Paraconulones A-G: Eremophilane Sesquiterpenoids from the Marine-Derived Fungus Paraconiothyrium sporulosum DL-16

  • J Nat Prod. 2023 May 26;86(5):1360-1369. doi: 10.1021/acs.jnatprod.3c00221.
Biyun Sun  1 Dongdong Wang  2 Jinwei Ren  3 Chaojie Wang  4 Pengcheng Yan  4 Kirk R Gustafson  2 Wei Jiang  1
Affiliations
  • 1. Marine Science & Technology Institute, College of Environmental Science & Engineering, Yangzhou University, Yangzhou, Jiangsu 225127, People's Republic of China.
  • 2. Molecular Targets Program, Center for Cancer Research, National Cancer Institute, Frederick, Maryland 21702-1201, United States.
  • 3. State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, People's Republic of China.
  • 4. School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou, Zhejiang 325035, People's Republic of China.
Abstract

Seven new eremophilane sesquiterpenoids, paraconulones A-G (1-7), along with three previously reported analogues, periconianone D (8), microsphaeropsisin (9), and 4-epi-microsphaeropsisin (10), were obtained from an EtOAc extract of the marine-derived fungus Paraconiothyrium sporulosum DL-16. The structures of these compounds were elucidated by extensive spectroscopic and spectrometric analyses, single-crystal X-ray diffraction, and computational studies. Compounds 1, 2, and 4 are the first examples of dimeric eremophilane sesquiterpenoids coupled through a C-C bond identified from Microorganisms. Compounds 2-5, 7, and 10 showed inhibitory effects on lipopolysaccharide-induced NO production in BV2 cells, which were comparable to the positive control curcumin.