Révision Structurale de la Taxine B, Alcaloïde Majoritaire des Feuilles de l'If d'Europe, Taxus baccata

Ettouati, Laurent; Ahond, A.; Poupat, C.; Potìer, Pierre

doi:10.1021/np50077a044

Cited by 32 publications

(23 citation statements)

References 3 publications

(8 reference statements)

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“…The proton-bearing carbons were assigned by a 'H-BC correlation spectrum (HMQC) and the quaternary carbons were assigned by a 1H-bC long-range correlation (HMBC) spectrum. The 'H-nmr spectrum showed the presence of a C-4 exomethylene group and a Winterstein acid moiety, which were identical to those of taxine B and its derivatives (4,6). The lack of a ketone carbonyl at C-13 was confirmed by both 'Hand BC-nmr spectra.…”

mentioning

confidence: 69%

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Two New Taxoids from the Stem Bark of Taxus baccata

Guo

Diallo²,

Jaziri³

et al. 1995

J. Nat. Prod.

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mentioning

confidence: 69%

“…A decade later, Graf et al established the structures of taxine A (2) and taxine B (3). The structure of taxine B was revised recently as 2 (4).…”

mentioning

confidence: 99%

Two New Taxoids from the Stem Bark of Taxus baccata

Guo

Diallo²,

Jaziri³

et al. 1995

J. Nat. Prod.

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“…The identity of the substance was confirmed by NMR data [15,26], exact mass measurement and LC-MS-MS.…”

Section: Isolation Proceduresmentioning

confidence: 82%

Quantitative determination of taxine B in body fluids by LC–MS–MS

Frommherz

Kintz²,

Kijewski³

et al. 2006

Int J Legal Med

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A new specific and sensitive LC-MS-MS method for the detection of taxine B and isotaxine B, the main toxic pseudo-alkaloids from yew (Taxus sp.), in biological samples (blood, urine, gastric content) was developed. Biological samples were prepared for LC-MS-MS by means of solid-phase extraction (SPE) procedure and yielded a recovery of 86%. Chromatographic separation was achieved using an RP(18) column. Detection of taxine B and isotaxine B was performed using multiple reaction monitoring with m/z 584.2 as precursor ion, i.e. [M+H](+), of both isomers and m/z 194.3 and m/z 107.1 as product ions after collision-induced dissociation. Docetaxel was applied as internal standard. The method was fully validated for the analysis of blood samples. Linearity was proven in the range from 0.1-500 ng/g. The limit of detection and the limit of quantitation are 0.4 and 2 ng/g, respectively. The method was applied to the determination of taxine B and isotaxine B in four fatal cases (two humans, two horses) with suspected yew intoxication. Blood levels were 105, 168, 174 and 212 ng/g.

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“…Eventually, 2 of the 11 or more taxines were specifi cally identifi ed, their structures were determined, and they were named taxines A and B (Graf 1956;Graf et al 1986;Ettouati et al 1991;Appendino et al 1993). Taxine B appears to be the equivalent of the hypothesized taxine I (Graf et al 1986).…”

Section: Taxaceae Agraymentioning

confidence: 99%