Analysis of drugs and related compounds by capillary column GLC

Vandenheuvel, W.J.A.; Zweig, J. S.

doi:10.1002/jhrc.1240030802

Cited by 14 publications

(3 citation statements)

References 72 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This reaction serves to protect the 17a-side chain in preparation for subsequent double bond reduction in the A-ring [25]. The A-ring 4, 5 double bond of the bis-methylenedioxy derivative of RSS was reduced using H 2 gas over palladium-on-calcium carbonate as a catalyst, in ethanolic potassium hydroxide [25,26]. Reduction of the resulting 3-keto derivative (3) was achieved with NaBH 4 , using a modified procedure of the method described by Vandenheuvel [27], after which the product (4) was deprotected using hydrofluoric acid, to yield THS (5).…”

Section: Resultsmentioning

confidence: 99%

Evaluation ofO^3α-,O²¹-Di-(N¹-methyloxycarbonyl-2, 4-dioxo-5-fluoropyrimidinyl)17α-hydroxy-5β-pregnan-20-one as a novel potential antiangiogenic codrug

Howard-Sparks

Al-Ghananeem

Pearson

et al. 2005

Journal of Enzyme Inhibition and Medicinal Chemistry

View full text Add to dashboard Cite

Intraocular neovascularization is a complication in a variety of eye diseases, and is a leading cause of visual loss. The purpose of this study was to design and synthesize three novel codrugs of the antiangiostatic steroid, 3alpha, 17alpha, 21-trihydroxy-5beta-pregnan-20-one (trihydroxy steroid, THS) with the cytotoxic agent 5-fluorouracil (5FU) which incorporates either one or two molecules of 5FU attached through carbonate ester linkages at positions O(3), and/or O(21) of the THS molecule. Furthermore, a kinetic study of the O(3alpha)-, O(21)-di-(N(1)-methyloxycarbonyl-2, 4-dioxo-5-fluoropyrimidinyL) 17alpha-hydroxy-5beta-pregnan-20-one (THS-BIS-5FU) codrug was carried out. The overall goal of this codrug strategy was to improve sustained drug delivery of both compounds by overcoming their individual solubility problems, and to thus enhance their bioavailability. The codrug was found to be optimal with superior angiostatic activity using the CAM assay compared to the activity of the parent compounds alone. In the hydrolysis studies 5FU was released at a faster rate than THS with an unknown intermediate observed by HPLC, a rationale and proposed structure and mechanism of the unknown THS derivative is provided.

show abstract

Section: Resultsmentioning

confidence: 99%

Evaluation ofO^3α-,O²¹-Di-(N¹-methyloxycarbonyl-2, 4-dioxo-5-fluoropyrimidinyl)17α-hydroxy-5β-pregnan-20-one as a novel potential antiangiogenic codrug

Howard-Sparks

Al-Ghananeem

Pearson

et al. 2005

Journal of Enzyme Inhibition and Medicinal Chemistry

View full text Add to dashboard Cite

show abstract

“…The incubation mixture with unlabeled AA was extracted and derivatized in a procedure similar to that used for labeled AA and was analyzed by GC/MS. Each peak in GC/MS analysis was assigned by comparison of the methylene unit (MU) (29,30) Table I.…”

Section: Methodsmentioning

confidence: 99%

Profiling of arachidonic acid metabolites in rabbit platelets by radio gas chromatography

Akira

Nakamura

Shinohara

et al. 1993

Lipids

View full text Add to dashboard Cite

A method for profiling arachidonic acid metabolites by radio gas chromatography (GC) is described. The incubation mixture of rabbit platelets with [14C]arachidonic acid was purified on a Sep-Pak C18 cartridge and derivatized with diazomethane, O-methylhydroxylamine and dimethyl-isopropylsilylimidazole. The recovery of total 14C-radioactivity was 93.1 +/- 7.2%. Loss of radioactivity during derivatization was negligible. Baseline separations for [14C]arachidonic acid and its metabolites were obtained in a single run within 45 min by GC using a synchronized accumulating radioisotope detector (GC/SARD). The recovery of radioactivity from the GC column was virtually 100%. The chemical structures of the metabolites were confirmed by GC/mass spectrometry; peaks of arachidonic acid metabolites were assigned by comparison of the methylene unit values with those of radioactive peaks in GC/SARD analyses. The intra-assay coefficients of variation in GC/SARD analyses were less than 10%. The method was used to map the profile of arachidonic acid metabolites formed by rabbit platelets in the presence of indomethacin, baicalein or glutathione.

show abstract

“…CGC is increasingly applied in modern toxicological analysis. For general reviews, the reader is referred to [27][28][29]. As concerns the individual groups of toxicologically relevant substances, CGC has been used for detection of volatiles [30][31][32], hypnotic and antiepileptic drugs [33][34][35][36], basic drugs, particularly narcotics [37][38][39][40][41][42][43][44], and environmental pollutants [45].…”

Section: Systematic Toxicological Forensic Analysis (Stfa)--detectionmentioning

confidence: 99%

Potentials of capillary gas chromatography in toxicology today

Bogusz¹,

Dezeeuw

Franke

1984

Z Rechtsmed

View full text Add to dashboard Cite

The usefulness, the applicability and the limitations of capillary gas chromatography in various types of toxicological analysis were discussed. Technical parameters of capillary gas chromatography, such as type of injector, type of column with regard to material, size, and stationary phase were assessed in view of the requirements of toxicological analysis. The main advantage of capillary gas chromatography, i.e. high separation power, is unfortunately counterbalanced by low loadability and/or speed of analysis. In the present situation capillary gas chromatography is a method of choice in drug screening despite some disadvantages, but in drug-oriented analysis the conventional chromatography on packed; columns is probably more useful.

show abstract

Analysis of drugs and related compounds by capillary column GLC

Cited by 14 publications

References 72 publications

Evaluation ofO^3α-,O²¹-Di-(N¹-methyloxycarbonyl-2, 4-dioxo-5-fluoropyrimidinyl)17α-hydroxy-5β-pregnan-20-one as a novel potential antiangiogenic codrug

Evaluation ofO^3α-,O²¹-Di-(N¹-methyloxycarbonyl-2, 4-dioxo-5-fluoropyrimidinyl)17α-hydroxy-5β-pregnan-20-one as a novel potential antiangiogenic codrug

Profiling of arachidonic acid metabolites in rabbit platelets by radio gas chromatography

Potentials of capillary gas chromatography in toxicology today

Contact Info

Product

Resources

About

Analysis of drugs and related compounds by capillary column GLC

Cited by 14 publications

References 72 publications

Evaluation ofO3α-,O21-Di-(N1-methyloxycarbonyl-2, 4-dioxo-5-fluoropyrimidinyl)17α-hydroxy-5β-pregnan-20-one as a novel potential antiangiogenic codrug

Evaluation ofO3α-,O21-Di-(N1-methyloxycarbonyl-2, 4-dioxo-5-fluoropyrimidinyl)17α-hydroxy-5β-pregnan-20-one as a novel potential antiangiogenic codrug

Profiling of arachidonic acid metabolites in rabbit platelets by radio gas chromatography

Potentials of capillary gas chromatography in toxicology today

Contact Info

Product

Resources

About

Evaluation ofO^3α-,O²¹-Di-(N¹-methyloxycarbonyl-2, 4-dioxo-5-fluoropyrimidinyl)17α-hydroxy-5β-pregnan-20-one as a novel potential antiangiogenic codrug

Evaluation ofO^3α-,O²¹-Di-(N¹-methyloxycarbonyl-2, 4-dioxo-5-fluoropyrimidinyl)17α-hydroxy-5β-pregnan-20-one as a novel potential antiangiogenic codrug