2. Academic Validation
  3. Stachybotrysins A-G, Phenylspirodrimane Derivatives from the Fungus Stachybotrys chartarum

Stachybotrysins A-G, Phenylspirodrimane Derivatives from the Fungus Stachybotrys chartarum

  • J Nat Prod. 2017 Jun 23;80(6):1819-1826. doi: 10.1021/acs.jnatprod.7b00014.
Jinlian Zhao 1,  Jiamin Feng 1,  Zhen Tan 1,  Jimei Liu 1,  Jianyuan Zhao 1,  Ridao Chen 1,  Kebo Xie 1,  Dewu Zhang 1,  Yan Li 1,  Liyan Yu 1,  Xiaoguang Chen 1,  Jungui Dai 1
Affiliations

Affiliation

  • 1 State Key Laboratory of Bioactive Substance and Function of Natural Medicines, §Key Laboratory of Biosynthesis of Natural Products of National Health and Family Planning Commission, Institute of Materia Medica, and ‡Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050, People's Republic of China.
PMID: 28530828 DOI: 10.1021/acs.jnatprod.7b00014
Abstract

Seven new phenylspirodrimane derivatives named stachybotrysins A-G (2-8), together with five known compounds (1, 9-12), were isolated from Stachybotrys chartarum CGMCC 3.5365. Stachybotrysin D (5) is the first reported example of a naturally occurring alcoholic O-sulfation of a phenylspirodrimane, and stachybotrysins F and G (7 and 8) are the first examples possessing an isobenzotetrahydrofuran ring with an acetonyl moiety attached. The structures of these compounds were elucidated on the basis of extensive spectroscopic data analysis and by comparison with reported data. The absolute configurations of 1-8 were determined by X-ray single-crystal diffraction, electronic circular dichroism (ECD), and calculated ECD. Compounds 1 and 8 displayed anti-HIV activity with IC50 values of 15.6 and 18.1 μM, respectively, and 2, 7, 9, and 11 showed inhibitory effect on influenza A virus with IC50 values ranging from 12.4 to 18.9 μM.

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