ChemInform Abstract: SELF-SENSITIZED PHOTOOXIDATION OF PROTOPORPHYRIN IX AND RELATED FREE-BASE PORPHYRINS IN NATURAL AND MODEL MEMBRANE SYSTEMS. EVIDENCE FOR NOVEL PHOTOOXIDATION PATHWAYS INVOLVING AMINO ACIDS

1984 ◽  
Vol 15 (31) ◽  
Author(s):  
M. KRIEG ◽  
D. G. WHITTEN
1993 ◽  
Vol 3 (3) ◽  
pp. 377-408 ◽  
Author(s):  
Scott C. Hartsel ◽  
Christopher Hatch ◽  
Woubeshet Ayenew

2020 ◽  
Vol 5 (28) ◽  
pp. 8644-8648 ◽  
Author(s):  
Adejoke D. Osinubi ◽  
Josephat U. Izunobi ◽  
Olayinka T. Asekun ◽  
Oluwole B. Familoni ◽  
Xiaoguang Bao

1995 ◽  
Vol 307 (2) ◽  
pp. 505-512 ◽  
Author(s):  
R M A Bellingham ◽  
A H Gibbs ◽  
F de Matteis ◽  
L Y Lian ◽  
G C K Roberts

Feeding mice with griseofulvin, a widely used anti-fungal agent which induces protoporphyria as a side-effect, leads to the formation in the liver of two green pigments which have been shown to be porphyrin adducts. In this work, the major porphyrin adduct isolated from the livers of griseofulvin-fed mice has been characterized structurally using one- and two-dimensional NMR spectroscopy. The adduct was shown to be an N-alkylated protoporphyrin IX in which the whole of griseofulvin (less a hydrogen atom) is attached to a pyrrole ring nitrogen of the porphyrin. It was shown that the drug-to-porphyrin linkage is an an -O-CH2-Npyrrole = linkage, to either the 4- or 6-position of ring a of griseofulvin. In an attempt to identify which pyrrole nitrogen is involved in this linkage, the 1H spectra of the free base and zinc complex of the adduct were compared with the corresponding spectra of the four regioisomers of N-methylprotoporphyrin. These comparisons indicated that the adduct isolated from the livers of griseofulvin-fed mice is either the NC or the ND regioisomer, although a clear distinction between these two could not be made on the available evidence. The mechanism of formation of the adduct and its relation to griseofulvin-induced protoporphyria are discussed.


2018 ◽  
Vol 114 (3) ◽  
pp. 244a
Author(s):  
Loredana Casalis ◽  
Fabio Perissinotto ◽  
Denis Scaini

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