Pentacecilides, new inhibitors of lipid droplet formation in mouse macrophages, produced by Penicillium cecidicola FKI-3765-1: I. Taxonomy, fermentation, isolation and biological properties

@article{Yamazaki2009PentacecilidesNI,
  title={Pentacecilides, new inhibitors of lipid droplet formation in mouse macrophages, produced by Penicillium cecidicola FKI-3765-1: I. Taxonomy, fermentation, isolation and biological properties},
  author={Hiroyuki Yamazaki and Kakeru Kobayashi and Daisuke Matsuda and Ken'ichi Nonaka and Rokuro Masuma and Satoshi Ōmura and Hiroshi Tomoda},
  journal={The Journal of Antibiotics},
  year={2009},
  volume={62},
  pages={195-200}
}
New compounds designated pentacecilides A to C were isolated from the fermentation broth of Penicillium cecidicola FKI-3765-1 by solvent extraction, silica gel column chromatography and preparative HPLC. Pentacecilides A and B dose-dependently inhibited lipid droplet formation in mouse macrophages. Furthermore, pentacecilides A and B were found to inhibit the synthesis of cholesteryl ester in mouse macrophages with respective IC50 values of 3.65 and 4.76 μM without any cytotoxic effect, but… 

Pentacecilides, new inhibitors of lipid droplet formation in mouse macrophages produced by Penicillium cecidicola FKI-3765-1: II. Structure elucidation

The structures of pentacecilides, new inhibitors of lipid droplet formation in mouse macrophages produced by Penicillium cecidicola FKI-3765-1, were elucidated by spectroscopic studies, including

Absolute stereochemistry of pentacecilides, new inhibitors of lipid droplet formation in mouse macrophages, produced by Penicillium cecidicola FKI-3765-1

The structure of a new pentacellide congener, pentacecilide D, produced by Penicillium cecidicola FKI-3765-1 was elucidated by various NMR experiments and the inhibitory activity of all pentACEcilides against lipid droplet formation and acyl-CoA:cholesterol acyltransferase isozymes was compared.

High-Throughput Screening of Australian Marine Organism Extracts for Bioactive Molecules Affecting the Cellular Storage of Neutral Lipids

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A Mixture of Atropisomers Enhances Neutral Lipid Degradation in Mammalian Cells with Autophagy Induction

Results reveal that DPAmix enhances neutral lipid degradation together with induction of autophagy and causes dose-dependent induction of microtubule-associated protein light chain 3-II (LC3-II) and degradation of p62.

Characterization of a bioactive meroterpenoid isolated from the marine-derived fungus Talaromyces sp.

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Exploration of marine natural resources in Indonesia and development of efficient strategies for the production of microbial halogenated metabolites

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This review presents an overview of the recent work accomplishments based on the MONOTORI study, and the unique biological properties of marine organohalides are discussed herein and attempts to efficiently produce fungal halogenated metabolites are documented.

Chrodrimanins I and J from the Antarctic Moss-Derived Fungus Penicillium funiculosum GWT2-24.

Two new meroterpenoids, named chrodrimanins I and J (1 and 2), were isolated from the culture of the Antarctic moss-derived fungus Penicillium funiculosum GWT2-24 and possess a unique cyclohexanone (E ring) instead of a δ-lactone ring.

References

SHOWING 1-10 OF 27 REFERENCES

Pentacecilides, new inhibitors of lipid droplet formation in mouse macrophages produced by Penicillium cecidicola FKI-3765-1: II. Structure elucidation

The structures of pentacecilides, new inhibitors of lipid droplet formation in mouse macrophages produced by Penicillium cecidicola FKI-3765-1, were elucidated by spectroscopic studies, including

Spylidone, a Novel Inhibitor of Lipid Droplet Accumulation in Mouse Macrophages Produced by Phoma sp. FKI-1840

Among the three compounds, only spylidone was found to inhibit lipid droplet accumulation in macrophages at 10∼50 µM without any cytotoxic effect.

Phenochalasins, inhibitors of lipid droplet formation in mouse macrophages, produced by Phomopsis sp. FT-0211.

Structurally related new compounds designated phenochalasins A and B were isolated from the fermentation broth of the producing strain by solvent extraction, ODS column chromatography and preparative HPLC and showed inhibition of lipid droplet formation with a severe cytotoxic effect on macrophages.

K97-0239A and B, new inhibitors of macrophage foam cell formation, produced by Streptomyces sp. K97-0239

Two compounds, K97-0239A and B, were isolated from the culture broth of the producing strain, and their structures were elucidated by spectroscopic analyses including various NMR experiments, which caused a dose-dependent reduction in the number and size of cytosolic lipid droplets in macrophages.

Beauveriolides, specific inhibitors of lipid droplet formation in mouse macrophages, produced by Beauveria sp. FO-6979.

Beauveria sp. FO-6979, a soil isolate, was found to produce inhibitors of lipid droplet formation in mouse peritoneal macrophages. A new compound beauveriolide III was isolated along with a known

Molecular target of decursins in the inhibition of lipid droplet accumulation in macrophages.

It was concluded that the compounds inhibit macrophage ACAT activity to decrease CE synthesis, leading to a reduction of lipid droplets in macrophages.

Antiatherogenic activity of fungal beauveriolides, inhibitors of lipid droplet accumulation in macrophages.

It is shown that the beauveriolides inhibit macrophage ACAT activity specifically, resulting in blockage of the CE synthesis, leading to a reduction of lipid droplets in macrophages, and show promise as potential lead compounds for antiatherosclerotic agents.

Molecular target of piperine in the inhibition of lipid droplet accumulation in macrophages.

It was suggested that piperine inhibited macrophage ACAT to decrease CE synthesis, leading to a reduction of lipid droplet accumulation in mouse macrophages.

Complete inhibition of mouse macrophage-derived foam cell formation by triacsin C.

Investigation of the relationship between CE and TG syntheses and cytosolic lipid droplet formation in macrophages cultured in the presence of inhibitors with different modes of action suggests that TG synthesis, as well as CE synthesis, is responsible for macrophage-derived foam cell formation, and is therefore a potential target for new antiatherosclerotic agents.

Fungal isobisvertinol, a new inhibitor of lipid droplet accumulation in mouse macrophages.

Isobisvertinol with the two alkenyl side chains extending in the same direction inhibited lipid droplet accumulation in macrophages, whereas bisvertinols with those extended in the reverse direction had almost no effect on the accumulation.