Synthesis and biological evaluation of N-(arylsulfanyl)carbonyl analogues of paclitaxel (Taxol)


Karliga B., Schilling J., Kingston D., Bane S., Ravindra R., Talinli N.

CHEMISTRY & BIODIVERSITY, cilt.3, ss.396-404, 2006 (SCI İndekslerine Giren Dergi) identifier identifier identifier

  • Cilt numarası: 3 Konu: 4
  • Basım Tarihi: 2006
  • Doi Numarası: 10.1002/cbdv.200690043
  • Dergi Adı: CHEMISTRY & BIODIVERSITY
  • Sayfa Sayıları: ss.396-404

Özet

Four new N-(arylsufanyl)carbonyl paclitaxel analogues (2a-d) were prepared from 7-(triethylsilyl)protected baccatin III (5). Their cytotoxicities against human ovarian (A2780) and prostate cancer (PC3) cell lines, as well as their tubulin-assembly activities, were determined. In these assays, the new compounds showed rather weak activities, one two orders of magnitude below those of paclitaxel (taxol, 1). The known 3'-N-[(thiophen-2-yl)carbonyl] paclitaxel analogue 3 was also prepared. As previously reported, 3 exhibited strongly improved cytotoxicities and tubulin-assembly activities as compared to paclitaxel (1).