Preparative thin-layer chromatographic separation followed by identification of antifungal compound in Cassia laevigata by RP-HPLC and GC-MS

BACKGROUND Several species of the genus Cassia are known for their antioxidant, antimicrobial and antidiabetic activities, but some of the lesser‐known Cassia species, e.g. C. renigera, C. biflora and C. laevigata have not been studied for their biological activities. RESULTS Methanol extract of C....

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Bibliographic Details
Published in:Journal of the science of food and agriculture 2014-01, Vol.94 (2), p.308-315
Main Authors: Panigrahi, Gatikrushna, Maheshwari, Richa, Vellaikumar, S., Jayaprakash, S.P., Kumar, Sandeep, Prabakaran, J.
Format: Article
Language:English
Subjects:
Acyltransferases - genetics
Acyltransferases - metabolism
anthraquinone
Anthraquinones
Anthraquinones - analysis
Anthraquinones - pharmacology
antifungal activity
Antifungal Agents - analysis
Antifungal Agents - pharmacology
Antioxidants
Aspergillus niger
Aspergillus niger - drug effects
Bacteria
Biosynthesis
Cassia
Cassia - chemistry
Cassia - genetics
Cassia laevigata
Chromatography
Chromatography, High Pressure Liquid - methods
Chromatography, Reverse-Phase - methods
Enzymes
Food science
Fusarium - drug effects
Fusarium oxysporum
Gas Chromatography-Mass Spectrometry - methods
GC-MS
Gene expression
Liquid chromatography
Mass spectrometry
Methyl alcohol
Molecular Structure
Plant Extracts - analysis
Plant Extracts - pharmacology
Polyketides - metabolism
RP-HPLC
Searching
Separation
Species Specificity
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Summary:BACKGROUND Several species of the genus Cassia are known for their antioxidant, antimicrobial and antidiabetic activities, but some of the lesser‐known Cassia species, e.g. C. renigera, C. biflora and C. laevigata have not been studied for their biological activities. RESULTS Methanol extract of C. laevigata was fractionated by preparative thin‐layer chromatography. The resulting six different fractions were tested against Fusarium oxysporum and Aspergillus niger for their antifungal activity. Due to higher antifungal activity of fraction 1 of C. laevigata, this was further analyzed by reversed‐phase high‐performance liquid chromatography (RP‐HPLC), resulting in distinct separation of one compound at a retention time of 7.2 min with an absorbance of 252 nm. Further, this compound was analyzed by gas chromatography–mass spectrometry (GC‐MS) for its putative structural identification. Mass spectra of this compound resembled the spectra of anthraquinone 1‐carboxylic acid by NIST library search. The genomic‐level expression of chalcone synthase, a key enzyme involved in the biosynthesis of polyketides, was increased in C. laevigata when compared to other Cassia species. CONCLUSIONS This study provides an insight into the higher antifungal activity of C. laevigata, including the identification of anthraquinone 1‐carboxylic acid, which may be responsible for the antifungal activity. © 2013 Society of Chemical Industry
ISSN:0022-5142
1097-0010
DOI:10.1002/jsfa.6259