Zhen-Yu Kuai, Zheng-Fei Zhu, Xuan Zeng, Yan-Qiu Meng
{"title":"Synthesis and biological evaluation of oleanolic acid derivatives as potential c-kit inhibitors.","authors":"Zhen-Yu Kuai, Zheng-Fei Zhu, Xuan Zeng, Yan-Qiu Meng","doi":"10.1080/10286020.2025.2451336","DOIUrl":null,"url":null,"abstract":"<p><p>The 3-O-(4'-imidazole)-12-en-olean-28-amide derivatives <b>7-1</b> to <b>7-11</b> through modification the C-3 and C-28 of the natural product oleanolic acid were prepared, and their structures were confirmed by MS,<sup>1</sup>H NMR and <sup>13</sup>C NMR. The antitumor activities of these compounds against breast cancer MCF-7 and gastric cancer SGC7901 cells <i>in vitro</i> were determined by MTT assay. Cell tests showed that the antitumor activities of compound <b>7-10</b> exhibited significant antitumor activity which was equivalent to the positive control drug nilotinib, and the affinity was verified by molecular dynamics experiment <i>in vitro</i>. Molecular docking showed that compound <b>7-10</b> have high binding ability with c-kit. Therefore, compound <b>7-10</b> has the potential to become a new c-kit inhibitor, which deserves further research.</p>","PeriodicalId":15180,"journal":{"name":"Journal of Asian Natural Products Research","volume":" ","pages":"1161-1173"},"PeriodicalIF":1.3000,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Asian Natural Products Research","FirstCategoryId":"3","ListUrlMain":"https://doi.org/10.1080/10286020.2025.2451336","RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/31 0:00:00","PubModel":"Epub","JCR":"Q3","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
Abstract
The 3-O-(4'-imidazole)-12-en-olean-28-amide derivatives 7-1 to 7-11 through modification the C-3 and C-28 of the natural product oleanolic acid were prepared, and their structures were confirmed by MS,1H NMR and 13C NMR. The antitumor activities of these compounds against breast cancer MCF-7 and gastric cancer SGC7901 cells in vitro were determined by MTT assay. Cell tests showed that the antitumor activities of compound 7-10 exhibited significant antitumor activity which was equivalent to the positive control drug nilotinib, and the affinity was verified by molecular dynamics experiment in vitro. Molecular docking showed that compound 7-10 have high binding ability with c-kit. Therefore, compound 7-10 has the potential to become a new c-kit inhibitor, which deserves further research.
期刊介绍：
The Journal of Asian Natural Products Research (JANPR) publishes chemical and pharmaceutical studies in the English language in the field of natural product research on Asian ethnic medicine. The journal publishes work from scientists in Asian countries, e.g. China, Japan, Korea and India, including contributions from other countries concerning natural products of Asia. The journal is chemistry-orientated. Major fields covered are: isolation and structural elucidation of natural constituents (including those for non-medical uses), synthesis and transformation (including biosynthesis and biotransformation) of natural products, pharmacognosy, and allied topics. Biological evaluation of crude extracts are acceptable only as supporting data for pure isolates with well-characterized structures.
All published research articles in this journal have undergone rigorous peer review, based on initial editor screening and anonymized refereeing by at least two expert referees.
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