1. Academic Validation
  2. (Hydroxymethyl)acylfulvene: an illudin derivative with superior antitumor properties

(Hydroxymethyl)acylfulvene: an illudin derivative with superior antitumor properties

  • J Nat Prod. 1996 Sep;59(9):896-9. doi: 10.1021/np960450y.
T C McMorris 1 M J Kelner W Wang J Yu L A Estes R Taetle
Affiliations

Affiliation

  • 1 Department of Chemistry, University of California at San Diego, La Jolla, 92093-0506, USA.
Abstract

Reaction of the Fungal sesquiterpene illudin S with excess paraformaldehyde in dilute H2SO4 gives (hydroxymethyl)acylfulvene. The primary allylic hydroxyl thus formed can undergo very facile replacement by a variety of nucleophiles. (Hydroxymethyl)acylfulvene (MGI.114) was more toxic than a precursor, acylfulvene, but less toxic than the parent compound illudin S to HL 60 cells.

Figures