A novel synthetic route to fused propenochlorin and benzochlorin photodynamic therapy probes.
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.
Li
Guolin
G
Roswell Park Cancer Institute, Buffalo, NY 14263, USA.
Mehta
Ricky
R
Srikrishnan
Thamarapu
T
Nurco
Daniel J
DJ
Tabaczynski
Walter A
WA
Alderfer
James L
JL
Smith
Kevin M
KM
Dougherty
Thomas J
TJ
Pandey
Ravindra K
RK
D018360:Crystallography, X-Ray; D003905:Deuteroporphyrins / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D010778:Photochemotherapy; D017319:Photosensitizing Agents / Q000138:chemical synthesis* / Q000737:chemistry; D011166:Porphyrins / Q000138:chemical synthesis* / Q000737:chemistry
D003905:Deuteroporphyrins; D017319:Photosensitizing Agents; D011166:Porphyrins