Abstract

Three new tripeptide derivatives asterripeptides A–C (1–3) were isolated from Vietnamese mangrove-derived fungus Aspergillus terreus LM.5.2. Structures of isolated compounds were determined by a combination of NMR and ESIMS techniques. The absolute configurations of all stereocenters were determined using the Murfey’s method. The isolated compounds 1–3 contain a rare fungi cinnamic acid residue. The cytotoxicity of isolated compounds against several cancer cell lines and inhibition ability of sortase A from Staphylococcus aureus of asterripeptides A–C were investigated.

Highlights

  • The genus Aspergillus is a group of filamentous fungi, which today consists of more than 250 species

  • Fungi of the section Terrei are mainly characterized by the several metabolite classes such as butenolides [2] and other polyketides [3,4], sesquiterpenoids [5,6,7], meroterpenoids [8], and bisindolebenzoquinone alkaloids [9]

  • Owing to the diversity of such synthase gene clusters, A. terreus produces a huge amount of secondary metabolites with very large structural variety

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Summary

Introduction

The genus Aspergillus is a group of filamentous fungi, which today consists of more than 250 species. This genus has been subdivided into several subgenera and sections based on morphology and genetics, such as subgenera Nidulantes, Circumdati, Fumigati, Terrei, Candidi, and so on. Marine environments have an additional effect on the structural features of A. terreus bioactive metabolites. Marine-derived A. terreus strains were described as producers of butyrolactones with anti-allergic, anti-inflammatory, and antiviral activities [2,12], an unusual antimicrobial N-phenyl-carbamic acid trimer [13] and a cytotoxic tetrapeptide [14]. There are cytotoxic, antiviral, antidiabetic, and anti-inflammatory peptides peptides originating fromfungi marine fungi [19].

19 Analysis
Reaction
General Experimental Procedures
Fungal Strain
Extraction and Isolation
Stereo Configuration Analysis of Amino Acids in Compounds 1–3
The Effect of Compounds 1–3 on Sortase A Enzymatic Activity
Cell Lines and Culture Conditions
In Vitro MTT-Based Cytotoxicity Assay
Statistical Data Evaluation
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