Structure-activity relationships of ring C-secotaxoids. 1. Acylative modifications

Forskningsoutput: TidskriftsbidragArtikel i vetenskaplig tidskrift

Abstract

The acylative modification of IDN 5390 (3a), a 7,8-secotaxoid under preclinical development, was investigated. A modest decrease of potency was observed upon acylation of the primary and the enolic hydroxyls, suggesting that, just like in paclitaxel, the hydroxyl groups in the upper right-hand sector are not critical for cytotoxicity. The activity of these analogues, and especially of the chemically robust carbonates 3c and 3d, makes it unlikely that the activity of IDN 5390 is due to in vivo oxidation to a fledgling 7-aldehyde and re-aldolization to the corresponding taxane derivative.

Detaljer

Författare
  • G Appendino
  • P Bettoni
  • A Noncovich
  • Olov Sterner
  • G Fontana
  • E Bombardelli
  • P Pera
  • R J Bernacki
Enheter & grupper
Forskningsområden

Ämnesklassifikation (UKÄ) – OBLIGATORISK

  • Organisk kemi
Originalspråkengelska
Sidor (från-till)184-188
TidskriftJournal of Natural Products
Volym67
Utgivningsnummer2
StatusPublished - 2004
PublikationskategoriForskning
Peer review utfördJa