Abstract

By adding l-tryptophan and l-phenylalanine to GPY medium, twenty-eight compounds, including amides, polyketides, a sesquiterpenoid, a diterpenoid, a meroterpenoid, diketopiperazines, β-carbolines, fumiquinazolines, and indole alkaloids, were discovered from the marine-derived fungus Dichotomomyces cejpii F31-1, demonstrating the tremendous biosynthetic potential of this fungal strain. Among these compounds, four amides dichotomocejs A–D (1–4), one polyketide dichocetide A (5), and two diketopiperazines dichocerazines A–B (15 and 16) are new. The structures of these new compounds were determined by interpreting detailed spectroscopic data as well as calculating optical rotation values and ECD spectra. Obviously, Dichotomomyces cejpii can effectively use an amino acid-directed strategy to enhance the production of nitrogen-containing compounds. Dichotomocej A (1) displayed moderate cytotoxicity against the human rhabdomyosarcoma cell line RD with an IC50 value of 39.1 µM, and pityriacitrin (22) showed moderate cytotoxicity against the human colon carcinoma cell line HCT116 with an IC50 value of 35.1 µM.

Highlights

  • The ascomycete Dichotomomyces cejpii is a common fungus known for its heat-resistant properties, that allow it to survive at 70 ◦ C for 60 min [1]

  • In our effort to discover chemically diverse alkaloids of fungal origin with significant bioactivities, the metabolite profile of the fungus profile of the fungus Dichotomomyces cejpii F31-1 associated with the soft coral Lobophytum crassum

  • Had been previously reported from Dichotomomyces cejpii in the literature, but four novel aliphatic amides (1–4) and two fumiquinazoline (25–26) alkaloids were obtained

Read more

Summary

Introduction

The ascomycete Dichotomomyces cejpii is a common fungus known for its heat-resistant properties, that allow it to survive at 70 ◦ C for 60 min [1]. Dichotomomyces cejpii is representative of the fungus found in the soil under decomposing corpses, which highlights its potential as a forensic tool [2]. The major metabolites of the fungus are diketopiperazines, indoloditerpenes, polyketides, and steroids Henrik et al, isolated indoloditerpenes with antagonistic activities at GPR18 and cannabinoid receptors [6], one polyketide and three diketopiperazines with NF-κB inhibitory potentials [7], and one xanthocillin derivative and three steroids which can be aβ-42 lowering agents [8]. In our effort to discover chemically diverse alkaloids of fungal origin with significant bioactivities, the metabolite profile of the fungus profile of the fungus Dichotomomyces cejpii F31-1 associated with the soft coral Lobophytum crassum.

H NMR data and HMQC spectra and the methylene at δ
H NMR data for and 15–16
O2 S from
Biological Activity
General Experimental Procedures
Fungal Material
Computational Methods
Cytotoxic Assay
Antimicrobial Activity
Conclusions
Full Text
Paper version not known

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.