ABSTRACT
The hepatic and biliary metabolites of PGE1 have been isolated and identified after infusions of PGE1 into isolated rat liver preparations. The results demonstrate that in general PGE1 undergoes metabolism similar to that of PGE2 in the rat and reveals the possibility of a selective PG metabolite transport system across the biliary canalicular membrane.
Subject(s)
Liver/metabolism , Prostaglandins E/metabolism , Animals , Bile Ducts/metabolism , Chemical Phenomena , Chemistry , Chromatography , Perfusion , Prostaglandins E/administration & dosage , RatsABSTRACT
The mass spectra of three stable isotope derivatives are presented to confirm ion assignments in the spectrum of the methoxime, trimethylsilyl ether, methyl ester from 15-oxo-13,14-dihydrothromboxane B2.
Subject(s)
Mass Spectrometry , Thromboxane B2 , Thromboxanes , Animals , Chemical Phenomena , Chemistry , Lung/immunology , Mice , Ovalbumin/immunology , Oximes , Thromboxane B2/analogs & derivatives , Thromboxane B2/immunology , Thromboxanes/analogs & derivatives , Trimethylsilyl CompoundsABSTRACT
The release of prostaglandins (PGs) and thromboxanes (Txs) from perfused guinea pig lungs was investigated during different immunological states. The major product released from normal lungs perfused with exogenous arachidonic acid was 6-oxo-PGF1a. The procedure of sensitisation to specific antigen resulted in an increase in the release of 15-oxo-13,14-dihydro-TxB2 and a decrease in the release of 6-oxo-PGF1a- and 6,15-dioxo-13,14-dihydro-PGF1a from lungs perfused with arachidonic acid. The relative amount of 15-oxo-13,14-dihydro-TxB2 released progressively increased with the number of immunological challenges with both exogenous and endogenously derived substrate, arachidonic acid. This change in response to successive immunological challenges may represent a protective mechanism to prevent parent Txs and PGs entering the systemic circulation.
Subject(s)
Immunity , Lung/immunology , Prostaglandins/metabolism , Thromboxanes/metabolism , Anaphylaxis , Animals , Arachidonic Acids/pharmacology , Guinea Pigs , Immunity, Maternally-Acquired , MaleABSTRACT
The mass spectra of eleven derivatives are presented to provide structural support for the recently discovered prostaglandin, 6-oxo-PGF1alpha, which we have isolated from incubations of arachidonic acid with ram seminal vesicles or released during isolated perfusions of sensitized guinea pig lungs.
Subject(s)
Prostaglandins F/analysis , Animals , Chromatography, Gas , Guinea Pigs , Lung/analysis , Male , Mass Spectrometry , Prostaglandins F/isolation & purification , Seminal Vesicles/analysis , SheepABSTRACT
The relatively rapid formation of pyrazoline adducts is a serious side reaction in the esterification of 15-oxo-PGF2alpha with ethereal diazomethane under conditions used routinely in the chemical derivatization of prostaglandins.
Subject(s)
Diazomethane , Prostaglandins F/analysis , Chemical Phenomena , Chemistry , Mass SpectrometryABSTRACT
6,15-Dioxo-PGF1alpha, 6,15-dioxo-13,14-dihydro-PGF1alpha and 15-oxo-thromboxane B2 have been identified in incubates of ram seminal vesicle homogenates with added arachidonic acid or in the perfusate from sensitised challenged guinea pig lungs. These compounds are probably related to 6-oxo-PGF1alpha and thromboxane B2. The structures have been determined by gas chromatography mass spectrometry, following suitable chemical derivatisation.
Subject(s)
Hydroxy Acids/analysis , Prostaglandins F/analysis , Animals , Arachidonic Acids , Chemical Phenomena , Chemistry , Chromatography, Gas , Guinea Pigs , Indicators and Reagents , Lung/analysis , Male , Mass Spectrometry , Perfusion , Pyrans/analysis , Seminal Vesicles/analysis , Sheep , Silicic AcidABSTRACT
The pharmacology of the prostaglandins (PGs) and thromboxanes (Txs) released from immunologically challenged guinea-pig lungs is related to their roles in the anaphylactic response. 6-oxo-PGF1alpha probably contibutes substantially to bronchoconstriction during anaphylaxis. TxB2 may contribute to the anaphylactic response by increasing SRA-A release and by stimulating leucotaxis. The 15-oxo metabolites of PGE2 and PGF2alpha are rather weak spasmogens, but might modify respiratory muscle contractions and pulmonary vascular resistance. The 15-oxo 13,14 dihydro metabolites of PGE2 PGF2alpha and TxB2 were inactive in the systems studied, suggesting an important inactivating role for the 13:14 reductase enzyme.
Subject(s)
Anaphylaxis/metabolism , Lung/metabolism , Muscle Contraction/drug effects , Prostaglandins/pharmacology , Animals , Chemotaxis/drug effects , Gerbillinae , Guinea Pigs , Hydroxy Acids/isolation & purification , Hydroxy Acids/pharmacology , In Vitro Techniques , Leukocytes/drug effects , Lung/drug effects , Lung/immunology , Male , Mice , Muscle, Smooth/drug effects , Prostaglandins/isolation & purification , Prostaglandins E/pharmacology , Prostaglandins F/pharmacology , Pyrans/isolation & purification , Pyrans/pharmacology , Rats , Vascular Resistance/drug effectsABSTRACT
Benefin (N-[n-butyl]-N-ethyl-2,6-dinitro-alpha, alpha, alpha-trifluoro-p-toluidine) and trifluralin (2,6-dinitro-N,N-di-n-propyl-alpha, alpha, alpha-trifluoro-p-toluidine) (Figure 1) are isomeric preemergent herbicides (1,2). As they possess different activities, their use necessitates the development of a routine analytical method which differentiates between them. The separation of these isomers by gas-liquid chromatography (GLC) using conventional column packings has proved extremely difficult. Two partly successful separations have been previously reported to date. A partial separation was obtained using a Durapak-Carbowax 400/Poracil C column (3) and a complete separation using a column packed with a monomolecular layer of Carbowax 20M on Chromosorb W (4). Unfortunately, this latter column has a very limited life and the analysis time is 25 minutes. This paper reports a rapid and reproducible separation of benefin and trifluralin using a liquid crystal stationary phase.
Subject(s)
Chromatography, Gas/methods , Herbicides/analysis , Toluidines/analysis , Trifluralin/analysis , Chromatography, Liquid , Isomerism , MethodsSubject(s)
Anti-Inflammatory Agents , Benzoxazoles , Chromatography, Gas , Crystallization , Isomerism , PropionatesABSTRACT
The diastereoisomeric content of 1-(2-phenyladamant-1-yl)-2-methylaminopropane can be determined by gas chromatography following treatment with chlorodifluoroacetic anhydride. Racemisation occurs in the synthesis of 2-phenyladamantane from the corresponding 2-chloroadamantane in the Friedel-Crafts reaction with aluminium chloride, but fractionation of the diastereoisomers can occur in the purification steps. A method for determining 2-phenyladamantane in plasma and urine extracts at the nanogram level using an electron-capture detector is described and compared with a previously described radio-assay procedure.
