SYNTHESIS OF (-) ¿ PYRENOPHOROL, ANTICANCER EVALUATION OF HETEROCYCLES
SYNTHESIS OF (-) ¿ PYRENOPHOROL, AND ANTI-CANCER EVALUATION OF BENZIMIDAZOLE, BENZTHIAZOLE AND SULFONAMIDE DERIVATIVES
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The total synthesis of (-)-pyrenophorol with high enantio selectivity has been accomplished in which the stereocenters were established by Jacobsen's hydrolytic kinetic resolution and Sharpless asymmetric dihydroxylation and cyclization was achieved by intermolecular Mitsunobu cyclization. The compound 90b with electron donating 3,4,5-trimethoxy group on the phenyl ring, showed excellent anticancer activity (MCF-7 = 0.018±0.0039 miM, A549 = 0.011±0.0019 miM, Colo-205 = 0.12±0.029 miM and A2780 = 0.17±0.023 miM) than etoposide. The compound 117i having electron-rich on the phenyl moiety sho...
The total synthesis of (-)-pyrenophorol with high enantio selectivity has been accomplished in which the stereocenters were established by Jacobsen's hydrolytic kinetic resolution and Sharpless asymmetric dihydroxylation and cyclization was achieved by intermolecular Mitsunobu cyclization. The compound 90b with electron donating 3,4,5-trimethoxy group on the phenyl ring, showed excellent anticancer activity (MCF-7 = 0.018±0.0039 miM, A549 = 0.011±0.0019 miM, Colo-205 = 0.12±0.029 miM and A2780 = 0.17±0.023 miM) than etoposide. The compound 117i having electron-rich on the phenyl moiety showed greater anticancer property on all cell lines (PC3=0.11±0.068 miM; A549=0.18±0.063 miM; MCF-7= 0.52±0.074 miM and DU-145=0.17±0.082 miM).
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