Document Detail


2,2-dimethyl-2H-pyran-derived alkaloids I. Practical synthesis of acronycine and benzo[b]acronycine and their biological properties.
MedLine Citation:
PMID:  18806949     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
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:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2008-09-20
Journal Detail:
Title:  Archives of pharmacal research     Volume:  31     ISSN:  0253-6269     ISO Abbreviation:  Arch. Pharm. Res.     Publication Date:  2008 Sep 
Date Detail:
Created Date:  2008-09-22     Completed Date:  2008-10-28     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8000036     Medline TA:  Arch Pharm Res     Country:  Korea (South)    
Other Details:
Languages:  eng     Pagination:  1087-93     Citation Subset:  IM    
Affiliation:
College of Pharmacy, Yeungnam University, Gyeongsan, 712-749, Korea.
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MeSH Terms
Descriptor/Qualifier:
Acronine / 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:
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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