Chemical constituents and biological activities ofAlbizia myriophyllawood

Abstract

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 mg/mL, followed by its dihydroxy derivative 4 with an MIC value of 62.5 mg/mL. Compounds 4 and 5 also displayed marked antibacterial activity against B. cereus and S. aureus (MIC value 15.63-125 mg/mL) and showed strong cytotoxic activity against KB cells (IC 50 value 4.95-12.55 mg/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.

Chemical constituents of Albizia myriophylla wood and the HPLC determination of some high yield compounds as markers

“…MS and NMR data (table 2) of 5 were compatible with those of published ones. [2,12] The dextrorotatory value of 5 {[α] D 25 +38.9 (c 4.25, MeOH)} matched with the one of [α] D 20 +48.5 (c 0.8, acetone-H2O) reported for (2S,3S,4S)-7,3,4-trihydroxy-2,3-cisflavan-3,4-cis-diol. [13] Therefore 5 was assigned as (2S,3S,4S)-7,3,4,3',4'-pentahydroxyflavane.…”

“…[1] In Vietnamese traditional medicine, it was used to cure cough, bronchitis, toothache, obesity, dyspepsia, diabetes, cancer etc. [1][2][3] There were many researches about chemical constituents and bioactivities of Albizia myriophylla. [2][3][4][5] However, in Vietnam, there has been no chemical study on this plant although it is now cultivated at Phu Yen province for the internal commercial use thanks to its above-mentioned medicinal value.…”

“…In this paper, we report the isolation of five compounds, spinasterol (1), 7,3',4'-trihydroxy-3methoxyflavone (2), fisetin (3), (2S)-7,3',4'trihydroxyflavanone (4) and (2S,3S,4S)-7,3,4,3',4'-pentahydroxyflavane (5). The contents of some high yield compounds (2,3,4) were determined by HPLC.…”

Development of Lipid-Based Nanocarriers for Increasing Gastrointestinal Absorption of Lupinifolin

“…Antibacterial activities of lupinifolin against a variety of pathogens have also been documented by several groups of investigators. Joycharat and colleagues [5] reported that lupinifolin extracted from A. myriophylla wood exhibited a strong antibacterial action against Streptococcus mutans using a broth microdilution method. A separate study by this group of researchers using a violet staining method showed antibiofilm-producing activity of lupinifolin against multidrug-resistant enterococci [10].…”

Antimicrobial Activity of Seed Extracts from Albizia bernieri E. Fourn. (Fabaceae)

“…Several Albizia species organ extracts from different countries had been reported displaying antimicrobial properties. They include the extracts of A. zygia leaf [4], A. julibrissin leaf, stem and flower [5], A. amara leaf, flower, pod and bark [6], A. lebbeck seed [7], A. anthelmintica root bark [8], A. amara and A. saman leaves [9], wood [10], A. andianthifolia bark and root [11]. Seed extracts from some endemic Albizia of Madagascar also exhibited antimicrobial effects [12].…”