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...

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Autores principales: Li, Chun-shun, Sarotti, Ariel Marcelo, Huang, Peng, Dang, Uyen T., Hurdle, Julian G., Kondratyuk, Tamara P., Pezzuto, John M., Turkson, James, Cao, Shugeng
Formato: article artículo publishedVersion
Lenguaje:Inglés
Publicado: Nature 2021
Materias:
Acceso en línea:http://hdl.handle.net/2133/19657
http://hdl.handle.net/2133/19657
Aporte de:
id I15-R121-2133-19657
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
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