Iván Brito, Mario Simirgiotis, Anghel Brito, Miriam Rodríguez Werner, Jorge Borquez Ramirez, Peter Winterhalter, Alejandro Cárdenas
The bioactive compound 5-hydroxy-7-methoxy-2-phenylchroman-4-one (pinostrobin, I), was isolated from aerial parts of Nolana ramossisima I.M. Johnst., a Chilean endemic species, using a combination of medium pressure column chromatography and high speed countercurrent liquid-liquid chromatography (HSCCC). The compound crystallized as a non-centrosymmetric polymorph in the orthorhombic chiral space group P2(1)2(1)2(1). Its structure had been previously reported by Shoja (Acta Cryst. C45, 828, 1989) and Yamovoi et al. (Khim. Prir. Soedin (5), 361, 2001) in the centrosymmetric space groups Pbca and P21/c, respectively.
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