PT  - JOURNAL ARTICLE
AU  - G S Drummond
AU  - N L Greenbaum
AU  - A Kappas
TI  - Tin(Sn+4)-diiododeuteroporphyrin; an in vitro and in vivo inhibitor of heme oxygenase with substantially reduced photoactive properties.
DP  - 1991 Jun 01
TA  - Journal of Pharmacology and Experimental Therapeutics
PG  - 1109--1113
VI  - 257
IP  - 3
4099  - http://jpet.aspetjournals.org/content/257/3/1109.short
4100  - http://jpet.aspetjournals.org/content/257/3/1109.full
SO  - J Pharmacol Exp Ther1991 Jun 01; 257
AB  - Iodination of Sn-deuteroporphyrin (Ki = 0.185 microM) at positions C2 and C4 of the porphyrin ring results in an enhanced ability of the resulting derivative, Sn-diiododeuteroporphyrin, to inhibit (Ki = 0.069 microM) heme oxygenase activity in vitro. The potency of Sn-diiododeuteroporphyrin inhibition of bilirubin production in vivo is similar to that of Sn-protoporphyrin, but in vitro tests demonstrate that, when in solution with human serum albumin, Sn-diiododeuteroporphyrin is significantly (3-10 times, depending upon conditions) less photosensitizing than are Sn-protoporphyrin or Sn-mesoporphyrin. These findings demonstrate that halogenation of a suitable porphyrin macrocycle can substantially diminish photoactive properties of the compound whereas retaining its ability to act as a heme oxygenase inhibitor.