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Molecules 2013, 18(10), 12180-12191; doi:10.3390/molecules181012180
Article

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

1, 1,* , 1, 2, 2 and 3
1 Laboratório de Ciências Químicas, Universidade Estadual do Norte Fluminense Darcy Ribeiro, Avenida Alberto Lamego 2000, 28013-602, Campos dos Goytacazes, Rio de Janeiro, Brazil 2 Laboratório de Biologia do Reconhecer, Universidade Estadual do Norte Fluminense Darcy Ribeiro, Avenida Alberto Lamego 2000, 28013-602, Campos dos Goytacazes, Rio de Janeiro, Brazil 3 Departamento de Química Orgânica e Inorgânica, Universidade Federal do Ceará, 60021-970, Fortaleza, Ceará, Brazil
* Author to whom correspondence should be addressed.
Received: 20 August 2013 / Revised: 20 September 2013 / Accepted: 26 September 2013 / Published: 30 September 2013
(This article belongs to the Section Metabolites)
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Abstract

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 1H and 13C-NMR and 2D 1H-1H 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) (IC50 42.7 µg mL−1) and the protolimonoid deoxy-flindissone (6; IC50 9.3 µgmL−1) exhibited significant cytotoxic activity against the MOLT-4 and U937 leukemic cell lines.
Keywords: Trichilia lepidota; Meliaceae; protolimonoids; spectral data; leukemic cell lines Trichilia lepidota; Meliaceae; protolimonoids; spectral data; leukemic cell lines
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Terra, W.S.; Vieira, I.J.C.; Braz-Filho, R.; Freitas, W.R.; Kanashiro, M.M.; Torres, M.C.M. Lepidotrichilins A and B, New Protolimonoids with Cytotoxic Activity from Trichilia Lepidota (Meliaceae). Molecules 2013, 18, 12180-12191.

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