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Raistrickiones A−E from a Highly Productive Strain of Penicillium raistrickii Generated through Thermo Change
Three new diastereomers of polyketides (PKs), raistrickiones A−C (1–3), 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 p...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6025261/ https://www.ncbi.nlm.nih.gov/pubmed/29912165 http://dx.doi.org/10.3390/md16060213 |
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author | Liu, De-Sheng Rong, Xian-Guo Kang, Hui-Hui Ma, Li-Ying Hamann, Mark T. Liu, Wei-Zhong |
author_facet | Liu, De-Sheng Rong, Xian-Guo Kang, Hui-Hui Ma, Li-Ying Hamann, Mark T. Liu, Wei-Zhong |
author_sort | Liu, De-Sheng |
collection | PubMed |
description | Three new diastereomers of polyketides (PKs), raistrickiones A−C (1–3), 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 1–5 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 1–5 represented the first case of 3,5-dihydroxy-4-methylbenzoyl derivatives of natural products. Compounds 1–5 exhibited moderate radical scavenging activities against 1,1-diphenyl-2-picrylhydrazyl radical 2,2-diphenyl-1-(2,4,6-trinitrophenyl) hydrazyl (DPPH). |
format | Online Article Text |
id | pubmed-6025261 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-60252612018-07-09 Raistrickiones A−E from a Highly Productive Strain of Penicillium raistrickii Generated through Thermo Change Liu, De-Sheng Rong, Xian-Guo Kang, Hui-Hui Ma, Li-Ying Hamann, Mark T. Liu, Wei-Zhong Mar Drugs Article Three new diastereomers of polyketides (PKs), raistrickiones A−C (1–3), 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 1–5 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 1–5 represented the first case of 3,5-dihydroxy-4-methylbenzoyl derivatives of natural products. Compounds 1–5 exhibited moderate radical scavenging activities against 1,1-diphenyl-2-picrylhydrazyl radical 2,2-diphenyl-1-(2,4,6-trinitrophenyl) hydrazyl (DPPH). MDPI 2018-06-18 /pmc/articles/PMC6025261/ /pubmed/29912165 http://dx.doi.org/10.3390/md16060213 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Liu, De-Sheng Rong, Xian-Guo Kang, Hui-Hui Ma, Li-Ying Hamann, Mark T. Liu, Wei-Zhong Raistrickiones A−E from a Highly Productive Strain of Penicillium raistrickii Generated through Thermo Change |
title | Raistrickiones A−E from a Highly Productive Strain of Penicillium raistrickii Generated through Thermo Change |
title_full | Raistrickiones A−E from a Highly Productive Strain of Penicillium raistrickii Generated through Thermo Change |
title_fullStr | Raistrickiones A−E from a Highly Productive Strain of Penicillium raistrickii Generated through Thermo Change |
title_full_unstemmed | Raistrickiones A−E from a Highly Productive Strain of Penicillium raistrickii Generated through Thermo Change |
title_short | Raistrickiones A−E from a Highly Productive Strain of Penicillium raistrickii Generated through Thermo Change |
title_sort | raistrickiones a−e from a highly productive strain of penicillium raistrickii generated through thermo change |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6025261/ https://www.ncbi.nlm.nih.gov/pubmed/29912165 http://dx.doi.org/10.3390/md16060213 |
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