Display options
Cite
Zekri O, Boudeville P, Genay P, et al. Ionization constants of ginkgolide B in aqueous solution. Anal Chem. 1996;68(15):2598-604doi: 10.1021/ac950939g.
Zekri, O., Boudeville, P., Genay, P., Perly, B., Braquet, P., Jouenne, P., & Burgot, J. L. (1996). Ionization constants of ginkgolide B in aqueous solution. Analytical chemistry, 68(15), 2598-604. https://doi.org/10.1021/ac950939g
Zekri, O, et al. "Ionization constants of ginkgolide B in aqueous solution." Analytical chemistry vol. 68,15 (1996): 2598-604. doi: https://doi.org/10.1021/ac950939g
Zekri O, Boudeville P, Genay P, Perly B, Braquet P, Jouenne P, Burgot JL. Ionization constants of ginkgolide B in aqueous solution. Anal Chem. 1996 Aug 01;68(15):2598-604. doi: 10.1021/ac950939g. PMID: 21619206.
Copy Download .nbib Format: NLM
Share it on

Anal Chem. 1996 Aug 01;68(15):2598-604. doi: 10.1021/ac950939g.

Ionization constants of ginkgolide B in aqueous solution.

Analytical chemistry

O Zekri, P Boudeville, P Genay, B Perly, P Braquet, P Jouenne, J L Burgot

Affiliations

  1. Département de Physicochimie et Biocinétique des Pharmaco-systèmes de l'Université de Rennes I, 2 avenue du Professeur Léon-Bernard, 35043 Rennes Cedex, France, Laboratoire de RMN Haute Résolution du Commissariat à l'Energie Atomique, Saclay, France, and IHB-IPSEN, 35 rue Spontini, 75116 Paris, France.

PMID: 21619206 DOI: 10.1021/ac950939g

Abstract

The thermodynamic ionization constants (pK(a)(1), pK(a)(2), and pK(a)(3)) of ginkgolide B (9H-1,7a-(epoxymethano)-1H,6aH-cyclopenta[c]furo[2,3-b]furo-[3',2':3,4]cyclopenta[1,2-d]furan-5,9,12-(4H)-trione, 3-tert-butylhexahydro-4,7b,11-trihydroxy-8-methyl-) in aqueous solution have been settled by pH-metric and NMR studies. The three macroscopic pK(a) values as well as the water solubility and the water/n-octanol partition coefficient have been extracted from pH-metric data by means of a nonlinear regression methodology. NMR spectroscopy provided confirmation of the values of the macroscopic constants, information about the effective ionization pathways, and an estimation of the proportions of the various forms under physiologically relevant conditions.

Publication Types