Strepantibins A-C: Hexokinase II Inhibitors from a Mud Dauber Wasp Associated Streptomyces sp

  • J Nat Prod. 2019 May 24;82(5):1114-1119. doi: 10.1021/acs.jnatprod.8b00821.
Ya-Jie Song  1 Hong-Bo Zheng  2 Ai-Hong Peng  1 Jia-Hui Ma  1 Dan-Dan Lu  1 Xia Li  1  3 Hang-Yu Zhang  4 Wei-Dong Xie  1  3
Affiliations
  • 1. Department of Pharmacy, College of Marine Science , Shandong University at Weihai , Weihai 264209 , People's Republic of China.
  • 2. Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Science , Shandong University , Jinan 250012 , People's Republic of China.
  • 3. Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences , Guiyang 550002 , People's Republic of China.
  • 4. Department of Biomedical Engineering, Faculty of Electronic Information and Electrical Engineering , Dalian University of Technology , Dalian 116024 , People's Republic of China.
Abstract

Two new p-terphenyls, strepantibins A and B (1 and 2), along with the first representative of a naturally occurring bisphenyltropone, strepantibin C (3), were characterized from a Streptomyces sp. associated with the larvae of the mud dauber wasp Sceliphron madraspatanum. Their structures were determined by high-resolution electrospray ionization mass spectrometry, NMR, and X-ray crystallography data interpretation. Strepantibins A-C inhibited Hexokinase II (HK2) activity and displayed antiproliferative activity against hepatoma carcinoma cells HepG-2, SMMC-7721 and plc-prf-5. In SMMC-7721 cells treated with strepantibin A, the morphological characteristics of Apoptosis were observed.