Nitidumpeptins A and B, Cyclohexapeptides Isolated from Zanthoxylum nitidum var. tomentosum: Structural Elucidation, Total Synthesis, and Antiproliferative Activity in Cancer Cells

التفاصيل البيبلوغرافية
العنوان: Nitidumpeptins A and B, Cyclohexapeptides Isolated from Zanthoxylum nitidum var. tomentosum: Structural Elucidation, Total Synthesis, and Antiproliferative Activity in Cancer Cells
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