1. Academic Validation
  2. Synthesis and antifungal selectivity of new derivatives of amphotericin B modified at the C-13 position

Synthesis and antifungal selectivity of new derivatives of amphotericin B modified at the C-13 position

  • J Antibiot (Tokyo). 1993 Mar;46(3):486-93. doi: 10.7164/antibiotics.46.486.
A W Taylor 1 B J Costello P A Hunter W S MacLachlan C T Shanks
Affiliations

Affiliation

  • 1 SmithKline Beecham Pharmaceuticals, Great Burgh, Epsom, Surrey, UK.
Abstract

The syntheses of the first amphotericin B derivatives to be modified solely at the C-13 hemiketal position are described. Selective functionalisation at this position is facilitated by use of the allyl ester as a C-16 carboxylate protecting group on the amphotericin B nucleus. In in vitro tests all compounds showed markedly reduced haemolytic activity against mammalian erythrocytes while two of the novel 13-alkoxy derivatives retained good Antifungal activity.

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