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• W2089904037 abstract "Cherimolacyclopeptide E (1) is a cyclic hexapeptide obtained from Annona cherimola, reported to be cytotoxic against the KB (human nasopharyngeal carcinoma) cell line. The solid-phase total syntheses of this cyclic peptide and its analogues were accomplished by employing FMOC/tert-butyl-protected amino acids and the Kenner sulfonamide safety-catch linker. The synthetic peptide 1 was found to be weakly cytotoxic against four cell lines (MOLT-4, Jurkat T lymphoma, MDA-MB-231, and KB). Analogues 3 and 7, where glycine at positions 2 and 6 of the parent compound was replaced by Ala, exhibited enhanced cytotoxicity against KB (3, IC50 6.3 μM; 7, IC50 7.8 μM) and MDA-MB-231 breast cancer cells (3, IC50 10.2 μM; 7, IC50 7.7 μM), thereby suggesting possible selective targeting of these cancer cells by these peptides. The spectral data of synthetic peptide 1 was found to be similar to that reported for the natural product. However, a striking difference in biological activity was noted, which warrants the re-evaluation of the original natural product for purity and the existence of conformational differences." @default.
• W2089904037 created "2016-06-24" @default.
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• W2089904037 date "2012-11-26" @default.
• W2089904037 modified "2023-09-27" @default.
• W2089904037 title "Solid-phase total synthesis of cherimolacyclopeptide E and discovery of more potent analogues by alanine screening." @default.
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• W2089904037 doi "https://doi.org/10.1021/np300266e" @default.
• W2089904037 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/23148652" @default.
• W2089904037 hasPublicationYear "2012" @default.
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