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Azachlorins: Synthesis of a novel type of hydroporphyrins from the bile pigment bilirubin

✍ Scribed by Gerlach, Benjamin ;Montforts, Franz-Peter

Publisher: John Wiley and Sons
Year: 1995
Tongue: English
Weight: 628 KB
Volume: 1995
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.1995199508206

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✦ Synopsis

Abstract

Azachlorins rac‐10a,b, rac‐11, and rac‐16, a novel type of hydroporphinoid compounds, were synthesized from azaporphyrins 8 and 13 by regioselective cycloaddition of singlet oxygen and further transformation by amide acetal Claisen rearrangement. The azaporphyrins are readily accessible from the naturally occurring bile pigment bilirubin (5). The photophysical properties of the azachlorins recommend these chlorin derivatives as potential photosensitizers for Photodynamic Therapy (PDT).

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