Isolation and structural elucidation of cytotoxic compounds from the root bark of Diospyros quercina (Baill.) endemic to Madagascar

Objective: To isolate and characterize the cytotoxic compounds from Diospyros quercina (Baill.) G.E. Schatz & Lowry (Ebenaceae). Methods: An ethno-botanical survey was conducted in the south of Madagascar from July to August 2010. Bio-guided fractionation assay was carried out on the root bark o...

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Main Authors: Fatiany Pierre Ruphin, Robijaona Baholy, Randrianarivo Emmanuel, Raharisololalao Amelie, Marie-Therese Martin, Ngbolua Koto–te-Nyiwa
Format: Article
Language:English
Published: Wolters Kluwer Medknow Publications 2014-03-01
Series:Asian Pacific Journal of Tropical Biomedicine
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S222116911530188X
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author Fatiany Pierre Ruphin
Robijaona Baholy
Randrianarivo Emmanuel
Raharisololalao Amelie
Marie-Therese Martin
Ngbolua Koto–te-Nyiwa
author_facet Fatiany Pierre Ruphin
Robijaona Baholy
Randrianarivo Emmanuel
Raharisololalao Amelie
Marie-Therese Martin
Ngbolua Koto–te-Nyiwa
author_sort Fatiany Pierre Ruphin
collection DOAJ
description Objective: To isolate and characterize the cytotoxic compounds from Diospyros quercina (Baill.) G.E. Schatz & Lowry (Ebenaceae). Methods: An ethno-botanical survey was conducted in the south of Madagascar from July to August 2010. Bio-guided fractionation assay was carried out on the root bark of Diospyros quercina, using cytotoxicity bioassay on murine P388 leukemia cell lines as model. The structures of the cytotoxic compounds were elucidated by 1D and 2D NMR spectroscopy and mass spectrometry. Results: Biological experiments resulted in the isolation of three bioactive pure compounds (named TR-21, TR-22, and TR-23) which exhibited very good in vitro cytotoxic activities with the IC50 values of (0.0175±0.0060) μg/mL, (0.089±0.005) μg/mL and (1.027±0.070) μg/mL respectively. Thus, they support the claims of traditional healers and suggest the possible correlation between the chemical composition of this plant and its wide use in Malagasy folk medicine to treat cancer. Conclusions: The ability of isolated compounds in this study to inhibit cell growth may represent a rational explanation for the use of Diospyros quercina root bark in treating cancer by Malagasy traditional healers. Further studies are, therefore, necessary to evaluate the in vivo anti-neoplastic activity of these cytotoxic compounds as effective anticancer drugs.
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spelling doaj.art-8f76845b11e34768864f55c7cd0ba6f72022-12-22T02:48:26ZengWolters Kluwer Medknow PublicationsAsian Pacific Journal of Tropical Biomedicine2221-16912014-03-014316917510.1016/S2221-1691(14)60227-6Isolation and structural elucidation of cytotoxic compounds from the root bark of Diospyros quercina (Baill.) endemic to MadagascarFatiany Pierre Ruphin0Robijaona Baholy1Randrianarivo Emmanuel2Raharisololalao Amelie3Marie-Therese Martin4Ngbolua Koto–te-Nyiwa5Department of Organic Chemistry, Faculty of Sciences, P.O. Box 187, University of Toliara, 601 Toliara, MadagascarMalagasy Institute of Applied Research, Avarabohitra Itaosy lot AVB 77, P. O. BOX 3833, 102 Antananarivo, MadagascarAntananarivo Poly-technique High School, University of Antananarivo, 101 Antananarivo, MadagascarDepartment of Organic Chemistry, Faculty of Sciences, P.O. Box 906 University of Antananarivo, 101 Antananarivo, MadagascarInstitute of Natural Products Chemistry, National Centre for Scientific Research CNRS 91198, Gif Sur Yvette-Paris, FranceDepartment of Biology, Faculty of Science, University of Kinshasa, P.O. BOX 190 Kinshasa XI, Democratic Republic of the CongoObjective: To isolate and characterize the cytotoxic compounds from Diospyros quercina (Baill.) G.E. Schatz & Lowry (Ebenaceae). Methods: An ethno-botanical survey was conducted in the south of Madagascar from July to August 2010. Bio-guided fractionation assay was carried out on the root bark of Diospyros quercina, using cytotoxicity bioassay on murine P388 leukemia cell lines as model. The structures of the cytotoxic compounds were elucidated by 1D and 2D NMR spectroscopy and mass spectrometry. Results: Biological experiments resulted in the isolation of three bioactive pure compounds (named TR-21, TR-22, and TR-23) which exhibited very good in vitro cytotoxic activities with the IC50 values of (0.0175±0.0060) μg/mL, (0.089±0.005) μg/mL and (1.027±0.070) μg/mL respectively. Thus, they support the claims of traditional healers and suggest the possible correlation between the chemical composition of this plant and its wide use in Malagasy folk medicine to treat cancer. Conclusions: The ability of isolated compounds in this study to inhibit cell growth may represent a rational explanation for the use of Diospyros quercina root bark in treating cancer by Malagasy traditional healers. Further studies are, therefore, necessary to evaluate the in vivo anti-neoplastic activity of these cytotoxic compounds as effective anticancer drugs.http://www.sciencedirect.com/science/article/pii/S222116911530188XDiospyros querciniaCytotoxic activitiesIsodiospyrin6′-Ethoxy-1′3′-dihydroxy-46-dimethyl-1,2′-binaphthyl-2,5′,8,8′tetraones, (E)-5,6-Dimethyl-2-(2-methyl-3-(prop-1-enyl) phenyl)-2H-ChromeneMadagascar
spellingShingle Fatiany Pierre Ruphin
Robijaona Baholy
Randrianarivo Emmanuel
Raharisololalao Amelie
Marie-Therese Martin
Ngbolua Koto–te-Nyiwa
Isolation and structural elucidation of cytotoxic compounds from the root bark of Diospyros quercina (Baill.) endemic to Madagascar
Asian Pacific Journal of Tropical Biomedicine
Diospyros quercinia
Cytotoxic activities
Isodiospyrin
6′-Ethoxy-1′
3′-dihydroxy-4
6-dimethyl-1,2′-binaphthyl-2,5′,8,8′tetraones, (E)-5,6-Dimethyl-2-(2-methyl-3-(prop-1-enyl) phenyl)-2H-Chromene
Madagascar
title Isolation and structural elucidation of cytotoxic compounds from the root bark of Diospyros quercina (Baill.) endemic to Madagascar
title_full Isolation and structural elucidation of cytotoxic compounds from the root bark of Diospyros quercina (Baill.) endemic to Madagascar
title_fullStr Isolation and structural elucidation of cytotoxic compounds from the root bark of Diospyros quercina (Baill.) endemic to Madagascar
title_full_unstemmed Isolation and structural elucidation of cytotoxic compounds from the root bark of Diospyros quercina (Baill.) endemic to Madagascar
title_short Isolation and structural elucidation of cytotoxic compounds from the root bark of Diospyros quercina (Baill.) endemic to Madagascar
title_sort isolation and structural elucidation of cytotoxic compounds from the root bark of diospyros quercina baill endemic to madagascar
topic Diospyros quercinia
Cytotoxic activities
Isodiospyrin
6′-Ethoxy-1′
3′-dihydroxy-4
6-dimethyl-1,2′-binaphthyl-2,5′,8,8′tetraones, (E)-5,6-Dimethyl-2-(2-methyl-3-(prop-1-enyl) phenyl)-2H-Chromene
Madagascar
url http://www.sciencedirect.com/science/article/pii/S222116911530188X
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