| Minutissamides A-D, antiproliferative cyclic decapeptides from the cultured cyanobacterium Anabaena minutissima. | |
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MedLine Citation:
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PMID: 21699148 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Four cyclic decapeptides, minutissamides A-D (1-4), were isolated from the cultured cyanobacterium Anabaena minutissima (UTEX 1613). The planar structures were determined using various spectroscopic techniques including HRESIMS and 1D and 2D NMR experiments. The absolute configurations of the α-amino acid residues were assigned using Marfey's method after acid hydrolysis. The absolute configuration of a β-amino acid residue was assigned by a combination of the advanced Marfey's method, J-based configurational analysis, and ROE spectroscopic analysis. The structures of minutissamides A-D (1-4) were characterized by the presence of three nonstandard α-amino acid residues (two α,β-dehydro-α-aminobutyric acids and one N-methylated Asn) and one β-amino acid residue (2-hydroxy-3-amino-4-methyldodecanoic acid or 2-hydroxy-3-amino-4-methylhexadecanoic acid). Minutissamides A-D (1-4) exhibited antiproliferative activity against the HT-29 human colon cancer cell line with IC₅₀ values of 2.0, 20.0, 11.8, and 22.7 μM, respectively. |
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Authors:
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Hahk-Soo Kang; Aleksej Krunic; Qi Shen; Steven M Swanson; Jimmy Orjala |
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Publication Detail:
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Type: Journal Article; Research Support, N.I.H., Extramural Date: 2011-06-23 |
Journal Detail:
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Title: Journal of natural products Volume: 74 ISSN: 1520-6025 ISO Abbreviation: J. Nat. Prod. Publication Date: 2011 Jul |
Date Detail:
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Created Date: 2011-07-22 Completed Date: 2011-10-07 Revised Date: 2013-05-24 |
Medline Journal Info:
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Nlm Unique ID: 7906882 Medline TA: J Nat Prod Country: United States |
Other Details:
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Languages: eng Pagination: 1597-605 Citation Subset: IM |
Affiliation:
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Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago , 833 S. Wood Street, Chicago, Illinois 60612, USA. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Anabaena
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chemistry* Antineoplastic Agents / chemistry, isolation & purification*, pharmacology* Drug Screening Assays, Antitumor HT29 Cells Humans Inhibitory Concentration 50 Molecular Structure Nuclear Magnetic Resonance, Biomolecular Peptides, Cyclic / chemistry, isolation & purification*, pharmacology* |
| Grant Support | |
ID/Acronym/Agency:
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P01 CA125066/CA/NCI NIH HHS; P01 CA125066-04/CA/NCI NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/Antineoplastic Agents; 0/Peptides, Cyclic |
| Comments/Corrections | |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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