fumagillol and fumagillin

fumagillol has been researched along with fumagillin* in 2 studies

Other Studies

2 other study(ies) available for fumagillol and fumagillin

ArticleYear
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
Design and synthesis of highly potent fumagillin analogues from homology modeling for a human MetAP-2.
    Bioorganic & medicinal chemistry letters, 2000, Jan-03, Volume: 10, Issue:1

    New fumagillin analogues were designed through structure-based molecular modeling with a human methionine aminopeptidase-2. Among the fumagillin analogues, cinnamic acid ester derivative CKD-731 showed 1000-fold more potent proliferation inhibitory activity on endothelial cell than TNP-470.

    Topics: Amino Acid Sequence; Aminopeptidases; Angiogenesis Inhibitors; Animals; Cattle; Cell Line; Cinnamates; Cyclohexanes; Drug Design; Epoxy Compounds; Fatty Acids, Unsaturated; Growth Inhibitors; Humans; Leukemia P388; Metalloendopeptidases; Mice; Models, Molecular; Molecular Sequence Data; Sequence Homology, Amino Acid; Sesquiterpenes; Structure-Activity Relationship

2000