ArticleJournal of natural products2014
A potent HDAC inhibitor, 1-alaninechlamydocin, from a Tolypocladium sp. induces G2/M cell cycle arrest and apoptosis in MIA PaCa-2 cells.
Article in Journal of natural products, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 28 papers.
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Who cites it
28 citing papers in PubMed.
- Article
- Biocatalytic Tetrapeptide Macrocyclization by Cryptic Penicillin-Binding Protein-Type Thioesterases.Biochemistry · 2026Article
- Biocatalytic Tetrapeptide Macrocyclization by Cryptic Penicillin-binding Protein-type Thioesterases.bioRxiv : the preprint server for biology · 2025Article
- Recent Advances in Therapeutic Peptides: Innovations and Applications in Treating Infections and Diseases.ACS omega · 2025Review
- Biocatalytic cyclization of small macrolactams by a penicillin-binding protein-type thioesterase.Nature chemical biology · 2024Article
- HDAC-an important target for improving tumor radiotherapy resistance.Frontiers in oncology · 2023Review
- Oxygen- and Sulphur-Containing Heterocyclic Compounds as Potential Anticancer Agents.Applied biochemistry and biotechnology · 2022Review
- Plant-specific HDT family histone deacetylases are nucleoplasmins.The Plant cell · 2022Article
- Cyclic Tetrapeptide HDAC Inhibitors with ImprovedACS infectious diseases · 2021Article
- Macrocyclic Tetramers-Structural Investigation of Peptide-Peptoid Hybrids.Molecules (Basel, Switzerland) · 2021Article
- Sterol Sponge Mechanism Is Conserved for Glycosylated Polyene Macrolides.ACS central science · 2021Article
- Natural Cyclopeptides as Anticancer Agents in the Last 20 Years.International journal of molecular sciences · 2021Review
- Dual inhibition of HDAC and tyrosine kinase signaling pathways with CUDC-907 attenuates TGFβ1 induced lung and tumor fibrosis.Cell death & disease · 2020Article
- Natural Products Impacting DNA Methyltransferases and Histone Deacetylases.Frontiers in pharmacology · 2020Review
- CUDC‑907 reverses pathological phenotype of keloid fibroblasts in vitro and in vivo via dual inhibition of PI3K/Akt/mTOR signaling and HDAC2.International journal of molecular medicine · 2019Article
- Design and Application of a High-Throughput, High-Content Screening System for Natural Product Inhibitors of the Human ParasiteACS infectious diseases · 2019Article
- Peptides as epigenetic modulators: therapeutic implications.Clinical epigenetics · 2019Review
- Structural Diversity and Biological Activities of Fungal Cyclic Peptides, Excluding Cyclodipeptides.Molecules (Basel, Switzerland) · 2017Review
- Unique amalgamation of primary and secondary structural elements transform peptaibols into potent bioactive cell-penetrating peptides.Proceedings of the National Academy of Sciences of the United States of America · 2017Article
- Naturally occurring benzoic acid derivatives retard cancer cell growth by inhibiting histone deacetylases (HDAC).Cancer biology & therapy · 2017Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
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.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.