A Potent HDAC Inhibitor, 1-Alaninechlamydocin, from a Tolypocladium sp. Induces G2/M Cell Cycle Arrest and Apoptosis in MIA PaCa-2 Cells

@article{Du2014APH,
  title={A Potent HDAC Inhibitor, 1-Alaninechlamydocin, from a Tolypocladium sp. Induces G2/M Cell Cycle Arrest and Apoptosis in MIA PaCa-2 Cells},
  author={Lin Du and April L. Risinger and Jarrod B. King and Douglas R. Powell and Robert H. Cichewicz},
  journal={Journal of Natural Products},
  year={2014},
  volume={77},
  pages={1753 - 1757}
}
The cyclic tetrapeptide 1-alaninechlamydocin was purified from a Great Lakes-derived fungal isolate identified as a Tolypocladium sp. Although the planar structure was previously described, a detailed analysis of its spectroscopic data and biological activity are reported here for the first time. Its absolute configuration was determined using a combination of spectroscopic (1H–1H ROESY, ECD, and X-ray diffraction) and chemical (Marfey’s analysis) methods. 1-Alaninechlamydocin showed potent… Expand
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References

SHOWING 1-10 OF 28 REFERENCES
Trapoxin, an antitumor cyclic tetrapeptide, is an irreversible inhibitor of mammalian histone deacetylase.
TLDR
The results strongly suggest that the in vivo effects commonly induced by these agents can be attributed to histone hyperacetylation resulting from the inhibition of histone deacetylase. Expand
Inhibition of Histone Deacetylases by Chlamydocin Induces Apoptosis and Proteasome-Mediated Degradation of Survivin
TLDR
The results show that induction of apoptosis by chlamydocin involves caspase-dependent cleavage of p21cip1/waf1, which is strikingly associated with proteasome-mediated degradation of survivin. Expand
Analogues of the cytostatic and antimitogenic agents chlamydocin and HC-toxin: synthesis and biological activity of chloromethyl ketone and diazomethyl ketone functionalized cyclic tetrapeptides.
TLDR
The chloromethyl ketones herein reported constitute the most potent synthetic antimitogenic cyclic tetrapeptide analogues yet designed. Expand
Small-molecule suppressors of Candida albicans biofilm formation synergistically enhance the antifungal activity of amphotericin B against clinical Candida isolates.
TLDR
Data suggest that the Candida biofilm disruption and amphotericin B potentiating effects of 3 and 4 could be mediated through multiple biological targets, and the shearinines are good tools for testing the potential advantages of using adjunctive therapies in combination with antifungals. Expand
Cleavage of poly(ADP-ribose) polymerase: a sensitive parameter to study cell death.
  • P. Duriez, G. Shah
  • Biology, Medicine
  • Biochemistry and cell biology = Biochimie et biologie cellulaire
  • 1997
TLDR
How detection and characterization of PARP cleavage could serve as a sensitive parameter for identification of different types of cell death and as a marker for activation of different death proteases is summarized. Expand
Mass spectrometric determination of amino acid sequence in Cyl-2, a novel cyclotetrapeptide from Cylindrocladium scoparium.
TLDR
The amino acid sequence in Cyl-2, a biologically active cyclotetrapeptide from Cylindrocladium scoparium, was investigated and the structure of cyl-2 was determined as cyclo-D-O-methyltyrosyl-L-isoleucyl- L-pipecolyl-2-amino-8-oxo-9, 10-epoxydecanoyl. Expand
Spiro fused diterpene-indole alkaloids from a creek-bottom-derived Aspergillus terreus.
TLDR
Four metabolites, teraspiridoles A-D (2-5), formed from the merger of a diterpene and modified indole scaffold were obtained from an Aspergillus terreus isolate and exhibited weak inhibition of planaria regeneration/survival. Expand
Discovery and mechanism of natural products as modulators of histone acetylation.
TLDR
This work reviews the discovery of small molecules that modulate histone acetylation by targeting key enzymes mediating this posttranslational modification and discusses their modes of inhibition together with their downstream biological effects. Expand
Novel Protective Effects of Histone Deacetylase Inhibition on Stroke and White Matter Ischemic Injury
TLDR
Experimental evidence suggests that inhibitors of zinc-dependent histone deacetylases can protect neurons, axons, and associated glia from the devastating effects of oxygen and glucose deprivation. Expand
Treatment of Niemann–Pick Type C Disease by Histone Deacetylase Inhibitors
TLDR
It was found that histone deacetylase (HDAC) inhibitors that are effective against HDACs 1, 2, and 3 can reduce the cholesterol accumulation in fibroblasts derived from NPC patients with mutations in NPC1, opening up the possibility that HDAC inhibitors could be repurposed for treatment of this rare disease. Expand
...
1
2
3
...