laulimalide and Breast-Neoplasms

laulimalide has been researched along with Breast-Neoplasms* in 2 studies

Other Studies

2 other study(ies) available for laulimalide and Breast-Neoplasms

ArticleYear
Synthesis and biological evaluation of (-)-laulimalide analogues.
    Bioorganic & medicinal chemistry letters, 2004, Feb-09, Volume: 14, Issue:3

    Analogues of the marine natural product (-)-laulimalide were prepared by total synthesis and evaluated in vitro for anticancer activity.

    Topics: Antineoplastic Agents; Breast Neoplasms; Cell Division; Colonic Neoplasms; Female; Humans; Macrolides; Molecular Structure; Structure-Activity Relationship; Taxoids; Tumor Cells, Cultured

2004
Total synthesis of the microtubule stabilizing antitumor agent laulimalide and some nonnatural analogues: the power of Sharpless' asymmetric epoxidation.
    The Journal of organic chemistry, 2003, Apr-18, Volume: 68, Issue:8

    Three different routes are described for the synthesis of deoxylaulimalide (3), which is the immediate precursor of the marine sponge metabolite laulimalide (1). These routes mainly differ with respect to their ring closing step. Thus, route 1 uses a Still-Gennari olefination, route 2 a Yamaguchi lactonization, and route 3 an intramolecular allylsilane-aldehyde addition for establishing the macrocyclic structure. The unprotected deoxy derivative 3 was subjected to Sharpless' asymmetric epoxidation (SAE). With (R,R)-tartrate the 16,17-epoxide laulimalide (1) is formed selectively, whereas (S,S)-tartrate generates the 21,22-epoxide 142. This demonstrates the high reagent control involved in the SAE process, which in this case is used to achieve high stereo- and regioselectivity. Laulimalide and some derivatives thereof have been tested with respect to antitumor activity and compared to standard compounds paclitaxel and epothilone B.

    Topics: Animals; Antineoplastic Agents; Breast Neoplasms; Chemistry, Organic; Drug Resistance, Neoplasm; Drug Screening Assays, Antitumor; Epothilones; Female; Humans; Indicators and Reagents; Macrolides; Molecular Structure; Paclitaxel; Porifera; Spindle Apparatus; Stereoisomerism; Taxoids; Tumor Cells, Cultured

2003