Purification, Characterization, and in Vitro Activity of 2,4-Di-tert-butylphenol from Pseudomonas monteilii PsF84: Conformational and Molecular Docking Studies

• Published in: Journal of agricultural and food chemistry 2014-07, Vol.62 (26), p.6138-6146
• Main Authors: Dharni, Seema, Sanchita, Maurya, Anupam, Samad, Abdul, Srivastava, Santosh Kumar, Sharma, Ashok, Patra, Dharani Dhar
• Format: Article
• Language: English
• Subjects: Antioxidants - chemistry; Antioxidants - isolation & purification; Antioxidants - metabolism; Antioxidants - pharmacology; chromatography; fungi; Fungicides, Industrial - chemistry; Fungicides, Industrial - isolation & purification; Fungicides, Industrial - metabolism; Fungicides, Industrial - pharmacology; Fusarium - drug effects; Fusarium - growth & development; Fusarium oxysporum; hydrogen; hyphae; India; Ligands; Molecular Conformation; Molecular Docking Simulation; molecular models; Molecular Typing; nuclear magnetic resonance spectroscopy; nucleotide sequences; Phenols - chemistry; Phenols - isolation & purification; Phenols - metabolism; Phenols - pharmacology; phylogeny; Pseudomonas - chemistry; Pseudomonas - classification; Pseudomonas - growth & development; Pseudomonas - isolation & purification; Pseudomonas monteilii; ribosomal RNA; soil; Soil Microbiology; spectral analysis; spore germination; tannery waste; Tanning; tubulin; Tubulin - chemistry; Tubulin - metabolism; Tubulin Modulators - chemistry; Tubulin Modulators - isolation & purification; Tubulin Modulators - metabolism; Tubulin Modulators - pharmacology; volatile organic compounds; Waste Disposal Facilities
• ISSN: 0021-8561; 1520-5118
• DOI: 10.1021/jf5001138

A novel strain of Pseudomonas monteilii, PsF84, was isolated from tannery waste soil from Jajmau, Kanpur, India. 16S rRNA gene sequence phylogenetic analysis confirmed the taxonomic affiliation of PsF84 as P. monteilii. An antifungal volatile organic compound (VOC) active against hyphal growth of Fusarium oxysporum (CIMAP-IMI-357464) in vitro was isolated from strain PsF84 by using chromatographic techniques. The molecular formula of the antifungal VOC was deduced to be C14H22O by EI-MS and 1D and 2D NMR spectral analysis. 2,4-Di-tert-butylphenol was found to be effective against an agriculturally important fungus, namely, F. oxysporum, in inhibiting spore germination and hyphal growth. Molecular docking analysis of 2,4-di-tert-butylphenol with β-tubulin further validated the potential of β-tubulin binding in F. oxysporum. Two residues of β-tubulin protein, HIS 118 and THR 117, showed hydrogen binding with ligand. To the authors’ knowledge, this is the first report of antifungal VOC (2,4-di-tert-butylphenol) produced by P. monteilii PsF84 that can be a potent inhibitor of β-tubulin of F. oxysporum.