2. Academic Validation
  3. 3,5-Dimethylorsellinic Acid Derived Meroterpenoids from Penicillium chrysogenum MT-12, an Endophytic Fungus Isolated from Huperzia serrata

3,5-Dimethylorsellinic Acid Derived Meroterpenoids from Penicillium chrysogenum MT-12, an Endophytic Fungus Isolated from Huperzia serrata

  • J Nat Prod. 2017 Oct 27;80(10):2699-2707. doi: 10.1021/acs.jnatprod.7b00438.
Bowen Qi 1,  Xiao Liu 1,  Ting Mo 1,  Zhixiang Zhu 1,  Jun Li 1,  Juan Wang 1,  Xiaoping Shi 1,  Kewu Zeng 2,  Xiaohui Wang 1,  Pengfei Tu 1,  Ikuro Abe 3,  Shepo Shi 1
Affiliations

Affiliations

  • 1 Modern Research Center for Traditional Chinese Medicine, School of Chinese Materia Medica, Beijing University of Chinese Medicine , Beijing 100029, People's Republic of China.
  • 2 State Key Laboratory of Natural and Biomimetic Drugs, Peking University , Beijing 100191, People's Republic of China.
  • 3 Graduate School of Pharmaceutical Sciences, The University of Tokyo , 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
PMID: 28960979 DOI: 10.1021/acs.jnatprod.7b00438
Abstract

Eight new chrysogenolides (A-H (1-8)) and seven known (9-15) 3,5-dimethylorsellinic acid derived meroterpenoids were isolated from the solid substrate fermentation cultures of a Huperzia serrata endophytic fungus, Penicillium chrysogenum MT-12. The structures of the new compounds were elucidated by interpretation of spectroscopic and spectrometric data (1D and 2D NMR, IR, and HRESIMS). The absolute configurations of 1-4 were determined by single-crystal X-ray crystallographic analysis, and those of 5-8 were assigned on the basis of experimental and calculated electronic circular dichroism spectra. Compounds 3, 4, 6, 11, and 12 showed inhibition of nitric oxide production in lipopolysaccharide-activated RAW 264.7 macrophage cells with IC50 values in the range of 4.3-78.2 μM (positive control, indomethacin, IC50 = 33.6 ± 1.4 μM).

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