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Derivate natürlicher Tetrapyrrole für die Photodynamische Therapie, 2 Modellreaktionen zur direkten CC‐Verknüpfung von Porphyrinen
Author(s) -
Risch Nikolaus,
Mackenbrock Ursula
Publication year - 1992
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199219920199
Subject(s) - chemistry , tetrapyrrole , hematoporphyrin , porphyrin , electrophile , electrophilic substitution , mannich reaction , protoporphyrin ix , medicinal chemistry , stereochemistry , photodynamic therapy , organic chemistry , catalysis , enzyme
Natural Tetrapyrrol Derivatives for the Photodynamic Therapy, 2. — Model Reactions for Direct C–C Linkages of Porphyrins Until now, there is a lack of information about the structure of the active components in the diagnosis and photodynamic therapy of cancer with hematoporphyrin derivatives (HPD). We describe the formation of HPD in terms of benzyl cation chemistry. Selective formation of the C—C‐linked model compounds 4 , 5 by reaction of protoporphyrin dimethyl ester ( 2 ) with electron‐rich aromatic compounds as well as of 9 — 12 , 15 – 17 , obtained by reaction of the porphyrin dimethyl esters 2, 6, 7 , and 8 , with carbon electrophiles (preformed Mannich salts), results from this concept.