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Lepidotrichilins A and B, New Protolimonoids with Cytotoxic Activity from Trichilia Lepidota (Meliaceae)

Two novel protolimonoids, named lepidotrichilins A (1) and B (2), four known protolimonoids, 21,23-epoxy-7α-21α-dihydroxyapotirucalla-14,24-dien-3-one (3), 21,23-epoxy-7α-21β-dihydroxyapotiru-calla-14,24-dien-3-one (4), dysorone D (5), deoxy-flindissone (6), and the two steroids β-sitosterol (7) and...

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Autores principales: Terra, Wagner da S., Vieira, Ivo J. C., Braz-Filho, Raimundo, de Freitas, William R., Kanashiro, Milton M., Torres, Maria Conceição M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270208/
https://www.ncbi.nlm.nih.gov/pubmed/24084021
http://dx.doi.org/10.3390/molecules181012180
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author Terra, Wagner da S.
Vieira, Ivo J. C.
Braz-Filho, Raimundo
de Freitas, William R.
Kanashiro, Milton M.
Torres, Maria Conceição M.
author_facet Terra, Wagner da S.
Vieira, Ivo J. C.
Braz-Filho, Raimundo
de Freitas, William R.
Kanashiro, Milton M.
Torres, Maria Conceição M.
author_sort Terra, Wagner da S.
collection PubMed
description Two novel protolimonoids, named lepidotrichilins A (1) and B (2), four known protolimonoids, 21,23-epoxy-7α-21α-dihydroxyapotirucalla-14,24-dien-3-one (3), 21,23-epoxy-7α-21β-dihydroxyapotiru-calla-14,24-dien-3-one (4), dysorone D (5), deoxy-flindissone (6), and the two steroids β-sitosterol (7) and stigmasterol (8) were identified in leaves of Trichilia lepidota subsp. schumanniana (Harms) T.D. Pennington. From wood the coumarin scopoletin (9) was isolated. The structures were established by NMR (1D (1)H and (13)C-NMR and 2D (1)H-(1)H COSY, HMQC and HMBC), mass spectroscopy and infrared (IR) spectral data. The hexane and methanol extracts of the leaves, the protolimonoids lepidotrichilins A (1) and B (2) (IC(50) 42.7 µg mL(−1)) and the protolimonoid deoxy-flindissone (6; IC(50) 9.3 µgmL(−1)) exhibited significant cytotoxic activity against the MOLT-4 and U937 leukemic cell lines.
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spelling pubmed-62702082018-12-18 Lepidotrichilins A and B, New Protolimonoids with Cytotoxic Activity from Trichilia Lepidota (Meliaceae) Terra, Wagner da S. Vieira, Ivo J. C. Braz-Filho, Raimundo de Freitas, William R. Kanashiro, Milton M. Torres, Maria Conceição M. Molecules Article Two novel protolimonoids, named lepidotrichilins A (1) and B (2), four known protolimonoids, 21,23-epoxy-7α-21α-dihydroxyapotirucalla-14,24-dien-3-one (3), 21,23-epoxy-7α-21β-dihydroxyapotiru-calla-14,24-dien-3-one (4), dysorone D (5), deoxy-flindissone (6), and the two steroids β-sitosterol (7) and stigmasterol (8) were identified in leaves of Trichilia lepidota subsp. schumanniana (Harms) T.D. Pennington. From wood the coumarin scopoletin (9) was isolated. The structures were established by NMR (1D (1)H and (13)C-NMR and 2D (1)H-(1)H COSY, HMQC and HMBC), mass spectroscopy and infrared (IR) spectral data. The hexane and methanol extracts of the leaves, the protolimonoids lepidotrichilins A (1) and B (2) (IC(50) 42.7 µg mL(−1)) and the protolimonoid deoxy-flindissone (6; IC(50) 9.3 µgmL(−1)) exhibited significant cytotoxic activity against the MOLT-4 and U937 leukemic cell lines. MDPI 2013-09-30 /pmc/articles/PMC6270208/ /pubmed/24084021 http://dx.doi.org/10.3390/molecules181012180 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Terra, Wagner da S.
Vieira, Ivo J. C.
Braz-Filho, Raimundo
de Freitas, William R.
Kanashiro, Milton M.
Torres, Maria Conceição M.
Lepidotrichilins A and B, New Protolimonoids with Cytotoxic Activity from Trichilia Lepidota (Meliaceae)
title Lepidotrichilins A and B, New Protolimonoids with Cytotoxic Activity from Trichilia Lepidota (Meliaceae)
title_full Lepidotrichilins A and B, New Protolimonoids with Cytotoxic Activity from Trichilia Lepidota (Meliaceae)
title_fullStr Lepidotrichilins A and B, New Protolimonoids with Cytotoxic Activity from Trichilia Lepidota (Meliaceae)
title_full_unstemmed Lepidotrichilins A and B, New Protolimonoids with Cytotoxic Activity from Trichilia Lepidota (Meliaceae)
title_short Lepidotrichilins A and B, New Protolimonoids with Cytotoxic Activity from Trichilia Lepidota (Meliaceae)
title_sort lepidotrichilins a and b, new protolimonoids with cytotoxic activity from trichilia lepidota (meliaceae)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270208/
https://www.ncbi.nlm.nih.gov/pubmed/24084021
http://dx.doi.org/10.3390/molecules181012180
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