Verrucamides A–D, Antibacterial Cyclopeptides from Myrothecium verrucaria

Abstract

Four new cyclic tetradecapeptides, verrucamides A-D (1-4), have been isolated from the solid-substrate fermentation culture of the ascomycete fungus Myrothecium verrucaria. The structures of these compounds, each featuring six N-methylated amino acid residues, were elucidated primarily by NMR and MS methods. The absolute configurations of 1-4 were assigned by application of Marfey's method on their acid hydrolysates. Compounds 1-4 showed antimicrobial activity against the Gram-positive bacterium Staphylococcus aureus.

Structural Diversity and Biological Activities of Fungal Cyclic Peptides, Excluding Cyclodipeptides

“…Their distributions, biological activities and structures are shown in Table 11 and Figure 11 , respectively. They were screened to show antibacterial activity against Staphylococcus aureus [ 200 ].…”

Assesing the vertical movement of a nematicide in a sandy loam soil and its correspondence using a numerical model (HYDRUS 1D)

“…Several substances have been characterized from its fermentation, among them bioactive secondary metabolites such as antimicrobial diterpenoids, trichothecene sesquiterpenoids cyclic tetradecapeptides called verrucamides (Zou et al, 2011), ), chitinases (Dahiya et al, 2006), bilirubin oxidase (Han et al, 2012) and others. In a previous work by Orellana (2005), seeking an alternative detection method for the presence of DiTera WG using HPLC, a high correlation was found among the peaks on phenolic compounds related to nematicide concentration and nematode mortality.…”

Cyaneodimycin, a Bioactive Compound Isolated from the Culture of Streptomyces cyaneofuscatus Associated with Lichina confinis

“…Characterization by 16S rRNA gene sequencing showed the strain to be related at 100 % to Streptomyces cyaneofuscatus JCM 4364 after comparisons using the EzTaxon database server. [19][20][21] Flash chromatography and semipreparative HPLC runs were performed on the EtOAc extract (80 mg, viscous aspect) and led to the isolation of two new compounds 1 (1.5 mg) and 2 (0.2 mg). The excreted metabolites were collected using sterile XAD-7-HP resin, and the solid residue (constituted of resin and bacterial cells) was first extracted three times with acetone/MeOH (50:50, v/v).…”

“…Notably, some biological activities had already been reported for this chemical family (antibacterial, antifungal, antifouling, cytotoxic properties among others). [19][20][21] Flash chromatography and semipreparative HPLC runs were performed on the EtOAc extract (80 mg, viscous aspect) and led to the isolation of two new compounds 1 (1.5 mg) and 2 (0.2 mg).…”