Homoisoflavonoids and Related Compounds. II.1) Isolation and Absolute Configurations of 3,4-Dihydroxylated Homoisoflavans and Brazilins from Caesalpinia sappan L.

Abstract

Three new phenolic compounds, 3’-O-methylsappanol, 3’-O-methylepisappanol and 3’-0-methylbrazilin, were isolated from Sappan Lignum, the dried heartwood of Caesalpinia sappan. The absolute configurations of sappanol, episappanol, 3’-deoxysappanol, 3’-O-methylsappanol, 3’-O-methylepisappanol, brazilin and 3’-O-methylbrazilin were determined by means of Horeau's partial resolution method and chemical correlations. Sappanol, episappanol, 3’-deoxysappanol, 3’-O-methylsappanol and 3’-O-methylepisappanol form a novel class of homoisoflavonoids. © 1987, The Pharmaceutical Society of Japan. All rights reserved.