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Page 1
Picrotoxinin and related substances.
Porter LA. Porter LA. Chem Rev. 1967 Aug;67(4):441-64. doi: 10.1021/cr60248a004. Chem Rev. 1967. PMID: 4859924 Review. No abstract available.
Revision of the Unstable Picrotoxinin Hydrolysis Product.
Tong G, Shenvi RA. Tong G, et al. Angew Chem Int Ed Engl. 2021 Aug 23;60(35):19113-19116. doi: 10.1002/anie.202107785. Epub 2021 Jul 20. Angew Chem Int Ed Engl. 2021. PMID: 34236745 Free PMC article.
The plant metabolite picrotoxinin (PXN) is a widely used tool in neuroscience for the identification of GABAergic signaling. ...
The plant metabolite picrotoxinin (PXN) is a widely used tool in neuroscience for the identification of GABAergic signaling. ...
Synthesis of (-)-Picrotoxinin by Late-Stage Strong Bond Activation.
Crossley SWM, Tong G, Lambrecht MJ, Burdge HE, Shenvi RA. Crossley SWM, et al. J Am Chem Soc. 2020 Jul 1;142(26):11376-11381. doi: 10.1021/jacs.0c05042. Epub 2020 Jun 23. J Am Chem Soc. 2020. PMID: 32573211 Free PMC article.
We report a concise, stereocontrolled synthesis of the neurotoxic sesquiterpenoid (-)-picrotoxinin (1, PXN). The brevity of the route is due to regio- and stereoselective formation of the [4.3.0] bicyclic core by incorporation of a symmetrizing geminal dimethyl group at C5 …
We report a concise, stereocontrolled synthesis of the neurotoxic sesquiterpenoid (-)-picrotoxinin (1, PXN). The brevity of the route …
Multiple picrotoxinin effect on glycine channels in rat hippocampal neurons.
Yoon KW, Wotring VE, Fuse T. Yoon KW, et al. Neuroscience. 1998 Dec;87(4):807-15. doi: 10.1016/s0306-4522(98)00158-4. Neuroscience. 1998. PMID: 9759968
Picrotoxinin blocked the glycine induced chloride currents. The picrotoxinin effect at 20 microM on glycine dose response relationship suggested a competitive mechanism. ...These findings indicate that the whole-cell glycine current in rat hippocampal neurons is med
Picrotoxinin blocked the glycine induced chloride currents. The picrotoxinin effect at 20 microM on glycine dose response rela
C5 methylation confers accessibility, stability and selectivity to picrotoxinin.
Tong G, Griffin S, Sader A, Crowell AB, Beavers K, Watson J, Buchan Z, Chen S, Shenvi RA. Tong G, et al. Nat Commun. 2023 Dec 14;14(1):8308. doi: 10.1038/s41467-023-44030-3. Nat Commun. 2023. PMID: 38097583 Free PMC article.
Minor changes to complex structures can exert major influences on synthesis strategy and functional properties. Here we explore two parallel series of picrotoxinin (PXN, 1) analogs and identify leads with selectivity between mammalian and insect ion channels. ...
Minor changes to complex structures can exert major influences on synthesis strategy and functional properties. Here we explore two parallel …
Evidence for similarities between cyclodiene type insecticides and picrotoxinin in their action mechanisms.
Matsumura F, Ghiasuddin SM. Matsumura F, et al. J Environ Sci Health B. 1983;18(1):1-14. doi: 10.1080/03601238309372355. J Environ Sci Health B. 1983. PMID: 6187794
Moreover, several cyclodiene-resistant insect strains are also resistant to picrotoxinin. This cross-resistance is specific to picrotoxinin and does not extend to other neuroexcitants. These insecticides, like picrotoxinin, cause central nerve excitation by s …
Moreover, several cyclodiene-resistant insect strains are also resistant to picrotoxinin. This cross-resistance is specific to pic
A single point mutation decreases picrotoxinin sensitivity of the human GABA receptor rho 1 subunit.
Enz R, Bormann J. Enz R, et al. Neuroreport. 1995 Jul 31;6(11):1569-72. doi: 10.1097/00001756-199507310-00026. Neuroreport. 1995. PMID: 7579151
The GABA receptor rho subunits are thought to form bicuculline-insensitive and picrotoxinin-sensitive GABAC receptors. We have investigated the role of the amino acid at position 309 in transmembrane segment M2 of the human rho 1 subunit as a determinant for picrotoxini
The GABA receptor rho subunits are thought to form bicuculline-insensitive and picrotoxinin-sensitive GABAC receptors. We have invest …
Comparison of the toxicokinetics of the convulsants picrotoxinin and tetramethylenedisulfotetramine (TETS) in mice.
Pressly B, Vasylieva N, Barnych B, Singh V, Singh L, Bruun DA, Hwang SH, Chen YJ, Fettinger JC, Johnnides S, Lein PJ, Yang J, Hammock BD, Wulff H. Pressly B, et al. Arch Toxicol. 2020 Jun;94(6):1995-2007. doi: 10.1007/s00204-020-02728-z. Epub 2020 Apr 1. Arch Toxicol. 2020. PMID: 32239239 Free PMC article.
Here, we directly compared the toxicokinetics of the two compounds following intraperitoneal administration in mice. Using LC/MS analysis we found that picrotoxinin, the active component of picrotoxin, hydrolyses quickly into picrotoxic acid, has a short in vivo half-life, …
Here, we directly compared the toxicokinetics of the two compounds following intraperitoneal administration in mice. Using LC/MS analysis we …
The binding mode of picrotoxinin in GABA(A-rho) receptors: Insight into the subunit's selectivity in the transmembrane domain.
Naffaa MM, Samad A. Naffaa MM, et al. Comput Biol Chem. 2016 Oct;64:202-209. doi: 10.1016/j.compbiolchem.2016.07.003. Epub 2016 Jul 7. Comput Biol Chem. 2016. PMID: 27423910
The channel blocker picrotoxinin has been studied with GABA(A-rho1) and GABA(A-rho2) homology models based on the GluCl crystal structure. Picrotoxinin is tenfold more potent for GABA(A-rho2) than for GABA(A-rho1) homomeric channels. ...
The channel blocker picrotoxinin has been studied with GABA(A-rho1) and GABA(A-rho2) homology models based on the GluCl crystal struc …
443 results