title: Chemical constituents and biological activities of Albizia myriophylla wood.
abstract: BACKGROUND
  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.
  
  
  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 (IC50 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.
  
  
  CONCLUSIONS
  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.
authors.affiliation: a Faculty of Traditional Thai Medicine, Prince of Songkla University , Songkhla , Thailand .|b Natural Products Research Center of Excellence, Faculty of Science, Prince of Songkla University , Songkhla , Thailand .
authors.forename: Nantiya
authors.initials: N
authors.lastname: Joycharat
authors.affiliation: a Faculty of Traditional Thai Medicine, Prince of Songkla University , Songkhla , Thailand .
authors.forename: Chancheera
authors.initials: C
authors.lastname: Boonma
authors.affiliation: c Faculty of Pharmacy, University of Health Sciences , Vientiane , Lao PDR .
authors.forename: Sonesay
authors.initials: S
authors.lastname: Thammavong
authors.affiliation: d Department of Chemistry , Faculty of Science, Ramkhamhaeng University , Bangkok , Thailand , and.
authors.forename: Boon-ek
authors.initials: BE
authors.lastname: Yingyongnarongkul
authors.affiliation: a Faculty of Traditional Thai Medicine, Prince of Songkla University , Songkhla , Thailand .|b Natural Products Research Center of Excellence, Faculty of Science, Prince of Songkla University , Songkhla , Thailand .
authors.forename: Surasak
authors.initials: S
authors.lastname: Limsuwan
authors.affiliation: b Natural Products Research Center of Excellence, Faculty of Science, Prince of Songkla University , Songkhla , Thailand .|e Department of Microbiology , Faculty of Science, Prince of Songkla University , Songkhla , Thailand.
authors.forename: Supayang Piyawan
authors.initials: SP
authors.lastname: Voravuthikunchai
mesh_terms: D031289:Albizzia / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002294:Carcinoma, Squamous Cell / Q000188:drug therapy* / Q000473:pathology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D004305:Dose-Response Relationship, Drug; D000431:Ethanol / Q000737:chemistry; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D006094:Gram-Positive Bacteria / Q000187:drug effects* / Q000254:growth & development; D006258:Head and Neck Neoplasms / Q000188:drug therapy* / Q000473:pathology; D006801:Humans; D020128:Inhibitory Concentration 50; D008826:Microbial Sensitivity Tests; D009062:Mouth Neoplasms / Q000188:drug therapy* / Q000473:pathology; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D010946:Plants, Medicinal; D012997:Solvents / Q000737:chemistry; D000077195:Squamous Cell Carcinoma of Head and Neck; D013785:Thailand; D014934:Wood / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D000972:Antineoplastic Agents, Phytogenic; D005419:Flavonoids; D010936:Plant Extracts; D012997:Solvents; C448459:lupinifolin; D000431:Ethanol
keywords: 4-diol; Antibacterial activity; cytotoxicity; dental caries; flavan-3; lupinifolin