Document Detail


Synthesis of gamma-hydroxybutenolides applying crossed aldol condensation in the presence of a bulky lewis acid and their anti-tumor activity.
MedLine Citation:
PMID:  17827763     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
An improved synthesis of gamma-hydroxybutenolides 1a-d was achieved via crossed aldol condensation between aldehydes 2a-d and the protected gamma-hydroxy-beta-methylbutenolides 3 or 4 using the bulky Lewis acid, aluminum tris(2,6-diphenylphenoxide) (ATPH). Using this same methodology, the gamma-hydroxybutenolides 17a-d having various heteroaromatic rings were synthesized and their anti-tumor activities were evaluated.
Authors:
Yumiko Yamano; Yumi Fujita; Yukari Mizuguchi; Kimie Nakagawa; Toshio Okano; Masayoshi Ito; Akimori Wada
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Chemical & pharmaceutical bulletin     Volume:  55     ISSN:  0009-2363     ISO Abbreviation:  Chem. Pharm. Bull.     Publication Date:  2007 Sep 
Date Detail:
Created Date:  2007-09-10     Completed Date:  2007-10-25     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0377775     Medline TA:  Chem Pharm Bull (Tokyo)     Country:  Japan    
Other Details:
Languages:  eng     Pagination:  1365-70     Citation Subset:  IM    
Affiliation:
Department of Organic Chemistry for Life Science, Kobe Pharmaceutical University, Kobe, Japan. y-yamano@kobepharma-u.ac.jp
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MeSH Terms
Descriptor/Qualifier:
Aldehydes / chemistry
Antigens, CD11b / biosynthesis
Antigens, CD14 / biosynthesis
Antineoplastic Agents / chemical synthesis*,  pharmacology
Chromatography, High Pressure Liquid
Flow Cytometry
HL-60 Cells
Humans
Indicators and Reagents
Magnetic Resonance Spectroscopy
Sodium Oxybate / chemical synthesis*,  pharmacology*
Spectrophotometry, Infrared
Spectrophotometry, Ultraviolet
Thymidine / metabolism
Chemical
Reg. No./Substance:
0/Aldehydes; 0/Antigens, CD11b; 0/Antigens, CD14; 0/Antineoplastic Agents; 0/Indicators and Reagents; 50-89-5/Thymidine; 502-85-2/Sodium Oxybate

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