2018
DOI: 10.1093/jat/bky076
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Development of a Reliable Method for Assessing Coca Alkaloids in Oral Fluid by HPLC–MS-MS

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Cited by 9 publications
(13 citation statements)
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“…The diagnostic ions m/z 124 and m/z 93 produced from the ion of the deprotonated molecule at m/z 246 (peak 20 ) indicated an ester function embedded in C‐3 of the monosubstituted tropane core. This information, in conjunction with literature data and HRESIMS experiments, which provided the molecular formula C 15 H 19 NO 2 , is sufficient to assume that the alkaloid in question is 3‐benzoyloxytropane (tropococaine), a phytoconstituent with a wide distribution in Erythroxylum species, and which exhibits a local anesthetic effect 25,26,31,32 . Cleavage between C‐3 and the esterifying acid, benzoic acid, was evidenced by the fragment at m/z 124 ([M + H‐122] + ), and the methylamine leaving at m/z 93 ([M + H‐122‐31] + ).…”
Section: Resultsmentioning
confidence: 92%
See 1 more Smart Citation
“…The diagnostic ions m/z 124 and m/z 93 produced from the ion of the deprotonated molecule at m/z 246 (peak 20 ) indicated an ester function embedded in C‐3 of the monosubstituted tropane core. This information, in conjunction with literature data and HRESIMS experiments, which provided the molecular formula C 15 H 19 NO 2 , is sufficient to assume that the alkaloid in question is 3‐benzoyloxytropane (tropococaine), a phytoconstituent with a wide distribution in Erythroxylum species, and which exhibits a local anesthetic effect 25,26,31,32 . Cleavage between C‐3 and the esterifying acid, benzoic acid, was evidenced by the fragment at m/z 124 ([M + H‐122] + ), and the methylamine leaving at m/z 93 ([M + H‐122‐31] + ).…”
Section: Resultsmentioning
confidence: 92%
“…30 The suggested fragmentation pathway for this alkaloid with a monosubstituted topane nucleus can be seen in wide distribution in Erythroxylum species, and which exhibits a local anesthetic effect. 25,26,31,32 between the carbonyl carbon and the oxygen of the ester function. [12][13][14] For example, the compound of peak unpublished for E. revolutum.…”
Section: Hplc-esi-ms N and Hresims Analysismentioning
confidence: 99%
“…Other interesting compounds included N-acetylputrescine, a urea cycle byproduct commonly causal of halitosis whose serum elevation is implicated in lung cancer (39) and the pyrrolidine derivative cuscohygrine. This is a coca leaf alkaloid previously presumed to be lost during cocaine fabrication (40) and detected in oral fluids of coca leaf chewers and coca tea drinkers but not cocaine users (41). In this instance cuscohygrine provenance was on account of cocaine nasal consumption ∼72hrs ahead of EBC sample collection with PBM-HALE TM indicating that cocaine abuse might be detectable in FA EBC (40).…”
Section: Resultsmentioning
confidence: 99%
“…Measurements were carried out under similar conditions as in our previous work. 13 The gradient elution used was 20 mM ammonium formate in ultrapure water (pH 4.2) (A) and an acetonitrile/methanol (4 : 1) mixture (B) as a mobile phase for compound separation at a flow-rate of 300 μL min −1 . The gradient was run as the following scheme: from sample injection until 0.1 min, gradient elution to 8% (A); from 0.1 to 2 min, a linear gradient to 9% (A); from 2 to 6 min, a linear gradient to 15% (A); from 6 to 11 min, a linear gradient to 60% (A); from 11 to 12 min, isocratic elution with 60% (A); from 12 to 13 min, a linear gradient to 40% (A); from 13 to 14 min, a linear gradient reduces to 8% (A); and from 14 to 20 min, isocratic elution back to 8% (A).…”
Section: Methodsmentioning
confidence: 99%