Bioactive isopimarane diterpenes from the fungus, Epicoccum sp. HS-1, associated with Apostichopus japonicus.
One new isopimarane diterpene (1), together with two known compounds, 11-deoxydiaporthein A (2) and iso-pimara-8(14),15-diene (3) were isolated from the culture of Epicoccum sp., which was associated with Apostichopus japonicus. Their structures were determined by the analysis of 1D and 2D NMR, as well as mass spectroscopic data. The absolute configuration of Compound 1 was deduced by a single-crystal X-ray diffraction experiment using CuKα radiation. In the bioactivity assay, both Compounds 1 and 2 exhibited α-glucosidase inhibitory activity with IC50 values of 4.6 ± 0.1 and 11.9 ± 0.4 μM, respectively. This was the first report on isopimarane diterpenes with α-glucosidase inhibitory activity.
Key Laboratory for Applied Microbiology of Shandong Province, Biotechnology Center of Shandong Academy of Sciences, Jinan 250014, China. xiaxk@sdas.org.
Xuekui
X
Xia
Key Laboratory for Applied Microbiology of Shandong Province, Biotechnology Center of Shandong Academy of Sciences, Jinan 250014, China. qljbgreat@163.com.
Jun
J
Qi
School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, China. liuyayue@mail2.sysu.edu.cn.
Yayue
Y
Liu
Key Laboratory for Applied Microbiology of Shandong Province, Biotechnology Center of Shandong Academy of Sciences, Jinan 250014, China. jiaar@sdas.org.
Airong
A
Jia
Key Laboratory for Applied Microbiology of Shandong Province, Biotechnology Center of Shandong Academy of Sciences, Jinan 250014, China. zhangyg@sdas.org.
Yonggang
Y
Zhang
Key Laboratory for Applied Microbiology of Shandong Province, Biotechnology Center of Shandong Academy of Sciences, Jinan 250014, China.
Changheng
C
Liu
Shandong Provincial Key Laboratory of Test Technology for Material Chemical Safety, Jinan 250014, China.
Cuiling
C
Gao
School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, China. cesshzhg@mail.sysu.edu.cn.
Zhigang
Z
She
D000818:Animals; D001203:Ascomycota / Q000737:chemistry* / Q000302:isolation & purification; D004224:Diterpenes / Q000008:administration & dosage / Q000302:isolation & purification / Q000494:pharmacology*; D065089:Glycoside Hydrolase Inhibitors / Q000008:administration & dosage / Q000302:isolation & purification / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D013058:Mass Spectrometry; D047528:Stichopus / Q000382:microbiology*; D014961:X-Ray Diffraction
D004224:Diterpenes; D065089:Glycoside Hydrolase Inhibitors