New stereocontrolled synthesis and biological evaluation of 5-(1′-hydroxyalkyl)-3-methylidenetetrahydro-2-furanones as potential cytotoxic agents

Journal of Medicinal Chemistry

Volumn 45, Issue 5, 2002, Pages 1142-1145

  Janecki, Tomasz ^a   Blaszczyk, Edyta ^a   Studzian, Kazimierz ^b   Rózalski, Marek ^b   Krajewska, Urszula ^b   Janecka, Anna ^b  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

^b Medical University   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

3 METHYLIDENETETRAHYDRO 2 FURANONE DERIVATIVE; 5 (HYDROXYPHENYLMETHYL) 3 METHYLIDENETETRAHYDRO 2 FURANONE; FURANONE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IN VITRO STUDY; LIPOPHILICITY; MOUSE; NONHUMAN; STEREOCHEMISTRY; TISSUE CULTURE;

4-BUTYROLACTONE; ANIMALS; ANTINEOPLASTIC AGENTS; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; IMIDAZOLES; MAGNETIC RESONANCE SPECTROSCOPY; MICE; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; TUMOR CELLS, CULTURED;

EID: 0037186473     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm011019v     Document Type: Article

References (23)

1. A direct, highly convergent route to α-methylene-γ-lactones fused to medium and large rings
2. Synthesis and anticancer evaluation of certain α-methylene-γ-(4-substituted phenyl)-γ-butyrolactone bearing thymine, uracyl, and 5-bromouracyl
3. Carbohydrate models of α-methylene-γ-butyrolactones
4. Tumor inhibitors. 69. Structure-cytotoxicity relationships among the sesquiterpene lactones
5. Tumor inhibitors having potential for interaction with mercapto enzymes and/or coenzymes
6. Potential antitumor agents. Synthesis, reactivity, and cytotoxicity of α-methylene carbonyl compounds
7. Substrate-directable chemical reactions
8. Highly efficient diastereoselective Michael addition of various thiols to (+)-brefeldin A
9. Stereopure 1,3-butadiene-2-carboxylates and their conversion into nonracemic α-alkylidenebutyrolactone natural products by asymmetric dihydroxylation
10. Palladium-catalyzed carbonylation of vinyl halides: A route to the synthesis of α-methylene lactones
11. Enantiospecific total synthesis of (-)-megaphone by a highly controlled consecutive 1,4- and 1,3-asymmetric induction
12. Synthesis of an optically active α-methylene lactone starting from isosaccharinic acid
13. Synthesis of 2-butenolide and tetronic acid analogues of thiolactomycin
14. Experimental test of setting three contiguous stereogenic centers in water. Diastereoselective coupling of geometrically biased allylic bromides to α-oxy aldehydes with indium
15. A new, general approach to substituted 3-diethoxyphosphoryl-2,5-dihydro-2-furanones
16. A Convenient synthesis of 3-Alkyli-denetetrahydro-2-furanones from 3-Diethoxyphosphoryl-2,5-dihydro-2-furanones
17. Stereocontrolled synthesis of 5-(1′-Hydroxyalkyl)-3-methylidenetetrahydro-2-furanones
18. Catalytic asymmetric dihydroxylation
19. Pharamcologic characteristic of carboplatin: Clinical experience, current perspectives and future directions
20. Comparison of parameters currently used in the study of structure-activity relationships
21. Evaluation of tetrazolium-based semiautomatic colorimetric assay: Assessment of chemosensitivity testing