Antiplasmodial activity of cucurbitacin glycosides from Datisca glomerata (C. Presl) Baill

Rocky Graziose; Mary H. Grace; Thirumurugan Rathinasabapathy; Patricio Rojas-Silva; Carmen Dekock; Alexander Poulev; Mary Ann Lila; Peter Smith; Ilya Raskin

doi:10.1016/j.phytochem.2012.11.025

Antiplasmodial activity of cucurbitacin glycosides from Datisca glomerata (C. Presl) Baill

Rocky Graziose^*
, Mary H. Grace
, Thirumurugan Rathinasabapathy
, Patricio Rojas-Silva
, Carmen Dekock
, Alexander Poulev
, Mary Ann Lila
, Peter Smith
, Ilya Raskin

^*Corresponding author for this work

Rutgers University–New Brunswick
North Carolina State University
International Medical University
University of Cape Town Medical School

Research output: Contribution to journal › Article › peer-review

17 Scopus citations

Abstract

The traditionally used antimalarial plant, Datisca glomerata (C. Presl) Baill, was subjected to antiplasmodial assay guided fractionation. This led to the isolation of seven cucurbitacin glycosides, datiscosides I-O, along with two known compounds, datiscoside and datiscoside B, from the aerial parts of D. glomerata. Their structures and relative stereochemistry were determined on the basis of mass spectrometry, 1D and 2D NMR spectroscopic data. Antiplasmodial IC₅₀ values were determined for all isolated compounds against a chloroquine sensitive strain of Plasmodium falciparum (D10), which were also evaluated in vitro for their antileishmanial activity against Leishmania tarentolae. Cytotoxicity was evaluated against rat skeletal muscle cells (L6) and Chinese ovarian hamster cells (CHO). The antiplasmodial activity of the compounds was moderate and ranged from 7.7 to 33.3 μM. None of the compounds showed appreciable antileishmanial activity. The compounds displayed cytotoxicity against L6 but not CHO mammalian cells.

Original language	English
Pages (from-to)	78-85
Number of pages	8
Journal	Phytochemistry
Volume	87
DOIs	https://doi.org/10.1016/j.phytochem.2012.11.025
State	Published - Mar 2013
Externally published	Yes

Keywords

Antileishmanial
Antimalarial
Bioassay guided fractionation
Cucurbitacin
Cucurbitales
Cytotoxicity
Datisca glomerata
Datiscaceae
Durango root

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10.1016/j.phytochem.2012.11.025

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@article{bd37ad5210c645058a37bedbd6c5d4d6,

title = "Antiplasmodial activity of cucurbitacin glycosides from Datisca glomerata (C. Presl) Baill",

abstract = "The traditionally used antimalarial plant, Datisca glomerata (C. Presl) Baill, was subjected to antiplasmodial assay guided fractionation. This led to the isolation of seven cucurbitacin glycosides, datiscosides I-O, along with two known compounds, datiscoside and datiscoside B, from the aerial parts of D. glomerata. Their structures and relative stereochemistry were determined on the basis of mass spectrometry, 1D and 2D NMR spectroscopic data. Antiplasmodial IC50 values were determined for all isolated compounds against a chloroquine sensitive strain of Plasmodium falciparum (D10), which were also evaluated in vitro for their antileishmanial activity against Leishmania tarentolae. Cytotoxicity was evaluated against rat skeletal muscle cells (L6) and Chinese ovarian hamster cells (CHO). The antiplasmodial activity of the compounds was moderate and ranged from 7.7 to 33.3 μM. None of the compounds showed appreciable antileishmanial activity. The compounds displayed cytotoxicity against L6 but not CHO mammalian cells.",

keywords = "Antileishmanial, Antimalarial, Bioassay guided fractionation, Cucurbitacin, Cucurbitales, Cytotoxicity, Datisca glomerata, Datiscaceae, Durango root",

author = "Rocky Graziose and Grace, \{Mary H.\} and Thirumurugan Rathinasabapathy and Patricio Rojas-Silva and Carmen Dekock and Alexander Poulev and Lila, \{Mary Ann\} and Peter Smith and Ilya Raskin",

note = "Funding Information: Rocky Graziose is supported by an NIH/NCCAM Ruth L. Kirschstein Predoctoral Training fellowship. Patricio Rojas-Silva is supported by the SENESCYT 2011 Scholarship provided by the Ecuadorian government. This research was partially funded by The Medicines for Malaria Venture (MMV) . The authors would like to express our thanks to Dr. Jim French, Ph.D. for kindly collecting the plant material used in this study and Dr. Lena Struwe for her guidance and advice.",

year = "2013",

month = mar,

doi = "10.1016/j.phytochem.2012.11.025",

language = "Ingl{\'e}s",

volume = "87",

pages = "78--85",

journal = "Phytochemistry",

issn = "0031-9422",

publisher = "Elsevier Ltd",

}

TY - JOUR

T1 - Antiplasmodial activity of cucurbitacin glycosides from Datisca glomerata (C. Presl) Baill

AU - Graziose, Rocky

AU - Grace, Mary H.

AU - Rathinasabapathy, Thirumurugan

AU - Rojas-Silva, Patricio

AU - Dekock, Carmen

AU - Poulev, Alexander

AU - Lila, Mary Ann

AU - Smith, Peter

AU - Raskin, Ilya

N1 - Funding Information: Rocky Graziose is supported by an NIH/NCCAM Ruth L. Kirschstein Predoctoral Training fellowship. Patricio Rojas-Silva is supported by the SENESCYT 2011 Scholarship provided by the Ecuadorian government. This research was partially funded by The Medicines for Malaria Venture (MMV) . The authors would like to express our thanks to Dr. Jim French, Ph.D. for kindly collecting the plant material used in this study and Dr. Lena Struwe for her guidance and advice.

PY - 2013/3

Y1 - 2013/3

N2 - The traditionally used antimalarial plant, Datisca glomerata (C. Presl) Baill, was subjected to antiplasmodial assay guided fractionation. This led to the isolation of seven cucurbitacin glycosides, datiscosides I-O, along with two known compounds, datiscoside and datiscoside B, from the aerial parts of D. glomerata. Their structures and relative stereochemistry were determined on the basis of mass spectrometry, 1D and 2D NMR spectroscopic data. Antiplasmodial IC50 values were determined for all isolated compounds against a chloroquine sensitive strain of Plasmodium falciparum (D10), which were also evaluated in vitro for their antileishmanial activity against Leishmania tarentolae. Cytotoxicity was evaluated against rat skeletal muscle cells (L6) and Chinese ovarian hamster cells (CHO). The antiplasmodial activity of the compounds was moderate and ranged from 7.7 to 33.3 μM. None of the compounds showed appreciable antileishmanial activity. The compounds displayed cytotoxicity against L6 but not CHO mammalian cells.

AB - The traditionally used antimalarial plant, Datisca glomerata (C. Presl) Baill, was subjected to antiplasmodial assay guided fractionation. This led to the isolation of seven cucurbitacin glycosides, datiscosides I-O, along with two known compounds, datiscoside and datiscoside B, from the aerial parts of D. glomerata. Their structures and relative stereochemistry were determined on the basis of mass spectrometry, 1D and 2D NMR spectroscopic data. Antiplasmodial IC50 values were determined for all isolated compounds against a chloroquine sensitive strain of Plasmodium falciparum (D10), which were also evaluated in vitro for their antileishmanial activity against Leishmania tarentolae. Cytotoxicity was evaluated against rat skeletal muscle cells (L6) and Chinese ovarian hamster cells (CHO). The antiplasmodial activity of the compounds was moderate and ranged from 7.7 to 33.3 μM. None of the compounds showed appreciable antileishmanial activity. The compounds displayed cytotoxicity against L6 but not CHO mammalian cells.

KW - Antileishmanial

KW - Antimalarial

KW - Bioassay guided fractionation

KW - Cucurbitacin

KW - Cucurbitales

KW - Cytotoxicity

KW - Datisca glomerata

KW - Datiscaceae

KW - Durango root

UR - https://www.scopus.com/pages/publications/84872776315

U2 - 10.1016/j.phytochem.2012.11.025

DO - 10.1016/j.phytochem.2012.11.025

M3 - Artículo

C2 - 23270868

AN - SCOPUS:84872776315

SN - 0031-9422

VL - 87

SP - 78

EP - 85

JO - Phytochemistry

JF - Phytochemistry

ER -

Antiplasmodial activity of cucurbitacin glycosides from Datisca glomerata (C. Presl) Baill

Abstract

Keywords

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