AUTHOR=Guo Xing-Chen , Xu Lan-Lan , Yang Rui-Yun , Yang Meng-Yue , Hu Lian-Dong , Zhu Hua-Jie , Cao Fei 

TITLE=Anti-Vibrio Indole-Diterpenoids and C-25 Epimeric Steroids From the Marine-Derived Fungus Penicillium janthinellum

JOURNAL=Frontiers in Chemistry

VOLUME=Volume 7 - 2019

YEAR=2019

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2019.00080

DOI=10.3389/fchem.2019.00080

ISSN=2296-2646

ABSTRACT=Two new indole-diterpenoids, penijanthines C and D (1 and 2), and a pair of new steroidal epimers, penijanthoids A and B (5 and 6), along with two known indole-diterpenoids (3 and 4), were obtained from the marine-derived fungus Penicillium janthinellum. The absolute configuration of 1 was assigned by calculated ECD method. The Snatzke′s method was used to determine the absolute configuration of C-26 for 1. The absolute configuration of 3 was established by X-ray diffraction and calculated ECD methods for the first time. DP4 plus approach was applied to elucidate the absolute configurations of 5 and 6. Compounds 5 and 6 represent the first examples of steroids forming a five-membered lactone between C-23 and C-27 from marine fungi. Compounds 1, 2, 5, and 6 showed anti-Vibrio activity against pathogenic Vibrio spp. with MIC values ranging from 3.1 to 50.0 μM.