A novel synthetic route to fused propenochlorin and benzochlorin photodynamic therapy probes

Chem Commun (Camb). 2002 Jun 7:(11):1172-3. doi: 10.1039/b202280j.

Abstract

Reaction of meso-(2-formylvinyl)octaethylporphyrin with (CH3)3SiCN-Cu(OTf)2 produced unexpected 10(3)-trimethylsiloxyl and 10(3)-hydroxyl fused propenochlorins which, in H2SO4, underwent subsequent migration of the 8-ethyl group to the 10(3)-position of the exocyclic benzene ring to form a novel benzochlorin.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Crystallography, X-Ray
  • Deuteroporphyrins / chemical synthesis
  • Deuteroporphyrins / chemistry
  • Magnetic Resonance Spectroscopy
  • Photochemotherapy
  • Photosensitizing Agents / chemical synthesis*
  • Photosensitizing Agents / chemistry
  • Porphyrins / chemical synthesis*
  • Porphyrins / chemistry

Substances

  • Deuteroporphyrins
  • Photosensitizing Agents
  • Porphyrins