Citrinovirin with a new norditerpene skeleton from the marine algicolous fungus Trichoderma citrinoviride.
Citrinovirin (1), a novel norditerpene with an unprecedented carbon skeleton along with three known compounds, cyclonerodiol (2), 3-(2-hydroxypropyl)-4-(hexa-2E,4E-dien-6-yl)furan-2(5H)-one (3), and 5-hydroxy-3-hydroxymethyl-2-methyl-7-methoxychromone (4), was isolated from the culture of a marine brown alga-endophytic strain (cf-27) of Trichoderma citrinoviride. The structure and relative configuration of 1 were identified by spectroscopic methods, including 1D/2D NMR and MS. Its absolute configuration was established by analysis of ECD spectrum, aided by quantum chemical calculations. A plausible biogenetic pathway is proposed for 1, and it was evaluated to be active against Staphylococcus aureus.
Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China; Naval Aeronautical and Astronautical University, Yantai 264001, China; University of Chinese Academy of Sciences, Beijing 100049, China.
Xiao-Rui
XR
Liang
Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China.
Feng-Ping
FP
Miao
Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China; University of Chinese Academy of Sciences, Beijing 100049, China.
Yin-Ping
YP
Song
Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China.
Xiang-Hong
XH
Liu
Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China. Electronic address: nyji@yic.ac.cn.
Nai-Yun
NY
Ji
D066241:Carbon-13 Magnetic Resonance Spectroscopy; D004224:Diterpenes / Q000737:chemistry* / Q000494:pharmacology; D008386:Marine Biology; D066244:Proton Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization; D014242:Trichoderma / Q000737:chemistry*
D004224:Diterpenes; C000621714:citrinovirin
Citrinovirin; Marine algicolous fungi; Norditerpene; Trichoderma citrinoviride