o-(chloroacetylcarbamoyl)fumagillol and fumagillol

o-(chloroacetylcarbamoyl)fumagillol has been researched along with fumagillol* in 2 studies

Other Studies

2 other study(ies) available for o-(chloroacetylcarbamoyl)fumagillol and fumagillol

ArticleYear
Total synthesis and antiangiogenic activity of cyclopentane analogues of fumagillol.
    Bioorganic & medicinal chemistry letters, 2005, Aug-01, Volume: 15, Issue:15

    Novel cyclopentane analogues of fumagillol were synthesized and their endothelial cell proliferation inhibitory activities were evaluated. The cyclopentane-fumagillol derivatives were synthesized from (-)-2,3-O-isopropylidene-D-erythronolactone via stereoselective glycolate Claisen rearrangement and intramolecular ester enolate alkylation as key steps.

    Topics: Alkenes; Alkylation; Angiogenesis Inhibitors; Animals; Cell Line, Tumor; Cell Proliferation; Cyclohexanes; Cyclopentanes; Endothelium, Vascular; Glycolates; Lactones; Leukemia P388; Sesquiterpenes; Stereoisomerism; Structure-Activity Relationship

2005
Concise stereocontrolled routes to fumagillol, fumagillin, and TNP-470.
    Chirality, 2003, Volume: 15, Issue:2

    A concise, diastereoselective synthesis of (+/-)-fumagillol (3) and formal, enantioselective syntheses of the potent angiogenesis inhibitors fumagillin (1) and TNP-470 (2) are reported. The origin of asymmetry is a highly diastereoselective Diels-Alder reaction using a diene with a chiral oxazolidinone auxiliary. The stereochemical course of a key conjugate addition reaction is controlled by the cup-shaped architecture of a cis-fused bicyclic enal. Other key steps include a facile hetero-Claisen rearrangement and a site-selective Sharpless epoxidation.

    Topics: Bridged Bicyclo Compounds; Cyclohexanes; Fatty Acids, Unsaturated; Molecular Conformation; Molecular Structure; O-(Chloroacetylcarbamoyl)fumagillol; Sesquiterpenes; Stereoisomerism

2003