Nitidumpeptins A and B, Cyclohexapeptides Isolated from Zanthoxylum nitidum var. tomentosum: Structural Elucidation, Total Synthesis, and Antiproliferative Activity in Cancer Cells
العنوان: | Nitidumpeptins A and B, Cyclohexapeptides Isolated from Zanthoxylum nitidum var. tomentosum: Structural Elucidation, Total Synthesis, and Antiproliferative Activity in Cancer Cells |
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المؤلفون: | Feng Qin, Cai Yi Wang, Sang Kook Lee, Yan-Kui Zhu, Heng-Shan Wang, Gui-Yang Yao, Donghwa Kim, Dong Liang |
المصدر: | The Journal of Organic Chemistry. 86:1462-1470 |
بيانات النشر: | American Chemical Society (ACS), 2021. |
سنة النشر: | 2021 |
مصطلحات موضوعية: | chemistry.chemical_classification, biology, Stereochemistry, Organic Chemistry, Total synthesis, Peptide, biology.organism_classification, Zanthoxylum nitidum, chemistry.chemical_compound, Zanthoxylum, chemistry, Cancer cell, Peptide synthesis, Moiety, Non small cell |
الوصف: | Nitidumpeptins A and B (1 and 2), two novel cyclic hexapeptides, were isolated from the herb Zanthoxylum nitidum var. tomentosum. Their planar structures were elucidated based on NMR and MS spectrometric analysis, and the absolute configurations were determined by the Marfey's method. Structurally, 1 is a unique peptide with a backbone bearing a pyrrolidine-2,5-dione unit, which is the first occurrence moiety specifically in a naturally occurring cyclohexapeptide. The total synthesis of 1 and 2 was achieved by solution-phase in parallel with solid-phase peptide synthesis, and their absolute configurations were further confirmed. The combination of 2 with gefitinib exhibited synergistic antiproliferative activity in acquired gefitinib-resistant non-small cell lung cancer cells (HCC827-gef). The underlying mechanism for the antiproliferative activity of 2 was in part associated with the suppression of YAP expression in HCC827-gef cells. |
تدمد: | 1520-6904 0022-3263 |
URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::e09b8ea026db1b48b728d171b25eab54 https://doi.org/10.1021/acs.joc.0c02057 |
حقوق: | CLOSED |
رقم الأكسشن: | edsair.doi...........e09b8ea026db1b48b728d171b25eab54 |
قاعدة البيانات: | OpenAIRE |
تدمد: | 15206904 00223263 |
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