Leurosidine and leurocristine and their production

Claim 1

A MEMBER OF THE GROUP CONSISTING OF LEUROCRISTINE, LEUROSIDINE, AND ACID ADDITION SALTS AND QUATERNARY AMMONIUM DERIVATIVES FORMED WITH LOWER ALKYL HALIDES OF LEUROSIDINE AND LEUROCRISTINE: (A) SAID ALKALOID LEUROSIDINE HAVING THE FOLLOWING CHEMICAL AND PHYSICAL PROPERTIES: (A) ELEMENTAL ANALYSIS: C, 67.08; H, 7.34; N, 6.24; O, 18.81 (B) MELTING POINT = 208-211*C. UNCORR. (C) OPTICAL ROTATION, AD25=+55.8* (C=1 IN CHLOROFORM) (D) LOGARITHMIC DISSOCIATION CONSTANTS (PKA) AT 5.0 AND 8.8 (DETERMINED IN 33 PERCENT AQUEOUS DIMETHYLFORMAMIDE) (E) ULTRAVIOLET ABSORPTION MAXIMA AT 214 AND 265 MA WITH INFLECTIONS AT 286, 295 AND 310 MA (DETERMINED IN ETHANOL) (F) INFRARED ABSORPTION MAXIMA AT 2.89, 3.41, 5.74, 6.17, 6.64, 6.85, 6.97, 7.28, 7.50, 7.74, 8.15, 8.74, 8.84, 9.04, 9.15, 9.60, 9.89, 10.44, 10.86, 11.13, 11.9 AND 12.21 MICRONS AND (G) X-RAY DIFFRACTION MAXIMA AT 16.2, 13.3, 11.23, 10.19, 9.43, 8.74, 8.20, 7.19, 6.65, 6.18, 5.54, 5.41, 5.04, 4.71, 4.43, 4.23, 4.05, 3.99, 3.87, 3.70, 3.56, 3.45 AND 3.34 A. (B) SAID A LKALOID LEURROCRISTINE HAVING THE FOLLOWING CHEMICAL AND PHYSICAL PROPERTIES;: (A) ELEMENTAL ANALYSIS: C, 66.73; H, 7.06; N, 6.75; O, 19.44 (B) MELTING POINT = 218-220*C. UNCORR. (C) OPTICAL ROTATION, AD=+17* (C.=1 IN ETHYLENE DICHLORIDE) (D) LOGARITHMIC DISSOCIATION CONSTANTS (PKA) AT 5.0 AND 7.4 (DETERMINED IN 33 PERCENT AQUEOUS DIMETHYLFORMAMIDE) (E) ULTRAVIOLET ABSORPTION MAXIMA AT 220, 255 AND 296 MA WITH INFLECTION AT 262 AND 290 MA (DETERMINED IN ETHANOL) (F) INFRARED ABSORPTION MAXIMA AT 2.78, 2.90, 3.41, 5.74, 5.93, 6.24, 6.67, 6.86, 6.97, 7.35, 7.53, 7.74, 8.15, 8.56, 8.75, 8.87, 9.07, 9.28, 9.70, 9.91, 10.45, 10.73, 10.86, 11.23, 11.74 AND 12.02 MICRONS AND (G) X-RAY DIFFRACTION MAXIMA AT 10.86, 10.27, 9.73, 9.26, 8.82, 8.59, 7.44, 7.10, 5.89, 5.66 5.45, 5.17, 5.09, 4.76, 4.55, 4.41, 4.28, 4.19, 3.97, 3.83, 3.77, 3.62, 3.57, 3.42, 3.35, 3.24, 3.20, 3.08, 2.96, 2.85, 2.78, 2.63, 2.47 AND 2.43 A.

Claim 3

THE METHOD OF PREPARING THE ALKALOIDS LEUROCRISTINE AND LEUROSIDINE IN SUBSTANTIALLY PURE FORM WHICH COMPRISES CONTACTING PLANT MATERIAL FROM PLANTS OF THE SPECIES VINA ROSETA CONTAINING ONE OR BOTH OF THE SAID ALKALOIDS WITH 2% TARTARIC ACID AND BENZENE, THUS CAUSING THE WEAKLY BASIC ALKALOIDS TO PASS INTO THE BENZENE PHASE, SEPARATING SAID BENZENE PHASE AND EXTRACTING THEREFROM THE WEEKLY BASIC ALKALOIDS WITH 2% TARTARIC ACID, SEPARATING THE AQUEOUS ACID EXTRACT, MAKING SAID AQUEOUS ACID EXTRACT ALKALINE AND EXTRACTING THE WEAKLY BASIC ALKALOIDS THEREFROM WITH A WATER-IMMISCIBLE ORGANIC SOLVENT SELECTED FROM THE CLASS CONSISTING OF BENZENE, CHLOROFORM, AND ETHYLENEDICHLORIDE, SUBJECTING SAID WEAKLY BASIC ALKALOIDS TO CHROMATOGRAPHIC SEPARATION PROCEDURE OVER DEACTIVATED ALUMINA; OBTAINING LEUROSIDINE AND LEUROCRISTINE SUBSTANTIALLY FREE FROM COMPANION ALKALOIDS BY PREFERENTIAL ELUTION DURING SAID CHROMATOGRAPHIC SEPARATION PROCEDURE USING A BENZENE-CHLOROFORM ELUANT; SUBJECTING CHROMATOGRAPHIC FRACTIONS CONTAINING LEUROCRISTINE AND LEUROSIDINE SUBSTANTIALLY FREE FROM COMPANION ALKALOIDS, TO A GRADIENT PH EXTRACTION PROCEDURE WHEREBY LEUROSIDINE IS EXTRACTED INTO BENZENE FROM AQUEOUS SOLUTION AT A PH IN THE RANGE 5.0-7.0, AND LEUROCRISTINE IS EXTRACTED INTO BENZENE FROM AQUEOUS SOLUTION AT A PH IN THE RANGE 4.5-6.5, EVAPORATING SAID EXTRACTS DERIVED FROM SAID PH GRADIENT EXTRACTION PROCEDURE TO DRYNESS, AND RECOVERING LEUROCRISTINE AND LEUROSIDINE FROM SAID DRIED ALKALOIDAL FRACTIONS BY CRYSTALLIZATION.

Claim 4

THE METHOD OF PREPARING THE ALKALOIDS LEUROCRISTINE AND LEUROSIDINE IN SUBSTANTIALLY PURE FORM WHICH COMPRISES CONTACTING PLANT MATERIAL FROM PLANTS OF THE SPECIES VINA ROSETA CONTAINING ONE OR BOTH OF THE SAID ALKALOIDS WITH 2% TARTARIC ACID AND BENZENE, THUS CAUSING THE WEAKLY BASIC ALKALOIDS TO PASS INTO THE BENZENE PHASE, SEPARATING SAID BENZENE PHASE AND EXTRACTING THEREFROM THE WEEKLY BASIC ALKALOIDS WITH 2% TARTARIC ACID, SEPARATING THE AQUEOUS ACID EXTRACT, MAKING SAID AQUEOUS ACID EXTRACT ALKALINE AND EXTRACTING THE WEAKLY BASIC ALKALOIDS THEREFROM WITH A WATER-IMMISCIBLE ORGANIC SOLVENT SELECTED FROM THE CLASS CONSISTING OF BENZENE, CHLOROFORM, AND ETHYLENEDICHLORIDE, SUBJECTING SAID WEAKLY BASIC ALKALOIDS TO CHROMATOGRAPHIC SEPARATION PROCEDURE OVER DEACTIVATED ALUMINA; OBTAINING LEUROSIDINE AND LEUROCRISTINE SUBSTANTIALLY FREE FROM COMPANION ALKALOIDS BY PREFERENTIAL ELUTION DURING SAID CHROMATOGRAPHIC SEPARATION PROCEDURE USING A BENZENE-CHLOROFORM ELUANT; SUBJECTING CHROMATOGRAPHIC FRACTIONS CONTAINING LEUROCRISTINE AND LEUROSIDINE SUBSTANTIALLY FREE FROM COMPANION ALKALOIDS, TO A GRADIENT PH EXTRACTION PROCEDURE WHEREBY LEUROSIDINE IS EXTRACTED INTO BENZENE FROM AQUEOUS SOLUTION AT A PH IN THE RANGE 5.0-7.0, AND LEUROCRISTINE IS EXTRACTED INTO BENZENE FROM AQUEOUS SOLUTION AT A PH IN THE RANGE 4.5-6.5, EVAPORATING SAID EXTRACTS DERIVED FROM SAID PH GRADIENT EXTRACTION PROCEDURE TO DRYNESS, AND RECOVERING LEUROCRISTINE AND LEUROSIDINE FROM SAID DRIED ALKALOIDAL FRACTIONS BY CRYSTALLIZATION.