4682-54-6

Usage

Uses

Used in Research Applications:
(4alpha,12xi)-8-oxo-12,13-epoxytrichothec-9-en-4-yl acetate is used as a research tool for studying the toxic effects of trichothecene mycotoxins on human health and the immune system. Its unique chemical structure allows researchers to investigate the mechanisms of action and potential countermeasures against these toxins.
Used in Environmental Monitoring:
(4alpha,12xi)-8-oxo-12,13-epoxytrichothec-9-en-4-yl acetate can be used as a biomarker for detecting the presence of trichothecene-producing fungi in the environment. This can help in assessing the risk of exposure to these toxins and implementing appropriate safety measures.
Used in Agricultural Applications:
(4alpha,12xi)-8-oxo-12,13-epoxytrichothec-9-en-4-yl acetate can be used in the development of strategies to control the growth of trichothecene-producing fungi in crops and prevent contamination of food products. This can help ensure food safety and reduce the risk of mycotoxin-related health issues.
Used in Pharmaceutical Development:
Although (4alpha,12xi)-8-oxo-12,13-epoxytrichothec-9-en-4-yl acetate is toxic, its unique chemical structure may provide insights into the development of new pharmaceuticals with similar mechanisms of action. Researchers can explore the potential therapeutic applications of (4alpha,12xi)-8-oxo-12,13-epoxytrichothec-9-en-4-yl acetate or its derivatives, while also working to mitigate its toxic effects.

Upstream product

• 1431698-48-4 (2R,2'S,4R,5S,5aR,7R,9aR)-2,3,4,5,5a,6,7,9a-octahydro-5,5a,8-trimethyl-4-acetate-spiro[2,5-methano-1-benzoxepin-10,2'-oxirane]-4,7-diol 
• 108-24-7 acetic anhydride 

Downstream Products

• 1619972-40-5 (4β,8α)-4-(acetyloxy)-12,13-epoxytrichothec-9-en-8-yl (2E)-3-phenylprop-2-enoate 

Relevant academic research and scientific papers

Synthesis, antifungal activity, and QSAR study of novel trichodermin derivatives

In an attempt to discover more potential antifungal agents, in this study, 21 novel trichodermin derivatives containing conjugated oxime ester (5a-5u) were designed and synthesized and were screened for in vitro antifungal activity. The bioassay tests sho

Synthesis and biological evaluation of novel trichodermin derivatives as antifungal agents

To discover more potential antifungal agents, 17 novel trichodermin derivatives were designed and synthesized by modification of 3 and 4a. The structures of all the synthesized compounds were confirmed by 1H NMR, ESI-MS and HRMS. Their antifungal activities against Ustilaginoidea oryzae and Pyricularia oryzae were evaluated. Most of the target compounds showed potent inhibitory activity, in which 4g showed superior inhibitory effects than 4a and commercial fungicide prochloraz. Furthermore, 4h demonstrated comparable inhibitory activity to 4a. Moreover, 4i and 4l exhibited excellent inhibitory activity for Pyricularia oryzae. Additionally, compound 9 was found to be more active against all tested fungal strains than 3, with EC50 values of 0.47 and 3.71 mg L-1, respectively.

Synthesis and antifungal activity of trichodermin derivatives

A series of derivatives were synthesized from trichodermin (1) which was an antifungal metabolite produced by Trichoderma taxi sp. nov. Their structures were confirmed by 1H NMR, MS spectrum. Their antifungal activities were evaluated in vitro. The preliminary structure activity relationships (SAR) results indicated that the double bond, epoxide moiety and ester group were main pharmacophore elements, the stereochemistry of C4 position played a key role as well, and the compounds 1e-1g displayed stronger antifungal activity against Magnaporthe grisea than 1.