Isoapoptolidin, originally isolated from a Nocardiopsis sp., is a ring-expanded isomer of apoptolidin. In water, apoptolidin and isoapoptolidin equilibrate in a ratio of ~1.5:1 within hours. In a rapid F0F1-ATPase assay, isoapoptolidin was approximately half as potent as apoptolidin (IC50 17 μM vs. 0.7 μM ).
Isoapoptolidin is soluble in ethanol, methanol, DMF or DMSO. Poor water solubility.
Isoapoptolidin is soluble in ethanol, methanol, DMF or DMSO. Poor water solubility.
| References | Isoapoptolidin: structure and activity of the ring-expanded isomer of apoptolidin. Wender P.A. et al. Org. Lett. 2002, 4, 3819. Toward a stable apoptolidin derivative: identification of isoapoptolidin and selective deglycosylation of apoptolidin. Pennington J.D. et al. Org. Lett. 2002, 4, 3823. Apoptolidin analogs and derivatives for inducing apoptosis in transformed cells. Wender P.A. et al. US Patent Application, 20040180841. |