紫杉醇 C3-C11 桥键异构体的合成、分离、表征及其通过诱导 A549 细胞热休克产生的抗肿瘤作用。

IF 1.9 3区化学 Q3 CHEMISTRY, APPLIED

Natural Product Research Pub Date : 2024-09-16 DOI:10.1080/14786419.2023.2218011

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引用次数: 0

摘要

在新型紫杉醇制剂的化学生产控制过程中，出现了一种名为 C3-C11 桥键异构体的光降解杂质。我们的工作介绍了利用四种光谱进行合成、分离、纯化和结构表征的方法：傅立叶变换红外光谱（FT-IR）、紫外光谱（UV）、核磁共振（1H 和 13 C）和液相色谱-质谱（LC-MS）。此外，我们还发现 C3-C11 桥键异构体能促进 A549 细胞的热凋亡，并增加热凋亡相关蛋白，包括裂解aspase 3、裂解 PARP、GSDME-N 和乳酸脱氢酶，从而使其具有抗肿瘤作用。该研究提供的数据表明，C3-C11桥键异构体将来可能被用作抗肿瘤药物。

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Synthesis, isolation, characterization of C3-C11 bridge-bond isomer of paclitaxel and its antitumor effect via inducing A549 cells pyroptosis

During the chemical manufacturing control processing of new paclitaxel formulations, a photodegradation impurity called C3-C11 bridge-bond isomer appeared. Our work describes the synthesis, isolation, purification, and structural characterization methods using four spectroscopies: FT-IR, UV, NMR (1H and 13 C), and LC-MS. In addition, we discovered that the C3-C11 bridge-bond isomer can promote A549 cells pyroptosis, and increase pyroptosis-related proteins, including cleaved-caspase 3, cleaved-PARP, GSDME-N, and lactate dehydrogenase, thus making it anti-tumor effects. The study offered data suggesting that the C3-C11 bridge bond isomer may be used as an anti-tumour drug in the future.

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来源期刊

Natural Product Research 化学-医药化学

CiteScore

5.10

自引率

9.10%

发文量

605

审稿时长

2.1 months

期刊介绍： The aim of Natural Product Research is to publish important contributions in the field of natural product chemistry. The journal covers all aspects of research in the chemistry and biochemistry of naturally occurring compounds. The communications include coverage of work on natural substances of land and sea and of plants, microbes and animals. Discussions of structure elucidation, synthesis and experimental biosynthesis of natural products as well as developments of methods in these areas are welcomed in the journal. Finally, research papers in fields on the chemistry-biology boundary, eg. fermentation chemistry, plant tissue culture investigations etc., are accepted into the journal. Natural Product Research issues will be subtitled either ""Part A - Synthesis and Structure"" or ""Part B - Bioactive Natural Products"". for details on this , see the forthcoming articles section. All manuscript submissions are subject to initial appraisal by the Editor, and, if found suitable for further consideration, to peer review by independent, anonymous expert referees. All peer review is single blind and submission is online via ScholarOne Manuscripts.