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.

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