850. Aspidospermine
Nomenclature
Description and references
In Aspidosperma quebracho-blanco Schlect., Vallesia dichotoma Ruiz & Pav., and Vallesia glabra (Cav.) Link, Apocynaceae: G. Fraude, Ber. 11, 2189 (1878); Hesse, Ann. 211, 249 (1882); Ewins, J. Chem. Soc. 105, 2738 (1914); Deulofeu et al., ibid. 1940, 1051; Holker et al., J. Org. Chem. 24, 314 (1959). Structure: Conroy et al., Tetrahedron Lett. no. 11, 4 (1959). Crystal structure: Mills, Nyburg, J. Chem. Soc. 1960, 1458. Stereochemistry: Smith, Wrobel, ibid. 1463; Craven, Zacharias, Experientia 24, 770 (1968). Biogenesis: Robinson, Tetrahedron Lett. no. 18, 1F4 (1959). Synthesis of dl-form: Stork, Dolfini, J. Am. Chem. Soc. 85, 2872 (1963); Ban et al., Tetrahedron Lett. 1965, 2261; Stevens et al., Chem. Commun. 1971, 857; S. F. Martin et al., J. Am. Chem. Soc. 102, 3294 (1980). Aspidospermine has been reported as having a wide variety of pharmacological properties, including diuretic and respiratory stimulant activity. Biological and phytochemical evaluation: R. L. Lyon et al., J. Pharm. Sci. 62, 218 (1973). Microbial transformation: S. K. Lin et al., ibid. 64, 2021 (1975). NMR study: W. E. Campbell et al., Spectrosc. Lett. 26, 707 (1993). Isoln: H. F. Deutsch et al., J. Pharm. Biomed. Anal. 12, 1283 (1994). Acute toxicity data: V. Plzak, J. Doull, Further Survey of Compounds for Radiation Protection (AD691490, USAF Radiation Lab., 1969) 82 pp.
