Biosynthetic Study of Amphidinin A and Amphidinolide P

Chem Pharm Bull (Tokyo). 2016;64(7):979-81. doi: 10.1248/cpb.c16-00202.

Abstract

The biogenetic origins of amphidinin A (1) and amphidinolide P (2) were investigated by feeding experiments with (13)C-labeled acetates. (13)C-NMR data of (13)C-enriched samples revealed that the all carbons of 1 and 2 were derived from acetates. The polyketide chain of 1 was formed from one triketide chain, two diketide chains, and three unusual isolated C1 units derived from C-2 of cleaved acetates, while the polyketide chain of 2 was formed from one pentaketide chain, two acetate units, and three unusual isolated C1 units derived from C-2 of cleaved acetates. The all branched C1 units of 1 and 2 were derived from C-2 of cleaved acetates.

MeSH terms

  • Dinoflagellida / chemistry
  • Furans / chemistry
  • Furans / isolation & purification
  • Furans / metabolism*
  • Macrolides / chemistry
  • Macrolides / isolation & purification
  • Macrolides / metabolism*
  • Molecular Conformation

Substances

  • Furans
  • Macrolides
  • amphidinin A
  • amphidinolide P