Biotransformation of 7, 12-dimethylbenz(a)anthracene(DMBA): on the genesis of DMBA-trans-dihydrodiols and DMBA-7- and 12-methylhydroxylated metabolites.
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9,10-Dimethyl-1,2-benzanthracene↗
Biomedical subjects
Y M Sheikh
Publications and source records attributed to Y M Sheikh.
Anthopleurine: a sea anemone alarm pheromone.
The sea anemone Anthopleura elegantissima responds with characteristic contraction to a pheromone released by wounded conspecifics. The alarm pheromone was isolated by ion-exchange chromatography and identified by chemical and spectroscopic methods as the quaternary ammonium ion (3-carboxy-2, 3-dihydroxy-N, N, N-trimethyl)-1-propanaminium. Median effective concentration of the crystalline pheromone is 3.5 X 10-minus 10 mole per liter of seawater.
Animals↗
2,6-Dibromophenol and 2,4,6-tribromophenols. Antiseptic secondary metabolites of Phoronopsis viridis.
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Adaptation, Biological↗
Synthesis of sterols with modified side chains.
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Animals↗
Addition of dichlorocarbene to steroidal olefins. Preparation of a stereoisomer of demethylgorgosterol, a cyclopropane-containing marine sterol.
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Alkenes↗
Synthesis of corticosteroids from marine sources.
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Hydroxycorticosteroids↗
5 -pregn-9(11)-ene-3 ,6 -diol-20-one and 5 -cholesta-9(11),20(22)-diene-3 ,6 -diol-23-one. Two novel steroids from the starfish Acanthaster planci.
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Cholestanes↗
Metabolism of 7,12-dimethylbenz(a)anthracene. Correlation of dihydrodiol and phenol metabolites with organ susceptibility to carcinogenesis in Sprague-Dawley and long-Evans rats.
The biotransformation of DMBA in uninduced and induced 10,000g organ supernatants derived from female Sprague-Dawley and Long-Evans rats, which are respectively sensitive and resistant to DMBA-induced carcinogenesis, was studied. Qualitative and quantitative differences in the metabolism of DMBA are summarized as a function of organ (liver, lung, kidney, and mammary) and strain and oxidative enzyme induction protocol utilized and are attributed to the differential induction of various cytochrome P-450s. The percent production of 7,12-dimethylbenz(a)anthracene-3,4-dihydrodiol (DMBA-3,4-DHD) and phenol metabolites in 10,000g organ supernatants from beta-napthoflavone induced animals correlated with organ susceptibility to DMBA-induced carcinogenesis in both SD and LE rat strains. A negative correlation was observed between 8,9-DHD production and reported sensitivity to specific organ tumorigenesis, but no other relationship was observed with other metabolites (7- and 12-hydroxymethyl, K-region DHD, and 10,11-DHDs). Similar DMBA metabolite hplc profiles were observed in the same organ S-10 fractions isolated from either SD or LE rats. Thus, the organotropic, but not the strain, selectivity of DMBA-induced carcinogenicity appears to be attributed in part to metabolic activation.
9,10-Dimethyl-1,2-benzanthracene↗