Pseudomonas sp. COW3 Produces New Bananamide-Type Cyclic Lipopeptides with Antimicrobial Activity against Pythium myriotylum and Pyricularia oryzae

Abstract

Pseudomonas species are metabolically robust, with capacity to produce secondary metabolites including cyclic lipopeptides (CLPs). Herein we conducted a chemical analysis of a crude CLP extract from the cocoyam rhizosphere-derived biocontrol strain Pseudomonas sp. COW3. We performed in silico analyses on its whole genome, and conducted in vitro antagonistic assay using the strain and purified CLPs. Via LC-MS and NMR, we elucidated the structures of four novel members of the bananamide group, named bananamides D-G. Besides variability in fatty acid length, bananamides D-G differ from previously described bananamides A-C and MD-0066 by the presence of a serine and aspartic acid at position 6 and 2, respectively. In addition, bananamide G has valine instead of isoleucine at position 8. Kendrick mass defect (KMD) allowed the assignment of molecular formulae to bananamides D and E. We unraveled a non-ribosomal peptide synthetase cluster banA, banB and banC which encodes the novel bananamide derivatives. Furthermore, COW3 displayed antagonistic activity and mycophagy against Pythium myriotylum, while it mainly showed mycophagy on Pyricularia oryzae. Purified bananamides D-G inhibited the growth of P. myriotylum and P. oryzae and caused hyphal distortion. Our study shows the complementarity of chemical analyses and genome mining in the discovery and elucidation of novel CLPs. In addition, structurally diverse bananamides differ in their antimicrobial activity.

Antimicrobial Activity of Lipopeptide Biosurfactants Against Foodborne Pathogen and Food Spoilage Microorganisms and Their Cytotoxicity

“…So, the hypothesis of active impurities purified at the same time as lipopeptides seems to make sense. This theory is supported by the result obtained with high resolution mass spectrometry analysis performed with the sample M-I, using the methodology described by Omoboye et al (2019) and presented in Supplementary Figure S2 . This analysis reveals the presence of two peaks, one at m/z = 830 and another one at 1,107.…”

The use of Pseudomonas spp. as bacterial biocontrol agents to control plant diseases

“…Pseudomonas spp. COW3 and COW 65 from the cocoyam rhizosphere produces novel variants of bananamide termed bananamide D, E, F and G (Omoboye et al, 2019a). These compounds display antagonistic activity against the oomycete pathogen P. myriotylum and inhibit appressoria formation in the blast fungus Pyricularia oryzae.…”

“…BW11P2, isolated from the banana rhizoplane in the tropical wetlands of Galgadera, Sri Lanka, produces bananamide A-C (Nguyen et al, 2016). Other putative bananamide producers (predicted by genome mining only) originate from cotton in South Korea and soybean roots in Mississippi, USA (Omoboye et al, 2019a).…”

Longevity of Chinese Chestnut Correlates with Stable Root Microbiomes

“…Bananamides are lipocyclopeptides and have previously been identi ed in 2 other Pseudomonas strains (43). Puri ed bananamides showed antagonistic activity against some fungi (44). Pyrrolnitrin is a secondary metabolite produced by several Pseudomonas spp.…”