Isolation and identification of chemical constituents from the bacterium Bacillus sp. and their nematicidal activities

A strain SMrs28 was isolated from the rhizosphere soil of a toxic plant Stellera chamaejasme and identified as Bacillus sp. on the basis of morphological and partial 16S rRNA gene sequence analysis. The crude extract of SMrs28 fermentation broth showed strong nematocidal activities in preliminary test. To define the active nematocidal metabolites of SMrs28, a novel compound (1), 4‐oxabicyclo[3.2.2]nona‐1(7), 5,8‐triene, along with five known compounds (2–6), were isolated from the strain by various column chromatographic techniques and characterized on the basis of spectroscopic analysis. Results of the in vitro nematicidal tests showed that the metabolites presented different levels of activity at certain exposure conditions. Compounds (1–3) displayed LC50 values of 904.12, 451.26, 232.98 µg/ml and 1594.0, 366.62, 206.38 µg/ml against Bursaphelenchus xylophilus and Ditylenchus destructor at 72 h, respectively. This is the first report of the nematicidal activity of the compounds as constituents of Bacillus sp.. Our findings help to find potential chemical structures to develop nematicides from microbial source for the management of nematode‐infected plant diseases.

[1]  Jixiang Chen,et al.  Isolation and characterization of bacteria from the rhizosphere and bulk soil of Stellera chamaejasme L. , 2015, Canadian journal of microbiology.

[2]  R. Dobosz,et al.  A fast and sensitive method for the simultaneous identification of three important nematode species of the genus Ditylenchus. , 2015, Pest management science.

[3]  Quan Liu,et al.  Nematicidal metabolites from roots of Stellera chamaejasme against Bursaphelenchus xylophilus and Bursaphelenchus mucronatus. , 2014, Pest management science.

[4]  L. Fonseca,et al.  Nematicidal Bacteria Associated to Pinewood Nematode Produce Extracellular Proteases , 2013, PLoS ONE.

[5]  Xiaoyi Wei,et al.  Nematotoxicity of drupacine and a Cephalotaxus alkaloid preparation against the plant-parasitic nematodes Meloidogyne incognita and Bursaphelenchus xylophilus. , 2013, Pest management science.

[6]  Guocai Wang,et al.  WHITMANOSIDE A, A NEW α-PYRONE GLYCOSIDE FROM THE LEECH WHITMANIA PIGRA , 2013 .

[7]  Q. Xue,et al.  Bioactive alkaloids produced by Pseudomonas brassicacearum subsp. Neoaurantiaca, an endophytic bacterium from Salvia miltiorrhiza , 2013, Natural product research.

[8]  Zhe Fang,et al.  A new nematicidal compound produced by Streptomyces albogriseolus HA10002 , 2013, Antonie van Leeuwenhoek.

[9]  Eunae Kim,et al.  Inhibition of acetylcholinesterases of the pinewood nematode, Bursaphelenchus xylophilus, by phytochemicals from plant essential oils. , 2013, Pesticide biochemistry and physiology.

[10]  Jin-Ming Gao,et al.  Metabolites from Aspergillus fumigatus, an endophytic fungus associated with Melia azedarach, and their antifungal, antifeedant, and toxic activities. , 2012, Journal of agricultural and food chemistry.

[11]  Shuang-Gang Ma,et al.  A new isocoumarin from metabolites of the endophytic fungus Alternaria tenuissima(Nees & T.Nees:Fr.) Wiltshire , 2012 .

[12]  Xiang Xiao,et al.  A novel indole alkaloid from deep-sea sediment metagenomic clone-derived Escherichia coli fermentation broth , 2011, Journal of Asian natural products research.

[13]  S. Lumyong,et al.  Nematicidal activity of fervenulin isolated from a nematicidal actinomycete, Streptomyces sp. CMU-MH021, on Meloidogyne incognita , 2010, World journal of microbiology & biotechnology.

[14]  J. Leveau,et al.  A PCR-based toolbox for the culture-independent quantification of total bacterial abundances in plant environments. , 2010, Journal of microbiological methods.

[15]  K. Kuča,et al.  Progress of acetylcholinesterase reactivators against organophosphorus pesticides—Almost 60 years since pralidoxime , 2010 .

[16]  D. Adams,et al.  Novel Anti-Infective Compounds from Marine Bacteria , 2010, Marine drugs.

[17]  Hoang Ngoc Anh,et al.  Study on Chemical Constituents of the Vietnamese Medicinal Plant Fissistigma petelotii , 2009 .

[18]  Jörn Piel,et al.  Metabolites from symbiotic bacteria. , 2009, Natural product reports.

[19]  D. F. Oliveira,et al.  Selection of rhizobacteria able to produce metabolites active against Meloidogyne exigua , 2007, European Journal of Plant Pathology.

[20]  N. Ishikawa,et al.  Antioxidant constituents in distillation residue of Awamori spirits. , 2007, Journal of agricultural and food chemistry.

[21]  S. Laschat,et al.  Diastereoselective alkylation of a proline-derived bicyclic lactim ether , 2006 .

[22]  Xiuli Xu,et al.  [Studies on chemical constituents of the brown alga Dictyopteris divaricata]. , 2006, Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.

[23]  T. Aikawa,et al.  Pine Wilt Disease Caused by the Pine Wood Nematode: The Induced Resistance of Pine Trees by the Avirulent Isolates of Nematode , 2001, European Journal of Plant Pathology.

[24]  H. Zhang,et al.  Nematicidal effect of freshwater fungal cultures against the pinewood nematode , Bursaphelenchus xylophilus , 2004 .

[25]  Alphonse Kelecom,et al.  Secondary metabolites from marine microorganisms. , 2002, Anais da Academia Brasileira de Ciencias.

[26]  B. Kerry Rhizosphere Interactions and the Exploitation of Microbial Agents for the Biological Control of Plant-Parasitic Nematodes. , 2000, Annual review of phytopathology.

[27]  M. Akhtar Current options in integrated management of plant-parasitic nematodes , 1997 .

[28]  S. Shack,et al.  Cytostatic activity of phenylacetate and derivatives against tumor cells. Correlation with lipophilicity and inhibition of protein prenylation. , 1995, Biochemical pharmacology.

[29]  B. Zuckerman,et al.  Biological Control of Plant Nematodes-Current Status and Hypotheses , 1994 .

[30]  M. Hommel Biological Control of Plant Parasitic Nematodes: Progress, Problems and Prospects , 1992 .

[31]  D. Freckman,et al.  A world perspective on nematology : The role of the society , 1987 .

[32]  Susan Budavari,et al.  The Merck index : an encyclopedia of chemicals, drugs, and biologicals , 1983 .

[33]  W Puntener,et al.  Manual for Field Trials in Plant Protection , 1981 .