Phenanthrene derivatives from Appendicula reflexa as new CDK1/cyclin B inhibitors

The chemical investigation of the epiphytic orchid Appendicula reflexa led to the isolation of one new phenanthrene, 3,4,6,7-tetramethoxyphenanthrene-2,8-diol (1) and one new bisphenanthrene ether, named blestrin E (6), together with the known monomeric phenanthrenes, nudol (2), 3,4,6-trimethoxyphenanthrene-2,7-diol (3), coelonin (4) and 6-methoxycoelonin (5). Their structural elucidation was established on the basis of spectroscopic data analysis. The monomeric phenanthrenes 1 and 3 showed moderate cytotoxic activities against KB, MCF7 and K562 cells, and potent inhibiting activity on CDK1/cyclin B (IC₅₀s = 0.07 and 0.2 μM, respectively).