1. Academic Validation
  2. Sekgranaticin, a SEK34b-Granaticin Hybrid Polyketide from Streptomyces sp. 166

Sekgranaticin, a SEK34b-Granaticin Hybrid Polyketide from Streptomyces sp. 166

  • J Org Chem. 2019 Jul 19;84(14):9087-9092. doi: 10.1021/acs.joc.9b01022.
Qianqian Lv 1 Yaqin Fan 1 Ganzheng Tao 2 Peng Fu 1 3 Jingxin Zhai 2 Boping Ye 2 Weiming Zhu 1 3
Affiliations

Affiliations

  • 1 Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy , Ocean University of China , Qingdao 266003 , China.
  • 2 School of Life Science and Technology , China Pharmaceutical University , Nanjing 210009 , China.
  • 3 Open Studio for Druggability Research of Marine Natural Products, Laboratory for Marine Drugs and Bioproducts , Pilot National Laboratory for Marine Science and Technology (Qingdao) , Qingdao 266003 , China.
Abstract

Sekgranaticin (1), a novel hybrid polyketide with a complex 6/6/6/6/6/6/6 7-ring system, was isolated together with granaticins A (2) and B (3) and methyl granaticinate (4) from the culture broth of Streptomyces sp. 166#. Its structure was elucidated by spectroscopic analysis. The absolute configuration was determined on the basis of the calculated 13C NMR and electronic circular dichroism data. Compounds 1-4 exhibited potent cytotoxicity against Cancer cell lines MCF-7, A549, P6C, and HCT-116 with IC50 values of 0.02-6.77 μM. The biosynthetic pathway of sekgranaticin (1) was proposed.

Figures
Products