Bisquaternary derivatives of cyclobuxine-D and their biological activity：（Bisquaternary衍生品cyclobuxine-D及其生物活性）.pdfVIP

Chemistry of Natural Compounds, Vol. 33, No. 5, 1997 B I S Q U A T E R N A R Y D E R I V A T I V E S OF C Y C L O B U X I N E - D AND THEIR B I O L O G I C A L A C T I V I T Y B. U. Khodzhaev, A. A. Vakhabov, and R. Shakirov UDC 547.944/945.625.22:615.787 Six new bisquaternary derivatives of cyclobuxine-D have been obtained, and their biological activities have been studied. Cyclobuxine-D (1) is obtained from various species of the genus Buxus and is quantitatively the main alkaloid in the mixture obtained from the plant Buxus sempervirens [1-4]. It is known that the passage from tertiary to quaternary nitrogen in a number of compounds sharply changes the pharmacological properties of the substances. Peripheral cholinotropic properties appear or are sharply enhanced [5-7]. In view of this, it appeared of interest to obtain some quaternary derivatives of the alkaloid cyclobuxine-D and to study their pharmacological properties. The Hess methylation of cyclobuxine-D gave N,N-dimethylcyclobuxine-D (2) [3]. The treatment of (2) with methyl iodide led to the bismethiodide (3), the action of silver chloride on which gave the bismethochloride (4) of (2). The re.action of (2) with ethyliodide gave the bisethiodide (5) of (2). Treatment of (5) with silver chloride led to the bisethochloride (6). The bispropiodide (7) was obtained by boiling (2) with propyl iodide, and the interaction of (7) with silver chloride gave the bispropochloride (8).