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Mar. Drugs 2018, 16(6), 213; https://doi.org/10.3390/md16060213

Raistrickiones A−E from a Highly Productive Strain of Penicillium raistrickii Generated through Thermo Change

1
College of Pharmacy, Binzhou Medical University, Yantai 264003, China
2
Department of Drug Discovery and Biomedical Sciences, Medical University of South Carolina, Charleston, SC 29425, USA
*
Author to whom correspondence should be addressed.
Received: 25 May 2018 / Revised: 13 June 2018 / Accepted: 15 June 2018 / Published: 18 June 2018
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Abstract

Three new diastereomers of polyketides (PKs), raistrickiones A−C (13), together with two new analogues, raistrickiones D and E (4 and 5), were isolated from a highly productive strain of Penicillium raistrickii, which was subjected to an experimental thermo-change strategy to tap its potential of producing new secondary metabolites. Metabolites 1 and 2 existed in a diastereomeric mixture in the crystal packing according to the X-ray data, and were laboriously separated by semi-preparative HPLC on a chiral column. The structures of 15 were determined on the basis of the detailed analyses of the spectroscopic data (UV, IR, HRESIMS, 1D, and 2D NMR), single-crystal X-ray diffractions, and comparison of the experimental and calculated electronic circular dichroism spectra. Compounds 15 represented the first case of 3,5-dihydroxy-4-methylbenzoyl derivatives of natural products. Compounds 15 exhibited moderate radical scavenging activities against 1,1-diphenyl-2-picrylhydrazyl radical 2,2-diphenyl-1-(2,4,6-trinitrophenyl) hydrazyl (DPPH). View Full-Text
Keywords: Penicillium raistrickii; polyketides; diastereomers; thermo-change strategy Penicillium raistrickii; polyketides; diastereomers; thermo-change strategy
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Liu, D.-S.; Rong, X.-G.; Kang, H.-H.; Ma, L.-Y.; Hamann, M.T.; Liu, W.-Z. Raistrickiones A−E from a Highly Productive Strain of Penicillium raistrickii Generated through Thermo Change. Mar. Drugs 2018, 16, 213.

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