Structural analysis of enniatin H, I, and MK1688 and beauvericin by liquid chromatography-tandem mass spectrometry (LC-MS/MS) and their production byFusarium oxysporumKFCC 11363P

Abstract

The molecular structures of enniatins H, I, and MK1688 and beauvericin were investigated by liquid chromatography-tandem mass spectrometry (LC-MS/MS). MS fragmentation occurred by loss of -CO after opening of the cyclic molecule to carbonyl carbon, and cleavage of the peptide and ester bonds in the molecular structure. Fusarium oxysporum KFCC 11363P was tested for its ability to produce beauvericin and enniatins H, I, and MK1688 on five cereal substrates: rice, barley, maize, wheat, and Indian millet kernels. Furthermore, optimal conditions for the production of the four mycotoxins by the Fusarium isolate were examined on maize at four temperatures (15, 20, 25, and 30 degrees C) and at three moisture contents (10, 20, and 40%). Large amounts of beauvericin and enniatin H were present in maize cultures at 25 degrees C (232.4 and 196.4 microg g(-1), respectively). Enniatins I and MK1688 were maximally formed at 20 degrees C (221.5 and 180.2 microg g(-1), respectively). The optimal moisture contents for the production of enniatins H (196.4 microg g(-1)) and MK1688 (165.6 microg g(-1)), were 40%.

A new cytotoxic cyclic pentadepsipeptide, neo-N-methylsansalvamide produced by Fusarium solani KCCM90040, isolated from potato

“…We recently isolated several Fusarium strains from potato in Korea and investigated their ability to produce cytotoxic cyclic depsipeptides (Hyun et al, 2008;Lee et al, 2008;Song, Ahn, Lim, & Lee, 2006;Song, Lee, Jeong, Park, & Lee, 2008; Ha, & Lee, 2009). Some Fusarium isolates have been shown to produce some of the more recently defined cyclic peptides, ENs H, I, and MK1688, together with BEA (Song et al, 2006); the cytotoxic effect of these cyclic depsipeptides were investigated further (Hyun et al, 2008;Lee et al, 2008).…”

Optimization of culture conditions of Fusarium solani for the production of neoN-methylsansalvamide

“…Kokkonen et al 24) also claimed the production of beauvericin and T-2 toxin by F. langsethiae and F. sporotrichioides on rice-flour and cereal-flour medium. In addition, Song et al 25) reported that F. oxysporum KFCC11363P coproduced beauvericin and enniatin analogs (H, I, and MK1688) at a maximum amount on rice.…”

“…After selecting the optimal cereal substrate, F. solani KCCM90040 was incubated at 4 different temperatures (15,25,35, and 45°C), 5 different initial moisture contents (10,20,30,40, and 50%), and 4 different growth times (1, 2, 3, and 4 weeks) to test the effect of culture conditions on the production of neoN-methylsansalvamide. After determination of the range of culture conditions, RSM was applied to further optimize the culture conditions.…”

“…3(c)). Song et al 25) have reported that the maximum amount of enniatins H, I, and MK1688 and beauvericin from F. oxysporum was observed the second week after inoculation on the solid medium of rice. In our previous report, 30) the maximum production yields of enniatins H, I, and MK1688 by F. oxysporum KFCC11363P were 185.4, 349.1, and 541.1 mg/L, respectively, in submerged cultivation.…”

Larvicidal Activity of Beauveria bassiana Extracts against Aedes aegypti and Identification of Beauvericins

“…Moreover, the product ion spectra allowed the comparison of the compounds fragmentation profile to the data found in the literature (Table 1). 24,25,[40][41][42][43][44] The electrospray ionization tandem mass spectra (ESI-MS/MS) and fragmentation mechanism proposal for beauvericin A or F are depicted in Figures 4 and 5, Larvicidal Activity of Beauveria bassiana Extracts against Aedes aegypti and Identification of Beauvericins J. Braz. Chem.…”