H. Herath, K. Müller, Himashinie V. K. Diyabalanage
2004
Citations
0
Influential Citations
12
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
1,3,5-Trihydroxy-9(10H)-acridinone (1) was prepared from 3-hydroxyanthranillic acid with phloroglucinol. 1,3-Dihydroxy-5-methoxy-9(10H)-acridinone (2) was prepared from 3-methoxyanthranillic acid and phloroglucinol. Methylation of 1 under different conditions gave 1-hydroxy-3,5-dimethoxy (3), 1-hydroxy-3,5-dimethoxy-10-methyl (4), 1-hydroxy-3,5-dimethoxy-4-methyl (5), 1,3,5-trimethoxy-10-methyl (6) and 1,3,5-trimethoxy-4,10-dimethyl (7) analogues. Demethylation of 4 afforded the 1,3,5-trihydroxy-10-methyl analogue 8. Condensation of acridones 1, 2, 3 and 4 individually with E-suberenol (9) gave four novel acrimarins (acridone-coumarin dimers) 10, 11, 12 and 13 respectively, while the acridone 8 gave previously reported acrimarin-G (14).