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萘二甲酰亚胺衍生的氮芥的合成与细胞毒性评估

Synthesis and cytotoxicity evaluation of naphthalimide derived N-mustards.

作者信息

Lou Qinghua, Ji Liyan, Zhong Wenhe, Li Shasha, Yu Siwang, Li Zhongjun, Meng Xiangbao

机构信息

State Key Laboratory of Natural and Biomimetic Drugs, Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.

出版信息

Molecules. 2014 Jun 25;19(7):8803-19. doi: 10.3390/molecules19078803.

DOI:10.3390/molecules19078803
PMID:24968335
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6271267/
Abstract

A series of N-mustards, which was conjugated to mono- or bis-naphthalimides with a flexible amine link, were synthesized and evaluated for cytotoxicity against five cancer cell lines (HCT-116, PC-3, U87 MG, Hep G2 and SK-OV-3). Several compounds displayed better activities than the control compound amonafide. Further evaluations by fluorescence spectroscopy studies and DNA-interstrand cross-linking assays revealed that the derivatives showed both alkylating and intercalating properties. Among the derivatives, the bis-naphthalimide N-mustard derivative 11b was found to exhibit the highest cytotoxic activity and DNA cross-linking ability. Both 11b and 7b induce HCT-116 cell apoptosis by S phase arrest.

摘要

合成了一系列通过柔性胺键与单萘二甲酰亚胺或双萘二甲酰亚胺共轭的N-芥子气，并评估了它们对五种癌细胞系（HCT-116、PC-3、U87 MG、Hep G2和SK-OV-3）的细胞毒性。几种化合物表现出比对照化合物氨茴酸更好的活性。通过荧光光谱研究和DNA链间交联测定的进一步评估表明，这些衍生物具有烷基化和嵌入特性。在这些衍生物中，发现双萘二甲酰亚胺N-芥子气衍生物11b表现出最高的细胞毒性活性和DNA交联能力。11b和7b均通过S期阻滞诱导HCT-116细胞凋亡。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/33bdcba56859/molecules-19-08803-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/a6347a39e68f/molecules-19-08803-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/6ac1cccdb6ef/molecules-19-08803-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/ecab6d98a6bc/molecules-19-08803-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/4dd4293f5488/molecules-19-08803-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/c7383a53b229/molecules-19-08803-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/6d80054339a2/molecules-19-08803-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/5d711a7dd51c/molecules-19-08803-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/33bdcba56859/molecules-19-08803-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/a6347a39e68f/molecules-19-08803-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/6ac1cccdb6ef/molecules-19-08803-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/ecab6d98a6bc/molecules-19-08803-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/4dd4293f5488/molecules-19-08803-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/c7383a53b229/molecules-19-08803-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/6d80054339a2/molecules-19-08803-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/5d711a7dd51c/molecules-19-08803-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f26/6271267/33bdcba56859/molecules-19-08803-g006.jpg

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