Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University, Jinan, 250012, China.
School of Pharmacy, Linyi University, Linyi, 276000, China.
Phytochemistry. 2020 Jun;174:112324. doi: 10.1016/j.phytochem.2020.112324. Epub 2020 Mar 9.
In this study, 14 previously undescribed terpenoids were isolated from the Chinese liverwort Heteroscyphus coalitus (Hook.) Schiffner, including a rare harziane type diterpenoid, heteroscyphsic acid A; eight ent-clerodane diterpenoids, heteroscyphsic acids B-I; four labdane diterpenoids, heteroscyphins A-D; and one guaiane sesquiterpene, heteroscyphin E; as well as a known ent-junceic acid. Their structures were determined by a combination of MS, NMR spectroscopy, electronic circular dichroism (ECD) and single crystal X-ray diffraction analyses. The anti-virulence activity of the isolated compounds against Candida albicans DSY654 demonstrated that most of them could block hyphal growth at concentrations ranging from 4-32 μg/ml. Further investigation of the most active compound, heteroscyphin D, revealed that it could suppress the ability of C. albicans DSY654 to adhere to A549 cells and form biofilms, and modulate the transcription of related genes in this fungus.
在这项研究中，从中国地钱 Heteroscyphus coalitus（Hook.）Schiffner 中分离出了 14 种以前未描述的萜类化合物，包括一种罕见的哈茨烷型二萜，异地钱酸 A；八种 ent-克氏烷二萜，异地钱酸 B-I；四种 labdane 二萜，异地钱素 A-D；和一种愈创木烷倍半萜，异地钱素 E；以及一种已知的 ent- junceic 酸。它们的结构通过 MS、NMR 光谱、电子圆二色性（ECD）和单晶 X 射线衍射分析相结合来确定。分离得到的化合物对白色念珠菌 DSY654 的抗毒力活性表明，它们大多数都可以在 4-32μg/ml 的浓度范围内抑制菌丝生长。对最活跃的化合物异地钱素 D 的进一步研究表明，它可以抑制白色念珠菌 DSY654 对 A549 细胞的黏附能力和生物膜的形成，并调节该真菌中相关基因的转录。
