Title: Synthesis of Cyclo--tripeptides and Their Biological in vitro Evaluation as Antiproliferatives against the Growth of Human Cancer Cell Lines
Abstract: Helvetica Chimica ActaVolume 84, Issue 10 p. 2924-2937 Research Article Synthesis of Cyclo-β-tripeptides and Their Biological in vitro Evaluation as Antiproliferatives against the Growth of Human Cancer Cell Lines Karl Gademann, Karl Gademann Laboratorium für Organische Chemie der Eidgenössischen Technischen Hochschule Zürich, Hönggerberg, CH-8093 ZürichSearch for more papers by this authorDieter Seebach, Dieter Seebach Laboratorium für Organische Chemie der Eidgenössischen Technischen Hochschule Zürich, Hönggerberg, CH-8093 ZürichSearch for more papers by this author Karl Gademann, Karl Gademann Laboratorium für Organische Chemie der Eidgenössischen Technischen Hochschule Zürich, Hönggerberg, CH-8093 ZürichSearch for more papers by this authorDieter Seebach, Dieter Seebach Laboratorium für Organische Chemie der Eidgenössischen Technischen Hochschule Zürich, Hönggerberg, CH-8093 ZürichSearch for more papers by this author First published: 16 November 2001 https://doi.org/10.1002/1522-2675(20011017)84:10<2924::AID-HLCA2924>3.0.CO;2-ECitations: 67 Part of the dissertation No. 13556 of K. G., ETH-Zürich. AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Abstract A number of cyclo-β-tripeptides and their linear precursors were subjected to primary biological evaluation for cancer-cell growth inhibition (one-dose, three-cell essay), and the five most active ones were then tested in the anti-tumor screen of the National Cancer Institute (Bethesda, USA) with 60 human cancer cell lines. Growth inhibition values GI50 in the one-digit micromolar, and in one case in the nanomolar range were obtained. The effects show selectivities for certain types of cancer cells and for certain cell lines within these types; the screen includes leukemia, non-small-cell lung, colon, and central-nervous-system (CNS) cancer, melanoma, ovarian, renal, prostate, and breast cancer cell lines. The synthesis and full characterization of two new cyclo-β-peptides, (β3-HSer(OBn))3 (11) and (β3-HMet)3 (12) are described. Other cyclo- β-peptides included in this investigation are (β-Asp(Bn))3 (13), (β-HGlu(Bn))3 (14), and (β-HAla)3 (16), compounds which had been previously prepared by us. Strongest activities were measured with the cyclo-β-peptides bearing benzyl-ester or benzyl-ether groups in the side chains. The cytotoxic activity of the compounds included in this investigation is much lower (LC50>100 μM) than their antiproliferative activity (GI50). Citing Literature Volume84, Issue10October 17, 2001Pages 2924-2937 RelatedInformation
Publication Year: 2001
Publication Date: 2001-10-17
Language: en
Type: article
Indexed In: ['crossref']
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Cited By Count: 1
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