Crotonianoids A-C, Three Unusual Tigliane Diterpenoids from the Seeds of and Their Anti-Prostate Cancer Activity.

Crotonianoids A-C (-), three unusual tigliane diterpenoids, were isolated from the seeds of . Compound is a 13,14:13,15--tigliane featuring a unique spiro[bicyclo[5.3.0]decane-2,5'-2'(3',4')-furanone] core; is a 13,15--tigliane incorporating a rare peroxide bridge between C-13 and C-15; and is the first example of a phorbol ester with a 10-configuration. Their structures were determined by spectroscopic, computational, and X-ray diffraction methods. Compounds and markedly inhibited the growth and survival of prostate cancer cell C4-2B at micromolar concentrations and induced cell apoptosis. Mechanistic study revealed that and could suppress androgen receptor (AR) signaling pathway by promoting the degradation of AR protein.