NF-κB inhibitors, unique γ-pyranolγ-lactams with sulfde and sulfoxide moieties from Hawaiian plant Lycopodiella cernua derived fungus Paraphaeosphaeria neglecta FT462
LC-UV/MS-based metabolomic analysis of the Hawaiian endophytic fungus Paraphaeosphaeria neglecta FT462 led to the identifcation of four unique mercaptolactated γ-pyranol–γ-lactams, paraphaeosphaerides E–H (1–4) together with one γ-lactone (5) and the methyl ester of compound 2 (11). The structure...
Autores principales: | , , , , , , , , |
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Formato: | article artículo publishedVersion |
Lenguaje: | Inglés |
Publicado: |
Nature
2021
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Materias: | |
Acceso en línea: | http://hdl.handle.net/2133/19657 http://hdl.handle.net/2133/19657 |
Aporte de: |
id |
I15-R121-2133-19657 |
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record_format |
dspace |
institution |
Universidad Nacional de Rosario |
institution_str |
I-15 |
repository_str |
R-121 |
collection |
Repositorio Hipermedial de la Universidad Nacional de Rosario (UNR) |
language |
Inglés |
orig_language_str_mv |
eng |
topic |
Lycopodiella cernua Paraphaeosphaeria neglecta Biologically Active Secondary Metabolites NF-κB Inhibitors |
spellingShingle |
Lycopodiella cernua Paraphaeosphaeria neglecta Biologically Active Secondary Metabolites NF-κB Inhibitors Li, Chun-shun Sarotti, Ariel Marcelo Huang, Peng Dang, Uyen T. Hurdle, Julian G. Kondratyuk, Tamara P. Pezzuto, John M. Turkson, James Cao, Shugeng NF-κB inhibitors, unique γ-pyranolγ-lactams with sulfde and sulfoxide moieties from Hawaiian plant Lycopodiella cernua derived fungus Paraphaeosphaeria neglecta FT462 |
topic_facet |
Lycopodiella cernua Paraphaeosphaeria neglecta Biologically Active Secondary Metabolites NF-κB Inhibitors |
description |
LC-UV/MS-based metabolomic analysis of the Hawaiian endophytic fungus Paraphaeosphaeria
neglecta FT462 led to the identifcation of four unique mercaptolactated γ-pyranol–γ-lactams,
paraphaeosphaerides E–H (1–4) together with one γ-lactone (5) and the methyl ester of compound 2
(11). The structures of the new compounds (1–5 and 11) were elucidated through the analysis of HRMS
and NMR spectroscopic data. The absolute confguration was determined by chemical reactions with
sodium borohydride, hydrogen peroxide, α-methoxy-α-(trifuoromethyl)phenylacetyl chlorides
(Mosher reagents), and DP4+NMR calculations. All the compounds were tested against STAT3, A2780
and A2780cisR cancer cell lines, E. coli JW2496, and NF-κB. Compounds 1 and 3 strongly inhibited
NF-κB with IC50 values of 7.1 and 1.5μM, respectively. |
format |
article artículo publishedVersion |
author |
Li, Chun-shun Sarotti, Ariel Marcelo Huang, Peng Dang, Uyen T. Hurdle, Julian G. Kondratyuk, Tamara P. Pezzuto, John M. Turkson, James Cao, Shugeng |
author_facet |
Li, Chun-shun Sarotti, Ariel Marcelo Huang, Peng Dang, Uyen T. Hurdle, Julian G. Kondratyuk, Tamara P. Pezzuto, John M. Turkson, James Cao, Shugeng |
author_sort |
Li, Chun-shun |
title |
NF-κB inhibitors, unique γ-pyranolγ-lactams with sulfde and sulfoxide moieties from Hawaiian plant Lycopodiella cernua derived fungus Paraphaeosphaeria neglecta FT462 |
title_short |
NF-κB inhibitors, unique γ-pyranolγ-lactams with sulfde and sulfoxide moieties from Hawaiian plant Lycopodiella cernua derived fungus Paraphaeosphaeria neglecta FT462 |
title_full |
NF-κB inhibitors, unique γ-pyranolγ-lactams with sulfde and sulfoxide moieties from Hawaiian plant Lycopodiella cernua derived fungus Paraphaeosphaeria neglecta FT462 |
title_fullStr |
NF-κB inhibitors, unique γ-pyranolγ-lactams with sulfde and sulfoxide moieties from Hawaiian plant Lycopodiella cernua derived fungus Paraphaeosphaeria neglecta FT462 |
title_full_unstemmed |
NF-κB inhibitors, unique γ-pyranolγ-lactams with sulfde and sulfoxide moieties from Hawaiian plant Lycopodiella cernua derived fungus Paraphaeosphaeria neglecta FT462 |
title_sort |
nf-κb inhibitors, unique γ-pyranolγ-lactams with sulfde and sulfoxide moieties from hawaiian plant lycopodiella cernua derived fungus paraphaeosphaeria neglecta ft462 |
publisher |
Nature |
publishDate |
2021 |
url |
http://hdl.handle.net/2133/19657 http://hdl.handle.net/2133/19657 |
work_keys_str_mv |
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bdutipo_str |
Repositorios |
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