PhytophthoraV1, Main, Exploration, bibRecord, 000A58

Antifungal and Cytotoxic β-Resorcylic Acid Lactones from a Paecilomyces Species.

Identifieur interne : 000A58 ( Main/Exploration ); précédent : 000A57; suivant : 000A59

Antifungal and Cytotoxic β-Resorcylic Acid Lactones from a Paecilomyces Species.

Auteurs : Liangxiong Xu [République populaire de Chine] ; Ping Wu [République populaire de Chine] ; Jinghua Xue [République populaire de Chine] ; Istvan Molnar [États-Unis] ; Xiaoyi Wei [République populaire de Chine]

Source :

Journal of natural products [ 1520-6025 ] ; 2017.

RBID : pubmed:28749671

Descripteurs français

KwdFr :
- Antifongiques (MeSH), Cellules HeLa (MeSH), Diffraction des rayons X (MeSH), Humains (MeSH), Hydroxybenzoates (composition chimique), Hydroxybenzoates (isolement et purification), Hydroxybenzoates (pharmacologie), Lactones (composition chimique), Lactones (isolement et purification), Lactones (pharmacologie), Macrolides (composition chimique), Macrolides (pharmacologie), Paecilomyces (composition chimique), Phytophthora (composition chimique), Structure moléculaire (MeSH), Zéaralénone (analogues et dérivés), Zéaralénone (composition chimique), Zéaralénone (pharmacologie), Éthers d'hydroxybenzoate (composition chimique), Éthers d'hydroxybenzoate (isolement et purification), Éthers d'hydroxybenzoate (pharmacologie).
MESH :
- analogues et dérivés : Zéaralénone.
- composition chimique : Hydroxybenzoates, Lactones, Macrolides, Paecilomyces, Phytophthora, Zéaralénone, Éthers d'hydroxybenzoate.
- isolement et purification : Hydroxybenzoates, Lactones, Éthers d'hydroxybenzoate.
- pharmacologie : Hydroxybenzoates, Lactones, Macrolides, Zéaralénone, Éthers d'hydroxybenzoate.
- Antifongiques, Cellules HeLa, Diffraction des rayons X, Humains, Structure moléculaire.

English descriptors

KwdEn :
- Antifungal Agents (MeSH), HeLa Cells (MeSH), Humans (MeSH), Hydroxybenzoate Ethers (chemistry), Hydroxybenzoate Ethers (isolation & purification), Hydroxybenzoate Ethers (pharmacology), Hydroxybenzoates (chemistry), Hydroxybenzoates (isolation & purification), Hydroxybenzoates (pharmacology), Lactones (chemistry), Lactones (isolation & purification), Lactones (pharmacology), Macrolides (chemistry), Macrolides (pharmacology), Molecular Structure (MeSH), Paecilomyces (chemistry), Phytophthora (chemistry), X-Ray Diffraction (MeSH), Zearalenone (analogs & derivatives), Zearalenone (chemistry), Zearalenone (pharmacology).
MESH :
- chemical , analogs & derivatives : Zearalenone.
- chemical , chemistry : Hydroxybenzoate Ethers, Hydroxybenzoates, Lactones, Macrolides, Zearalenone.
- chemical , isolation & purification : Hydroxybenzoate Ethers, Hydroxybenzoates, Lactones.
- chemical , pharmacology : Hydroxybenzoate Ethers, Hydroxybenzoates, Lactones, Macrolides, Zearalenone.
- chemical : Antifungal Agents.
- chemistry : Paecilomyces, Phytophthora.
- HeLa Cells, Humans, Molecular Structure, X-Ray Diffraction.

Abstract

Eight new β-resorcylic acid lactones (RALs), including the hypothemycin-type compounds paecilomycins N-P (1-3) and the radicicol-type metabolites dechloropochonin I (4), monocillins VI (5) and VII (6), 4'-hydroxymonocillin IV (7), and 4'-methoxymonocillin IV (8), along with nine known RALs (9-17), were isolated from the cultures of Paecilomyces sp. SC0924. Compounds 1 and 2 feature a novel 6/11/5 ring system, and 3 is the first 5'-keto RAL. The structures of 1-8 were elucidated on the basis of extensive spectroscopic analysis, X-ray diffraction analysis, and theoretical calculations of ECD spectra. Compounds 3, 5, and 6 exhibit cytotoxicity against MCF-7, A549, and HeLa cells, and compounds 5 and 7 display antifungal activity against Peronophythora litchii.

DOI: 10.1021/acs.jnatprod.7b00066
PubMed: 28749671
PubMed Central: PMC5819736

Affiliations:

Links toward previous steps (curation, corpus...)

to stream Main, to step Corpus: 000934
to stream Main, to step Curation: 000934

Le document en format XML

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<profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Antifungal Agents (MeSH)</term>
<term>HeLa Cells (MeSH)</term>
<term>Humans (MeSH)</term>
<term>Hydroxybenzoate Ethers (chemistry)</term>
<term>Hydroxybenzoate Ethers (isolation & purification)</term>
<term>Hydroxybenzoate Ethers (pharmacology)</term>
<term>Hydroxybenzoates (chemistry)</term>
<term>Hydroxybenzoates (isolation & purification)</term>
<term>Hydroxybenzoates (pharmacology)</term>
<term>Lactones (chemistry)</term>
<term>Lactones (isolation & purification)</term>
<term>Lactones (pharmacology)</term>
<term>Macrolides (chemistry)</term>
<term>Macrolides (pharmacology)</term>
<term>Molecular Structure (MeSH)</term>
<term>Paecilomyces (chemistry)</term>
<term>Phytophthora (chemistry)</term>
<term>X-Ray Diffraction (MeSH)</term>
<term>Zearalenone (analogs & derivatives)</term>
<term>Zearalenone (chemistry)</term>
<term>Zearalenone (pharmacology)</term>
</keywords>
<keywords scheme="KwdFr" xml:lang="fr"><term>Antifongiques (MeSH)</term>
<term>Cellules HeLa (MeSH)</term>
<term>Diffraction des rayons X (MeSH)</term>
<term>Humains (MeSH)</term>
<term>Hydroxybenzoates (composition chimique)</term>
<term>Hydroxybenzoates (isolement et purification)</term>
<term>Hydroxybenzoates (pharmacologie)</term>
<term>Lactones (composition chimique)</term>
<term>Lactones (isolement et purification)</term>
<term>Lactones (pharmacologie)</term>
<term>Macrolides (composition chimique)</term>
<term>Macrolides (pharmacologie)</term>
<term>Paecilomyces (composition chimique)</term>
<term>Phytophthora (composition chimique)</term>
<term>Structure moléculaire (MeSH)</term>
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<term>Zéaralénone (composition chimique)</term>
<term>Zéaralénone (pharmacologie)</term>
<term>Éthers d'hydroxybenzoate (composition chimique)</term>
<term>Éthers d'hydroxybenzoate (isolement et purification)</term>
<term>Éthers d'hydroxybenzoate (pharmacologie)</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="analogs & derivatives" xml:lang="en"><term>Zearalenone</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Hydroxybenzoate Ethers</term>
<term>Hydroxybenzoates</term>
<term>Lactones</term>
<term>Macrolides</term>
<term>Zearalenone</term>
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<keywords scheme="MESH" type="chemical" qualifier="isolation & purification" xml:lang="en"><term>Hydroxybenzoate Ethers</term>
<term>Hydroxybenzoates</term>
<term>Lactones</term>
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<keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Hydroxybenzoate Ethers</term>
<term>Hydroxybenzoates</term>
<term>Lactones</term>
<term>Macrolides</term>
<term>Zearalenone</term>
</keywords>
<keywords scheme="MESH" type="chemical" xml:lang="en"><term>Antifungal Agents</term>
</keywords>
<keywords scheme="MESH" qualifier="analogues et dérivés" xml:lang="fr"><term>Zéaralénone</term>
</keywords>
<keywords scheme="MESH" qualifier="chemistry" xml:lang="en"><term>Paecilomyces</term>
<term>Phytophthora</term>
</keywords>
<keywords scheme="MESH" qualifier="composition chimique" xml:lang="fr"><term>Hydroxybenzoates</term>
<term>Lactones</term>
<term>Macrolides</term>
<term>Paecilomyces</term>
<term>Phytophthora</term>
<term>Zéaralénone</term>
<term>Éthers d'hydroxybenzoate</term>
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<keywords scheme="MESH" qualifier="isolement et purification" xml:lang="fr"><term>Hydroxybenzoates</term>
<term>Lactones</term>
<term>Éthers d'hydroxybenzoate</term>
</keywords>
<keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Hydroxybenzoates</term>
<term>Lactones</term>
<term>Macrolides</term>
<term>Zéaralénone</term>
<term>Éthers d'hydroxybenzoate</term>
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<keywords scheme="MESH" xml:lang="en"><term>HeLa Cells</term>
<term>Humans</term>
<term>Molecular Structure</term>
<term>X-Ray Diffraction</term>
</keywords>
<keywords scheme="MESH" xml:lang="fr"><term>Antifongiques</term>
<term>Cellules HeLa</term>
<term>Diffraction des rayons X</term>
<term>Humains</term>
<term>Structure moléculaire</term>
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<front><div type="abstract" xml:lang="en">Eight new β-resorcylic acid lactones (RALs), including the hypothemycin-type compounds paecilomycins N-P (1-3) and the radicicol-type metabolites dechloropochonin I (4), monocillins VI (5) and VII (6), 4'-hydroxymonocillin IV (7), and 4'-methoxymonocillin IV (8), along with nine known RALs (9-17), were isolated from the cultures of Paecilomyces sp. SC0924. Compounds 1 and 2 feature a novel 6/11/5 ring system, and 3 is the first 5'-keto RAL. The structures of 1-8 were elucidated on the basis of extensive spectroscopic analysis, X-ray diffraction analysis, and theoretical calculations of ECD spectra. Compounds 3, 5, and 6 exhibit cytotoxicity against MCF-7, A549, and HeLa cells, and compounds 5 and 7 display antifungal activity against Peronophythora litchii.</div>
</front>
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<Month>10</Month>
<Day>03</Day>
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<Month>01</Month>
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Antifungal and Cytotoxic β-Resorcylic Acid Lactones from a Paecilomyces Species.

Antifungal and Cytotoxic β-Resorcylic Acid Lactones from a Paecilomyces Species.

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