. Inhibitory activities of the compounds prepared on topoisomerase I and II as well as their cytotoxicities were evaluated. Cytotoxicity of 2 is closely related to the strong inhibitory activity against topo II at 20 microM level. |
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Authors:
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A F M Motiur Rahman; Jing Lu Liang; Seung Ho Lee; Jong Keun Son; Mi-Ja Jung; Youngjoo Kwon; Yurngdong Jahng |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2008-09-20 |
Journal Detail:
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Title: Archives of pharmacal research Volume: 31 ISSN: 0253-6269 ISO Abbreviation: Arch. Pharm. Res. Publication Date: 2008 Sep |
Date Detail:
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Created Date: 2008-09-22 Completed Date: 2008-10-28 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 8000036 Medline TA: Arch Pharm Res Country: Korea (South) |
Other Details:
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Languages: eng Pagination: 1087-93 Citation Subset: IM |
Affiliation:
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College of Pharmacy, Yeungnam University, Gyeongsan, 712-749, Korea. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Acronine
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analogs & derivatives*,
chemical synthesis,
pharmacology Antineoplastic Agents, Phytogenic / chemical synthesis*, pharmacology Camptothecin / pharmacology Cell Line, Tumor Cell Proliferation / drug effects Cell Survival / drug effects DNA / drug effects DNA Topoisomerases, Type I / antagonists & inhibitors DNA Topoisomerases, Type II / antagonists & inhibitors Drug Screening Assays, Antitumor Etoposide / pharmacology Humans Indicators and Reagents |
| Chemical | |
Reg. No./Substance:
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0/Antineoplastic Agents, Phytogenic; 0/Indicators and Reagents; 0/benzo(b)acronycine; 33419-42-0/Etoposide; 7008-42-6/Acronine; 7689-03-4/Camptothecin; 9007-49-2/DNA; EC 5.99.1.2/DNA Topoisomerases, Type I; EC 5.99.1.3/DNA Topoisomerases, Type II |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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