Chemical constituents and biological activities of Albizia myriophylla wood

• Published in: Pharmaceutical biology Vol. 54; no. 1; pp. 62 - 73
• Main Authors: Joycharat, Nantiya, Boonma, Chancheera, Thammavong, Sonesay, Yingyongnarongkul, Boon-ek, Limsuwan, Surasak, Voravuthikunchai, Supayang Piyawan
• Format: Journal Article
• Language: English
• Published: England Informa Healthcare 02.01.2016
• Subjects: 4-diol; Albizzia - chemistry; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Antibacterial activity; Antineoplastic Agents, Phytogenic - chemistry; Antineoplastic Agents, Phytogenic - isolation & purification; Antineoplastic Agents, Phytogenic - pharmacology; Carcinoma, Squamous Cell - drug therapy; Carcinoma, Squamous Cell - pathology; Cell Line, Tumor; Cell Survival - drug effects; Chromatography, High Pressure Liquid; cytotoxicity; dental caries; Dose-Response Relationship, Drug; Ethanol - chemistry; flavan-3; Flavonoids - chemistry; Flavonoids - isolation & purification; Flavonoids - pharmacology; Gram-Positive Bacteria - drug effects; Gram-Positive Bacteria - growth & development; Head and Neck Neoplasms - drug therapy; Head and Neck Neoplasms - pathology; Humans; Inhibitory Concentration 50; lupinifolin; Microbial Sensitivity Tests; Mouth Neoplasms - drug therapy; Mouth Neoplasms - pathology; Phytotherapy; Plant Extracts - chemistry; Plant Extracts - isolation & purification; Plant Extracts - pharmacology; Plants, Medicinal; Solvents - chemistry; Squamous Cell Carcinoma of Head and Neck; Thailand; Wood - chemistry; Thailand; dental caries; lupinifolin; Antibacterial activity; flavan-3; 4-diol; cytotoxicity
• ISSN: 1388-0209; 1744-5116
• DOI: 10.3109/13880209.2015.1014920

Context: Albizia myriophylla Benth (Leguminosae) is a medicinal plant widely used in Thailand and other Asian countries as a folk medicine remedy for many ailments. Objective: The objective of this study is to investigate the chemical compositions, antibacterial activity, and cytotoxicity of A. myriophylla wood. Materials and methods: The structure identification of the isolated compounds was established using spectroscopic methods. In vitro antibacterial activity against Streptococcus mutans, Staphylococcus aureus, and Bacillus cereus and the cytotoxicity against KB cells of extracts and compounds from A. myriophylla were performed using broth microdilution and resazurin microplate assays, respectively. The lupinifolin content in A. myriophylla extracts was quantified by high-performance liquid chromatography. Results: A rare flavan-3,4-diol (1) together with eight known compounds (2-9) were isolated from the wood of A. myriophylla. Compounds 4-9 exhibited anti-S. mutans activity, of which lupinifolin (5) was the most potent with an MIC value of 0.98 µg/mL, followed by its dihydroxy derivative 4 with an MIC value of 62.5 µg/mL. Compounds 4 and 5 also displayed marked antibacterial activity against B. cereus and S. aureus (MIC value 15.63-125 µg/mL) and showed strong cytotoxic activity against KB cells (IC 50 value 4.95-12.55 µg/mL). The lupinifolin contents in ethanol extracts from two different collections of this plant originating from central and southern Thailand were 93.85 and 0.04 mg/g, respectively. Conclusion: This is the first report of compounds 1-4 from A. myriophylla. Compounds 4 and 5 showed potent antibacterial and cytotoxic activities compared with other isolates. The anti-S. mutans activity of A. myriophylla extracts seems to be related to the lupinifolin content.