Cyclopianes, featuring a highly rigid 6/5/5/5-fused tetracyclic framework, are structurally unique and biologically significant and belong to a rarely reported diterpenoid family. Chemical investigation of an EtOAc extract of a deep-sea-derived Penicillium sp. led to the isolation of three new cyclopiane diterpenes, namely, conidiogenols C–D (1–2) and conidiogenone L (3). The structures were determined by extensive analyses of the spectroscopic data in association with ECD calculations and chemical conversion for configurational assignments. Compound 1 represents the second example of cyclopianes bearing a hydroxyl group at C-13. Compound 2, the third example of conidiogenols, possesses a distinct α-oriented 1-hydroxy group relative to other analogues. The bioassay study demonstrated that compounds 2 and 4–6 exhibited moderate inhibitory effects against five esophageal cancer cell lines with IC₅₀ values ranging from 25 to 55 μM. The cytotoxicities of all compounds toward esophageal cancer cell lines were evaluated for the first time.

Cyclopianes具有高度刚性的6/5/5/5融合四环骨架，具有独特的结构和生物学意义，属于罕见的二萜类化合物。深海衍生的青霉菌种的EtOAc提取物的化学研究。导致了三个新cyclopiane双萜的分离，即，conidiogenols C-d（1 - 2）和conidiogenone L（3）。结构是通过对光谱数据进行广泛分析，结合ECD计算和化学转化进行结构确定的。化合物1代表在C-13处带有羟基的环戊烷的第二个实例。化合物2，香豆酚的第三个例子，相对于其他类似物，具有不同的α-定向的1-羟基。生物测定研究表明，化合物2和4 - 6表现出对与IC 5个食道癌细胞系中度抑制效果_50个值范围从25到55微米。首次评估了所有化合物对食道癌细胞系的细胞毒性。