Bioactive ellagitannins from Cunonia macrophylla, an endemic Cunoniaceae from New Caledonia

Ellagitannins identified as ellagic acid-4- O-β- d-xylopyranoside, mallorepanin, mallotinic acid along with corilagin, chebulagic acid, ellagic acid and gallic acid were isolated from Cunonia macrophylla leaves. Their antimicrobial activities on human and plant pathogens and their inhibitory effects...

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Published in:Phytochemistry (Oxford) Vol. 66; no. 2; pp. 241 - 247
Main Authors: Fogliani, Bruno, Raharivelomanana, Phila, Bianchini, Jean-Pierre, Bouraı¨ma-Madjèbi, Saliou, Hnawia, Edouard
Format: Journal Article
Language:English
Published: Amsterdam Elsevier Ltd 2005
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Abstract Ellagitannins identified as ellagic acid-4- O-β- d-xylopyranoside, mallorepanin, mallotinic acid along with corilagin, chebulagic acid, ellagic acid and gallic acid were isolated from Cunonia macrophylla leaves. Their antimicrobial activities on human and plant pathogens and their inhibitory effects against xanthine oxidase were investigated and revealed bioactivities first time detected. Chemical study of Cunonia macrophylla, a New Caledonian Cunoniaceae, based on bioactive effects of a crude methanol extract of the leaves, detected bioactive tannins for the first time in this plant family. These ellagitannins have been identified as ellagic acid-4- O-β- d-xylopyranoside ( 6), mallorepanin ( 3), mallotinic acid ( 1) along with corilagin ( 2), chebulagic acid ( 4), ellagic acid ( 5) and gallic acid ( 7) and have been shown to possess antimicrobial activity and to inhibit xanthine oxidase. Antimicrobial effects on bacterial human pathogens ( Staphylococcus aureus, Corynebacterium accolans) and on a plant pathogen ( Erwinia carotovora) as well as on a human pathogenic yeast ( Candida albicans) were investigated. Activity is reported here for the first time for compounds 1, 3, 4 and 6. The inhibitory effects of all molecules against xanthine oxidase in relation to their structure was evaluated and compared. Compound 6 presented the best activity and seems to be of considerable interest for further studies.
AbstractList Chemical study of Cunonia macrophylla, a New Caledonian Cunoniaceae, based on bioactive effects of a crude methanol extract of the leaves, detected bioactive tannins for the first time in this plant family. These ellagitannins have been identified as ellagic acid-4-O-beta-D-xylopyranoside (6), mallorepanin (3), mallotinic acid (1) along with corilagin (2), chebulagic acid (4), ellagic acid (5) and gallic acid (7) and have been shown to possess antimicrobial activity and to inhibit xanthine oxidase. Antimicrobial effects on bacterial human pathogens (Staphylococcus aureus, Corynebacterium accolans) and on a plant pathogen (Erwinia carotovora) as well as on a human pathogenic yeast (Candida albicans) were investigated. Activity is reported here for the first time for compounds 1, 3, 4 and 6. The inhibitory effects of all molecules against xanthine oxidase in relation to their structure was evaluated and compared. Compound 6 presented the best activity and seems to be of considerable interest for further studies.
Ellagitannins identified as ellagic acid-4- O-β- d-xylopyranoside, mallorepanin, mallotinic acid along with corilagin, chebulagic acid, ellagic acid and gallic acid were isolated from Cunonia macrophylla leaves. Their antimicrobial activities on human and plant pathogens and their inhibitory effects against xanthine oxidase were investigated and revealed bioactivities first time detected. Chemical study of Cunonia macrophylla, a New Caledonian Cunoniaceae, based on bioactive effects of a crude methanol extract of the leaves, detected bioactive tannins for the first time in this plant family. These ellagitannins have been identified as ellagic acid-4- O-β- d-xylopyranoside ( 6), mallorepanin ( 3), mallotinic acid ( 1) along with corilagin ( 2), chebulagic acid ( 4), ellagic acid ( 5) and gallic acid ( 7) and have been shown to possess antimicrobial activity and to inhibit xanthine oxidase. Antimicrobial effects on bacterial human pathogens ( Staphylococcus aureus, Corynebacterium accolans) and on a plant pathogen ( Erwinia carotovora) as well as on a human pathogenic yeast ( Candida albicans) were investigated. Activity is reported here for the first time for compounds 1, 3, 4 and 6. The inhibitory effects of all molecules against xanthine oxidase in relation to their structure was evaluated and compared. Compound 6 presented the best activity and seems to be of considerable interest for further studies.
Author Raharivelomanana, Phila
Bouraı¨ma-Madjèbi, Saliou
Fogliani, Bruno
Hnawia, Edouard
Bianchini, Jean-Pierre
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Issue 2
Keywords Cunonia macrophylla
Xanthine oxidase inhibitors
Ellagitannins
Antimicrobial activities
Cunoniaceae
Bioassay
Gallic acid
Plant pathogen
Molecular structure
Plant leaf
Biological activity
Antimicrobial agent
Medicinal plant
Dicotyledones
Ellagic acid
Pathogenic
Angiospermae
Spermatophyta
Vegetal tannin
Language English
License CC BY 4.0
Distributed under a Creative Commons Attribution 4.0 International License: http://creativecommons.org/licenses/by/4.0
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Snippet Ellagitannins identified as ellagic acid-4- O-β- d-xylopyranoside, mallorepanin, mallotinic acid along with corilagin, chebulagic acid, ellagic acid and gallic...
Chemical study of Cunonia macrophylla, a New Caledonian Cunoniaceae, based on bioactive effects of a crude methanol extract of the leaves, detected bioactive...
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SubjectTerms Anti-Infective Agents - chemistry
Anti-Infective Agents - pharmacology
antibacterial properties
antifungal properties
Antimicrobial activities
Bacterial plant pathogens
bioactive properties
Biodiversity and Ecology
Biological and medical sciences
Candida albicans
Candida albicans - drug effects
chemical structure
Corynebacterium
Corynebacterium - drug effects
Corynebacterium accolens
Cunonia macrophylla
Cunoniaceae
Ecology, environment
ellagic acid
ellagitannin
Ellagitannins
Environmental Sciences
Erwinia - drug effects
Erwinia carotovora
Fundamental and applied biological sciences. Psychology
General pharmacology
Generalities. Techniques. Transmission, epidemiology, ecology. Antibacterial substances, control
human health
Hydrolyzable Tannins - chemistry
Hydrolyzable Tannins - isolation & purification
Hydrolyzable Tannins - pharmacology
indigenous species
Life Sciences
Magnoliopsida - chemistry
Medical sciences
Molecular Structure
New Caledonia
Pectobacterium carotovorum
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
phytochemicals
Phytopathology. Animal pests. Plant and forest protection
Reproductive Biology
Staphylococcus aureus
tannins
Vegetal Biology
Xanthine Oxidase - antagonists & inhibitors
Xanthine oxidase inhibitors
Title Bioactive ellagitannins from Cunonia macrophylla, an endemic Cunoniaceae from New Caledonia
URI https://dx.doi.org/10.1016/j.phytochem.2004.11.016
https://www.ncbi.nlm.nih.gov/pubmed/15652581
https://search.proquest.com/docview/20133804
https://search.proquest.com/docview/67364434
https://hal.science/hal-03836280
Volume 66
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