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Natural product chemistry, 140. Synthesis of some new acridones
Author(s) -
Reisch Johannes,
Herath H. M. T. Bandara,
Kumar N. Savitri
Publication year - 1990
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1990199001189
Subject(s) - acridone , chemistry , methylenedioxy , stereochemistry , organic chemistry , alkoxy group , alkyl
Methyl 6‐amino‐2,3‐dimethoxybenzoate ( 6 ) which was obtained from 6‐formyl‐2,3‐dimethoxybenzoic acid ( 1 ), was treated with phloroglucinol to give two new acridone alkaloids, 1,3,8‐trihydroxy‐7‐methoxy‐9‐acridone ( 7 ) and 1,3‐dihydroxy‐7,8‐dimethoxy‐9‐acridone ( 8 ). Methylation of 7 and 8 gave another four new acridone alkaloids, 1,8‐dihydroxy‐3,7‐dimethoxy‐9‐acridone ( 9 ), 1,8‐dihydroxy‐3,7‐dimethoxy‐10‐methyl‐9‐acridone ( 10 ), 1‐hydroxy‐3,7,8‐trimethoxy‐10‐methyl‐9‐acridone ( 11 ) and 1,3,7,8‐tetramethoxy‐10‐methyl‐9‐acridone ( 12 ).