Penicisulfuranols A-F, Alkaloids from the Mangrove Endophytic Fungus Penicillium janthinellum HDN13-309

  • J Nat Prod. 2017 Jan 27;80(1):71-75. doi: 10.1021/acs.jnatprod.6b00483.
Meilin Zhu  1 Xiaomin Zhang  1 Huimin Feng  1 Jiajia Dai  1 Jing Li  1 Qian Che  1 Qianqun Gu  1 Tianjiao Zhu  1 Dehai Li  1  2
Affiliations
  • 1. Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China , Qingdao 266003, People's Republic of China.
  • 2. Laboratory for Marine Drugs and Bioproducts of Qingdao, National Laboratory for Marine Science and Technology , Qingdao 266237, People's Republic of China.
Abstract

Six new epipolythiodioxopiperazine (ETP) Alkaloids, penicisulfuranols A-F (1-6), were isolated from the mangrove endophytic fungus Penicillium janthinellum HDN13-309. All structures including absolute configurations were elucidated on the basis of comprehensive spectroscopic data and ECD calculations. They belong to the unusual family of ETPs containing sulfur atoms on both α- and β-positions of amino acid residues and a rare 1,2-oxazadecaline core moiety. In addition, compounds 1-6 also possess a rare spiro-furan ring and 1-3 showed cytotoxicity with IC50 values ranging from 0.1 to 3.9 μM.