Compounds > (3S-6S-9S-12R)-3-[(2S)-Butan-2-yl]-6-[(1-methoxyindol-3-yl)methyl]-9-(6-oxooctyl)-1-4-7-10-tetrazabicyclo[10.4.0]hexadecane-2-5-8-11-tetrone

(3S-6S-9S-12R)-3-[(2S)-Butan-2-yl]-6-[(1-methoxyindol-3-yl)methyl]-9-(6-oxooctyl)-1-4-7-10-tetrazabicyclo[10.4.0]hexadecane-2-5-8-11-tetrone and Pancreatic-Neoplasms

(3S-6S-9S-12R)-3-[(2S)-Butan-2-yl]-6-[(1-methoxyindol-3-yl)methyl]-9-(6-oxooctyl)-1-4-7-10-tetrazabicyclo[10.4.0]hexadecane-2-5-8-11-tetrone has been researched along with Pancreatic-Neoplasms* in 1 studies

Other Studies

1 other study(ies) available for (3S-6S-9S-12R)-3-[(2S)-Butan-2-yl]-6-[(1-methoxyindol-3-yl)methyl]-9-(6-oxooctyl)-1-4-7-10-tetrazabicyclo[10.4.0]hexadecane-2-5-8-11-tetrone and Pancreatic-Neoplasms

Article	Year
A potent HDAC inhibitor, 1-alaninechlamydocin, from a Tolypocladium sp. induces G2/M cell cycle arrest and apoptosis in MIA PaCa-2 cells. Journal of natural products, 2014, Jul-25, Volume: 77, Issue:7 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 ((1)H-(1)H ROESY, ECD, and X-ray diffraction) and chemical (Marfey's analysis) methods. 1-Alaninechlamydocin showed potent antiproliferative/cytotoxic activities in a human pancreatic cancer cell line (MIA PaCa-2) at low-nanomolar concentrations (GI50 5.3 nM, TGI 8.8 nM, LC50 22 nM). Further analysis revealed that 1-alaninechlamydocin induced G2/M cell cycle arrest and apoptosis. Similar to other cyclic epoxytetrapeptides, the inhibitory effects of 1-alaninechlamydocin are proposed to be produced primarily via inhibition of histone deacetylase (HDAC) activity. Topics: Apoptosis; Cell Cycle; G2 Phase; Histone Deacetylase Inhibitors; Humans; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Pancreatic Neoplasms; Peptides, Cyclic	2014

Article

Year

A potent HDAC inhibitor, 1-alaninechlamydocin, from a Tolypocladium sp. induces G2/M cell cycle arrest and apoptosis in MIA PaCa-2 cells.

Journal of natural products, 2014, Jul-25, Volume: 77, Issue:7

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 ((1)H-(1)H ROESY, ECD, and X-ray diffraction) and chemical (Marfey's analysis) methods. 1-Alaninechlamydocin showed potent antiproliferative/cytotoxic activities in a human pancreatic cancer cell line (MIA PaCa-2) at low-nanomolar concentrations (GI50 5.3 nM, TGI 8.8 nM, LC50 22 nM). Further analysis revealed that 1-alaninechlamydocin induced G2/M cell cycle arrest and apoptosis. Similar to other cyclic epoxytetrapeptides, the inhibitory effects of 1-alaninechlamydocin are proposed to be produced primarily via inhibition of histone deacetylase (HDAC) activity.

Topics: Apoptosis; Cell Cycle; G2 Phase; Histone Deacetylase Inhibitors; Humans; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Pancreatic Neoplasms; Peptides, Cyclic

2014