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

• 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; Elsevier
• Subjects: 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; New Caledonia; 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
• ISSN: 0031-9422; 1873-3700; 0031-9422
• DOI: 10.1016/j.phytochem.2004.11.016

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.