[Directed modification of the pyrrole ring D in natural chlorins].
Natural chlorins containing a residue of the nonesterified propionic acid in the pyrrole ring D were oxidized with 2,3-dichloro-5,6-dicyanobenzoquinone at C18 to yield exocyclic delta-lactones. The opening of the lactones in alkaline medium resulted in the corresponding 18-hydroxychlorins.
Mironov
A F
AF
Lomonosov State Academy of Fine Chemical Technology, pr. Vernadskogo 86, Moscow, 117571 Russia. mironov@httos.mitht.msk.ru
Nechaev
A V
AV
D002734:Chlorophyll / Q000031:analogs & derivatives* / Q000737:chemistry; D000077194:Chlorophyll A; D007783:Lactones / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D017319:Photosensitizing Agents / Q000138:chemical synthesis*; D011166:Porphyrins / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
D007783:Lactones; D017319:Photosensitizing Agents; D011166:Porphyrins; D011758:Pyrroles; D002734:Chlorophyll; C040298:pyropheophorbide a; C006969:chlorin; C032623:pheophorbide a; D000077194:Chlorophyll A