Journal of Natural Products, volume 80, issue 7, pages 2051-2059
Isolation of Premyrsinane, Myrsinane, and Tigliane Diterpenoids from Euphorbia pithyusa Using a Chikungunya Virus Cell-Based Assay and Analogue Annotation by Molecular Networking
Esposito Mélissa
1, 2
,
Retailleau Pascal
2
,
Costa Jean
1
,
Roussi Fanny
2
,
Neyts Johan
3
,
Leyssen Pieter
3
,
Touboul David
2
,
Litaudon Marc
2
,
Paolini J.
1
1
Laboratory
of Natural Products Chemistry, UMR CNRS SPE 6134, University of Corsica, 20250, Corte, France
|
2
Institute
of Natural Substances Chemistry, CNRS UPR 2301, University of Paris-Saclay, 91198, Gif-sur-Yvette, France
|
Publication type: Journal Article
Publication date: 2017-07-03
Journal:
Journal of Natural Products
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 5.1
ISSN: 01633864, 15206025
Organic Chemistry
Drug Discovery
Pharmacology
Pharmaceutical Science
Molecular Medicine
Complementary and alternative medicine
Analytical Chemistry
Abstract
Six new premyrsinol esters (1-6) and one new myrsinol ester (8) were isolated from an aerial parts extract of Euphorbia pithyusa, together with a known premyrsinol (7) and two known dideoxyphorbol esters (9 and 10), following a bioactivity-guided purification procedure using a chikungunya virus (CHIKV) cell-based assay. The structures of the new diterpene esters (1-6 and 8) were elucidated by MS and NMR spectroscopic data interpretation. Compounds 1-10 were evaluated against CHIKV replication, and results showed that the 4β-dideoxyphorbol ester 10 was the most active compound, with an EC50 value of 4.0 ± 0.3 μM and a selectivity index of 10.6. To gain more insight into the structural diversity of diterpenoids produced by E. pithyusa, the initial extract and chromatographic fractions were analyzed by LC-MS/MS. The generated data were annotated using a molecular networking procedure and revealed that dozens of unknown premyrsinane, myrsinane, and tigliane analogues were present.
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Citations by publishers
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1 publication, 2.94%
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Esposito M. et al. Isolation of Premyrsinane, Myrsinane, and Tigliane Diterpenoids from Euphorbia pithyusa Using a Chikungunya Virus Cell-Based Assay and Analogue Annotation by Molecular Networking // Journal of Natural Products. 2017. Vol. 80. No. 7. pp. 2051-2059.
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Esposito M., Nothias L., Retailleau P., Costa J., Roussi F., Neyts J., Leyssen P., Touboul D., Litaudon M., Paolini J. Isolation of Premyrsinane, Myrsinane, and Tigliane Diterpenoids from Euphorbia pithyusa Using a Chikungunya Virus Cell-Based Assay and Analogue Annotation by Molecular Networking // Journal of Natural Products. 2017. Vol. 80. No. 7. pp. 2051-2059.
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TY - JOUR
DO - 10.1021/acs.jnatprod.7b00233
UR - https://doi.org/10.1021%2Facs.jnatprod.7b00233
TI - Isolation of Premyrsinane, Myrsinane, and Tigliane Diterpenoids from Euphorbia pithyusa Using a Chikungunya Virus Cell-Based Assay and Analogue Annotation by Molecular Networking
T2 - Journal of Natural Products
AU - Esposito, Mélissa
AU - Retailleau, Pascal
AU - Costa, Jean
AU - Roussi, Fanny
AU - Touboul, David
AU - Litaudon, Marc
AU - Paolini, J.
AU - Nothias, Louis-Félix
AU - Neyts, Johan
AU - Leyssen, Pieter
PY - 2017
DA - 2017/07/03 00:00:00
PB - American Chemical Society (ACS)
SP - 2051-2059
IS - 7
VL - 80
SN - 0163-3864
SN - 1520-6025
ER -
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@article{2017_Esposito,
author = {Mélissa Esposito and Pascal Retailleau and Jean Costa and Fanny Roussi and David Touboul and Marc Litaudon and J. Paolini and Louis-Félix Nothias and Johan Neyts and Pieter Leyssen},
title = {Isolation of Premyrsinane, Myrsinane, and Tigliane Diterpenoids from Euphorbia pithyusa Using a Chikungunya Virus Cell-Based Assay and Analogue Annotation by Molecular Networking},
journal = {Journal of Natural Products},
year = {2017},
volume = {80},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021%2Facs.jnatprod.7b00233},
number = {7},
pages = {2051--2059},
doi = {10.1021/acs.jnatprod.7b00233}
}
Cite this
MLA
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Esposito, Mélissa, et al. “Isolation of Premyrsinane, Myrsinane, and Tigliane Diterpenoids from Euphorbia pithyusa Using a Chikungunya Virus Cell-Based Assay and Analogue Annotation by Molecular Networking.” Journal of Natural Products, vol. 80, no. 7, Jul. 2017, pp. 2051-2059. https://doi.org/10.1021%2Facs.jnatprod.7b00233.