2. Academic Validation
  3. Ochracenes A-I, Humulane-Derived Sesquiterpenoids from the Antarctic Fungus Aspergillus ochraceopetaliformis

Ochracenes A-I, Humulane-Derived Sesquiterpenoids from the Antarctic Fungus Aspergillus ochraceopetaliformis

  • J Nat Prod. 2017 Jun 23;80(6):1725-1733. doi: 10.1021/acs.jnatprod.6b00810.
Junfeng Wang 1,  Weijun He 1 2,  Fandong Kong 3,  Xinpeng Tian 1,  Pei Wang 3,  Xiaojiang Zhou 2,  Yonghong Liu 1
Affiliations

Affiliations

  • 1 CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences , Guangzhou 510301, People's Republic of China.
  • 2 College of Pharmacy, Hunan University of Chinese Medicine , Changsha 410208, People's Republic of China.
  • 3 Key Laboratory of Biology and Genetic Resources of Tropical Crops, Ministry of Agriculture, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences , Haikou 571101, People's Republic of China.
PMID: 28598633 DOI: 10.1021/acs.jnatprod.6b00810
Abstract

Nine new humulane-derived sesquiterpenoids, ochracenes A-I (1-9), were isolated from the Antarctic fungus Aspergillus ochraceopetaliformis SCSIO 05702. Their structures including absolute configurations were elucidated on the basis of spectroscopic analysis, Mosher's method, and electronic circular dichroism analysis. Compared with previous humulane-type sesquiterpenoids, ochracenes A-I (1-9) featured novel carbon skeletons with corresponding methyl migration, ring cleavage, and carbon loss. Two unprecedented 8,9-secocyclic sesquiterpenoids (2 and 3) exhibited inhibitory effects on lipopolysaccharide-induced NO release in RAW 264.7 mouse macrophage cell lines with IC50 values of 14.6 ± 0.5 and 18.3 ± 1.7 μM, respectively.

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