11-Hydroxy-7-Methoxy-2,8-Dimethyltetracene-5,12-Dione
Microorganisms are a valuable source of pharmaceutically active chemicals, serving as scaffolds for synthesis as well as lead structures. Investigating novel biomes frequently yields intriguing chemistry; the Atacama Desert in Chile is one such example. This study reports the isolation of a new redu...
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Published in | MolBank Vol. 2024; no. 2; p. M1822 |
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Main Authors | , , , , , , , , |
Format | Journal Article |
Language | English |
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MDPI AG
01.06.2024
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Abstract | Microorganisms are a valuable source of pharmaceutically active chemicals, serving as scaffolds for synthesis as well as lead structures. Investigating novel biomes frequently yields intriguing chemistry; the Atacama Desert in Chile is one such example. This study reports the isolation of a new reduced anthracycline-related compound from the Atacama Desert-derived bacterium Saccharothrix S26. Structural characterisation was achieved by one-dimensional and two-dimensional NMR, HR-LCMS, and X-ray crystallography. The compound was tested against the ESKAPE pathogens, bovine mastitis-related pathogens, and the fungal strain Cryptococcus neoformans, but no antimicrobial activity was observed. |
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AbstractList | Microorganisms are a valuable source of pharmaceutically active chemicals, serving as scaffolds for synthesis as well as lead structures. Investigating novel biomes frequently yields intriguing chemistry; the Atacama Desert in Chile is one such example. This study reports the isolation of a new reduced anthracycline-related compound from the Atacama Desert-derived bacterium Saccharothrix S26 . Structural characterisation was achieved by one-dimensional and two-dimensional NMR, HR-LCMS, and X-ray crystallography. The compound was tested against the ESKAPE pathogens, bovine mastitis-related pathogens, and the fungal strain Cryptococcus neoformans , but no antimicrobial activity was observed. |
Audience | Academic |
Author | Asenjo, Juan A Desai, Ria Preet, Gagan Haj Hasan, Ahlam Harrison, William T. A Andrews, Barbara Astakala, Rishi Vachaspathy Ebel, Rainer Jaspars, Marcel |
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Cites_doi | 10.1038/ja.2011.87 10.1021/np200320u 10.1107/S2056989019016244 10.1007/978-3-540-74231-9_6 10.1038/ja.2016.78 10.1007/s00203-019-01634-y 10.7164/antibiotics.47.976 10.1107/S2053229614024218 10.3390/molecules27217185 10.1107/S2053273314026370 |
ContentType | Journal Article |
Copyright | COPYRIGHT 2024 MDPI AG 2024 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 (https://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License. |
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References | Siddharth (ref_9) 2019; 201 Wichner (ref_3) 2017; 70 Zheng (ref_6) 2023; 238 Sheldrick (ref_10) 2015; 71 Spek (ref_7) 2020; 76 Rateb (ref_2) 2011; 74 Sheldrick (ref_11) 2015; 71 Maeda (ref_5) 1994; 47 ref_8 Rainey (ref_1) 2008; 13 Schulz (ref_4) 2011; 64 |
References_xml | – volume: 64 start-page: 763 year: 2011 ident: ref_4 article-title: Abenquines A–D: Aminoquinone derivatives produced by Streptomyces sp. strain DB634 publication-title: J. Antibiot. doi: 10.1038/ja.2011.87 contributor: fullname: Schulz – volume: 74 start-page: 1491 year: 2011 ident: ref_2 article-title: Chaxamycins A-D, bioactive ansamycins from a hyper-arid desert Streptomyces sp publication-title: J. Nat. Prod. doi: 10.1021/np200320u contributor: fullname: Rateb – volume: 76 start-page: 1 year: 2020 ident: ref_7 article-title: checkCIF validation ALERTS: What they mean and how to respond publication-title: Acta Crystallogr. E Crystallogr. Commun. doi: 10.1107/S2056989019016244 contributor: fullname: Spek – volume: 13 start-page: 117 year: 2008 ident: ref_1 article-title: Atacama Desert soil microbiology publication-title: Microbiol. Extrem. Soils doi: 10.1007/978-3-540-74231-9_6 contributor: fullname: Rainey – volume: 70 start-page: 448 year: 2017 ident: ref_3 article-title: Isolation and anti-HIV-1 integrase activity of lentzeosides A–F from extremotolerant Lentzea sp. H45, a strain isolated from a high-altitude Atacama Desert soil publication-title: J. Antibiot. doi: 10.1038/ja.2016.78 contributor: fullname: Wichner – volume: 201 start-page: 737 year: 2019 ident: ref_9 article-title: Isolation, characterization, and structural elucidation of 4-methoxyacetanilide from marine actinobacteria Streptomyces sp. SCA29 and evaluation of its enzyme inhibitory, antibacterial, and cytotoxic potential publication-title: Arch. Microbiol. doi: 10.1007/s00203-019-01634-y contributor: fullname: Siddharth – volume: 47 start-page: 976 year: 1994 ident: ref_5 article-title: Three new reduced anthracycline related compounds from pathogenic Nocardia brasiliensis publication-title: J. Antibiot. doi: 10.7164/antibiotics.47.976 contributor: fullname: Maeda – volume: 71 start-page: 3 year: 2015 ident: ref_11 article-title: Crystal structure refinement with SHELXL publication-title: Acta Crystallogr. C Struct. Chem. doi: 10.1107/S2053229614024218 contributor: fullname: Sheldrick – volume: 238 start-page: 717 year: 2023 ident: ref_6 article-title: Crystal structure of tetracene-5,12-dione, C18H10O2 publication-title: Z. Für Krist.-New Cryst.Struct. contributor: fullname: Zheng – ident: ref_8 doi: 10.3390/molecules27217185 – volume: 71 start-page: 3 year: 2015 ident: ref_10 article-title: SHELXT–Integrated space-group and crystal-structure determination publication-title: Acta Crystallogr. A Found. Adv. doi: 10.1107/S2053273314026370 contributor: fullname: Sheldrick |
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SubjectTerms | actinobacteria Analysis Anthracyclines Atacama Desert Carbon Crystallography Deserts Fungi Identification and classification Methods Methyl groups NMR Nuclear magnetic resonance Pathogens Properties Saccharothrix Separation (Technology) Staphylococcus infections Structural analysis Structure X-ray crystallography |
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Title | 11-Hydroxy-7-Methoxy-2,8-Dimethyltetracene-5,12-Dione |
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