Studies of the relationship between chemical structure and porphyria-inducing activity—III

Hirsch, G. H.; Bubbar, G. L.; Marks, Gerald S.

doi:10.1016/0006-2952(67)90121-9

Cited by 14 publications

(1 citation statement)

References 15 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Source of compautzd.~ The following compoimnds were available frona previous syntheses in our laboratory: ALA by the method of Shemin et al (1955): 3,5-diethoxycarbonyl-1.4-dihydro-2,4,6-tritnethylpyridinc (DIIC'] and 3,s-dicthoxycarbonyl-2,4,6-trlmethylpyridine (Ox-DDC) by the method of Loev and Snader (1965); diethyl 2,3,5,6-tetranlethylterephthlate, 2,4,6-tsirncthylbenzanaidc, and 2-propylvalcramnde ( Hirsch et al 1967); ethyl-3-(2.4,6-trirnetB1ylphei1yl) propanoate, 3-(2,4,6-trirnethylphenyl) propanamide. and 2-(2.4,6h-imethylphenyl) cthanamide (Schneck et al 1968); B1A (Marks et al 1973).…”

Section: Methodsmentioning

confidence: 99%

Patterns of porphyrin accumulation in response to chemicals in chick embryo liver cells

Marks¹,

Follows²,

Zelt³

et al. 1983

Can. J. Physiol. Pharmacol.

View full text Add to dashboard Cite

Four patterns of porphyrin accumulation were observed by high-pressure liquid chromatography when chemicals were added to chick embryo liver cells. These patterns provide a guide to the site of action of the chemicals. Protoporphyrin accumulated in response to 3,5-diethoxycarbonyl-1,4-dihydro-2,4,6-trimethylpyridine (DDC), a result consistent with its ability to inhibit ferrochelatase. Uroporphyrin and heptacarboxylic acid porphyrin accumulated in response to 3,3',4,4'-tetrachlorobiphenyl, 2,2',4,4',6,6'-hexachlorobiphenyl, and 3,5-diethoxycarbonyl-2,4,6-trimethylpyridine, a result suggesting inhibition of uroporphyrinogen decarboxylase. Coproporphyrin was the major porphyrin to accumulate in response to allylisopropylacetamide, aromatic amides, and steroids, a result suggesting inhibition of coproporphyrinogen oxidase. A mixture of uroporphyrin, heptacarboxylic acid porphyrin and coproporphyrin accumulated in response to aromatic di- and mono-esters, aliphatic diesters, and aliphatic amides. The pattern observed after addition of excess delta-aminolevulinic acid (ALA) the endogenous substrate of the pathway to the cells was proto- greater than copro- greater than uro-porphyrin. This pattern resembled that produced by DDC but by none of the other chemicals. It was concluded that porphyrin accumulation can not be attributed solely to the induction of ALA-synthetase. It appears that porphyrin-inducing chemicals exert an additional effect on one or other of the enzymes of the heme biosynthetic pathway.

show abstract

Section: Methodsmentioning

confidence: 99%