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    ANTI-TUMOR ACTIVITY OF AECHL-1, NOVEL TRITERPENOID ISOLATED FROM AILANTHUS EXCELSA IN VITRO AND IN VIVO
    1.
    发明申请
    ANTI-TUMOR ACTIVITY OF AECHL-1, NOVEL TRITERPENOID ISOLATED FROM AILANTHUS EXCELSA IN VITRO AND IN VIVO 失效

    公开(公告)号：US20100311987A1

    公开(公告)日：2010-12-09

    申请号：US12742139

    申请日：2008-12-02

    申请人： Sandhya Sitasawad ,  Manish Lavhale ,  Santosh Kumar ,  Shrihari Mishra

    发明人： Sandhya Sitasawad ,  Manish Lavhale ,  Santosh Kumar ,  Shrihari Mishra

    IPC分类号： C07D311/78

    CPC分类号： C07D493/08

    摘要： A novel chemical moiety triterpenoid AECHL-1 isolated from root bark of Ailanthus excelsa having anti-cancer properties exhibiting remarkable activity in treatment of various forms of tumors with specificity wherein it blocks the growth of four tumor cell lines with distinct origins and of different p53 status (B16F10 mouse melanoma, PC3 human prostate cancer, MCF-7 and MDA-MB-231 human breast cancer), having following characteristic IR, NMR and mass spectra IR (KBr): 3425, 3419 (hydroxyl group), 2972, 2966, 2923, 2873 (alkyl C—H stretch), 1733 (δ lactone), 1718 (Bi acetyl), 1680 (C═O conjugation with alkene), 1652 (—C═C stretching), 1600 (aromatic), 1492, 1454, 1394 (methyl stretching), 1222 (δ lactone), 1184, 1110, 1051, 1031 (acetals), 1018 nm (alkanes). 1H-NMR (DMSO, 400 Hz) δ: 0.95 (3H, t, 4′-CH3), δ:1.15 (3H, d, H-24), δ:1.235 (3H, d, 5′-CH3), δ: 1.5 (2H, ddd, 5′-CH2), δ: 1.73 (3H, ddd, H-21), δ: 1.83 (1H, s, H-9), δ: 1.87 (1H, s, H-14), δ: 1.9 (2H, s, H-18), δ: 2.16 (3H, s, H-18), δ: 2.3 (3H, d, H-19) δ: 2.71 (2H, s, H-20), δ: 3.45 (2H, dd, H-23), δ:3.65 (2H, d, H-22), δ: 3.95 (1H, t, H-12), δ: 4.05 (2H, s, H-22), δ: 5.30 (1H, s, H-15), δ: 5.46 (1H, s, OH-2), 6: 5.73 (1H, d,OH-2′), δ: 6.89 (1H, s, H-3), δ: 8.82 (1H, s, OH-11). Chemical shifts are given in ppm on the δ-scale, s=singlet, d=doublet, t=triplet. The mass spectra showing the following principal peaks: m/z: 1068 due to dimer formation. The actual [M+] was considered to be 543.8, 463.3 [M-C4H1O2], 461.4 [M-C4H2O2], 459.4 [M-C4H4O2], 361.2 [M-C9H11O4] is a solid mp. 248-250° C. possessed a molecular formula of C29H36O10 as indicated by EI and ES mass spectra.