141779-75-1Relevant academic research and scientific papers
Minutissamides A-D, antiproliferative cyclic decapeptides from the cultured cyanobacterium Anabaena minutissima
Kang, Hahk-Soo,Krunic, Aleksej,Shen, Qi,Swanson, Steven M.,Orjala, Jimmy
, p. 1597 - 1605 (2011)
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.
Ectyoplasin, a novel cytotoxic cyclic peptide from Ectyoplasia ferox sponge
Ortiz-Celiseo, Araceli,Valerio-Alfaro, Gerardo,Sosa-Rueda, Javier,López-Fentanes, Fernando C.,Domínguez-Melendez, Vanihamin,Cen-Pacheco, Francisco
supporting information, (2021/03/26)
A new cyclic heptapeptide, ectyoplasin (1), was isolated from a methanol extract of the sponge Ectyoplasia ferox. The planar structure of 1, cyclo(-Leu1-Asn2-Ala3-Val4-Thr5-Pro6-Gly7-), was determined by one and two-dimensional NMR spectroscopy and high-resolution tandem mass spectrometry. Its absolute stereochemistry was solved by Marfey’s method. The in vitro assays show that ectyoplasin (1) possess significant cytotoxic activity (2.9 ? 23.5 μM) against the cell lines, DU-145 (human prostate cancer), Jurkat (human T-cell acute leukaemia), MM144 (human multiple myeloma), HeLa (human cervical carcinoma) and CADO-ES1 (human Ewing’s sarcoma). The DU-145 cell line showed apoptotic cell death in response to ectyoplasin (1) treatment.
