Cytotoxic Naphthoquinone and Azaanthraquinone Derivatives from an Endophytic Fusarium solani

  • J Nat Prod. 2017 Apr 28;80(4):1173-1177. doi: 10.1021/acs.jnatprod.6b00610.
Nargis Sultana Chowdhury  1  2  3 ,  Md Hossain Sohrab  1 ,  Md Sohel Rana  3 ,  Choudhury Mahmood Hasan  4 ,  Shirin Jamshidi  5 ,  Khondaker Miraz Rahman  5
Affiliations
  • 1. Pharmaceutical Sciences Research Division (PSRD), BCSIR Laboratories, Dhaka , Dr. Qudrat-I-Khuda Road, Dhanmondi, Dhaka, Bangladesh.
  • 2. Department of Pharmacy, Manarat International University , Dhaka, Bangladesh.
  • 3. Department of Pharmacy, Jahangirnagar University , Savar, Dhaka, Bangladesh.
  • 4. Department of Pharmaceutical Chemistry, University of Dhaka , Dhaka, Bangladesh.
  • 5. Institute of Pharmaceutical Sciences, King's College London , 7 Trinity Street, London SE1 1DB, U.K.
PMID: 28257197 DOI: 10.1021/acs.jnatprod.6b00610
Abstract

Bioactivity-guided fractionation of the ethyl acetate extract obtained from the culture of the endophytic fungus Fusarium solani resulted in the isolation of one new naphthoquinone, 9-desmethylherbarine (1), and two azaanthraquinone derivatives, 7-desmethylscorpinone (2) and 7-desmethyl-6-methylbostrycoidin (3), along with four known compounds. Their structures were elucidated by spectral analysis, as well as a direct comparison of spectral data with those of known compounds. Azaanthraquinones 2 and 3 showed cytotoxic activity against four human tumor cell lines, MDA MB 231, MIA PaCa2, HeLa, and NCI H1975. A molecular docking study suggested DNA interactions as the mode of action of these naphthoquinones and azaanthraquinones.