School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China.
J Org Chem. 2022 Jul 15;87(14):9301-9306. doi: 10.1021/acs.joc.2c01024. Epub 2022 Jun 25.
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.
克罗桐烷型 A-C(-)，三种不寻常的丁香烷二萜，从 的种子中分离得到。化合物 是一种具有独特螺[双环[5.3.0]癸烷-2,5'-2'（3',4'）-呋喃酮]核心的 13,14:13,15--丁香烷； 是一种 13,15--丁香烷，在 C-13 和 C-15 之间具有罕见的过氧化物桥； 是第一个具有 10-构型的佛波酯的例子。它们的结构通过光谱、计算和 X 射线衍射方法确定。化合物 和 在微摩尔浓度下显著抑制前列腺癌细胞 C4-2B 的生长和存活，并诱导细胞凋亡。机制研究表明， 和 可以通过促进 AR 蛋白的降解来抑制雄激素受体 (AR) 信号通路。
