A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis

[Image: see text] A new meroisoprenoid (1), two heptenolides (2 and 3), two C-benzylated flavonoids (4 and 5), and 11 known compounds (6–16) were isolated from leaf, stem bark, and root bark extracts of Sphaerocoryne gracilis ssp. gracilis by chromatographic separation. The structures of the new met...

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Autores principales: Maeda, Gasper, Munissi, Joan J. E., Lindblad, Sofia, Duffy, Sandra, Pelletier, Jerry, Avery, Vicky M., Nyandoro, Stephen S., Erdélyi, Máté
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society and American Society of Pharmacognosy 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7343278/
https://www.ncbi.nlm.nih.gov/pubmed/32067457
http://dx.doi.org/10.1021/acs.jnatprod.9b00721
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author Maeda, Gasper
Munissi, Joan J. E.
Lindblad, Sofia
Duffy, Sandra
Pelletier, Jerry
Avery, Vicky M.
Nyandoro, Stephen S.
Erdélyi, Máté
author_facet Maeda, Gasper
Munissi, Joan J. E.
Lindblad, Sofia
Duffy, Sandra
Pelletier, Jerry
Avery, Vicky M.
Nyandoro, Stephen S.
Erdélyi, Máté
author_sort Maeda, Gasper
collection PubMed
description [Image: see text] A new meroisoprenoid (1), two heptenolides (2 and 3), two C-benzylated flavonoids (4 and 5), and 11 known compounds (6–16) were isolated from leaf, stem bark, and root bark extracts of Sphaerocoryne gracilis ssp. gracilis by chromatographic separation. The structures of the new metabolites 1–5 were established by NMR, IR, and UV spectroscopic and mass spectrometric data analysis. (Z)-Sphaerodiol (7), (Z)-acetylmelodorinol (8), 7-hydroxy-6-hydromelodienone (10), and dichamanetin (15) inhibited the proliferation of Plasmodium falciparum (3D7, Dd2) with IC(50) values of 1.4–10.5 μM, although these compounds also showed cytotoxicity against human embryonic kidney HEK-293 cells. None of the compounds exhibited significant disruption in protein translation when assayed in vitro.
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spelling pubmed-73432782020-07-09 A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis Maeda, Gasper Munissi, Joan J. E. Lindblad, Sofia Duffy, Sandra Pelletier, Jerry Avery, Vicky M. Nyandoro, Stephen S. Erdélyi, Máté J Nat Prod [Image: see text] A new meroisoprenoid (1), two heptenolides (2 and 3), two C-benzylated flavonoids (4 and 5), and 11 known compounds (6–16) were isolated from leaf, stem bark, and root bark extracts of Sphaerocoryne gracilis ssp. gracilis by chromatographic separation. The structures of the new metabolites 1–5 were established by NMR, IR, and UV spectroscopic and mass spectrometric data analysis. (Z)-Sphaerodiol (7), (Z)-acetylmelodorinol (8), 7-hydroxy-6-hydromelodienone (10), and dichamanetin (15) inhibited the proliferation of Plasmodium falciparum (3D7, Dd2) with IC(50) values of 1.4–10.5 μM, although these compounds also showed cytotoxicity against human embryonic kidney HEK-293 cells. None of the compounds exhibited significant disruption in protein translation when assayed in vitro. American Chemical Society and American Society of Pharmacognosy 2020-02-18 2020-02-28 /pmc/articles/PMC7343278/ /pubmed/32067457 http://dx.doi.org/10.1021/acs.jnatprod.9b00721 Text en Copyright © 2020 American Chemical Society and American Society of Pharmacognosy This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Maeda, Gasper
Munissi, Joan J. E.
Lindblad, Sofia
Duffy, Sandra
Pelletier, Jerry
Avery, Vicky M.
Nyandoro, Stephen S.
Erdélyi, Máté
A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis
title A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis
title_full A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis
title_fullStr A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis
title_full_unstemmed A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis
title_short A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis
title_sort meroisoprenoid, heptenolides, and c-benzylated flavonoids from sphaerocoryne gracilis ssp. gracilis
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7343278/
https://www.ncbi.nlm.nih.gov/pubmed/32067457
http://dx.doi.org/10.1021/acs.jnatprod.9b00721
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