Abstract

A new ergosterol analog, talarosterone (1) and a new bis-anthraquinone derivative (3) were isolated, together with ten known compounds including palmitic acid, ergosta-4,6,8(14),22-tetraen-3-one, ergosterol-5,8-endoperoxide, cyathisterone (2), emodin (4a), questinol (4b), citreorosein (4c), fallacinol (4d), rheoemodin (4e) and secalonic acid A (5), from the ethyl acetate extract of the culture of the marine sponge-associated fungus Talaromyces stipitatus KUFA 0207. The structures of the new compounds were established based on extensive 1D and 2D spectral analysis, and in the case of talarosterone (1), the absolute configurations of its stereogenic carbons were determined by X-ray crystallographic analysis. The structure and stereochemistry of cyathisterone (2) was also confirmed by X-ray analysis. The anthraquinones 4a–e and secalonic acid A (5) were tested for their anti-obesity activity using the zebrafish Nile red assay. Only citreorosein (4c) and questinol (4b) exhibited significant anti-obesity activity, while emodin (4a) and secalonic acid A (5) caused toxicity (death) for all exposed zebrafish larvae after 24 h.

Highlights

  • IntroductionThe genus state of Penicillium, is important because of its of its ubiquity

  • In order to investigate the potential of anthraquinone-producing marine fungi as a source of anti-obesity compounds, anthraquinones 4a–e and secalonic acid A (5) were evaluated for their anti-obesity activity using the zebrafish Nile red assay

  • Anti-obesity activity of the compounds was analyzed with the zebrafish Nile red assay as described in Jones et al [18] with some modifications

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Summary

Introduction

The genus state of Penicillium, is important because of its of its ubiquity. They have been isolated from soil, plants, sponges and foods [1]. The fungi of this genus this genus produce a wide variety ofmetabolites secondary metabolites including alkaloids, peptides, lactones, produce a wide variety of secondary including alkaloids, peptides, lactones, polyketides, polyketides, and miscellaneous structural type of compounds [2]. During our ongoing from the marine sponge Mycale sp., collected from the Gulf of Thailand [3].

Secondary
Results and Discussion
3, Supplementary
Literature search revealed that
C NMR and HRMS rheoemodin and secalonic
Anti‐obesity activity of compounds
General Experimental Procedures
Fungal Material
Extraction and Isolation
X-ray Crystal Structure of Compounds 1 and 20
Anti-Obesity Assay
Conclusions
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