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- Publisher Website: 10.1021/tx4000304
- Scopus: eid_2-s2.0-84880312682
- PMID: 23745985
- WOS: WOS:000322086800010
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Article: Caspase-3-Dependent Apoptosis of Citreamicin ε-Induced HeLa Cells Is Associated with Reactive Oxygen Species Generation
Title | Caspase-3-Dependent Apoptosis of Citreamicin ε-Induced HeLa Cells Is Associated with Reactive Oxygen Species Generation |
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Authors | |
Issue Date | 2013 |
Citation | Chemical Research in Toxicology, 2013, v. 26, n. 7, p. 1055-1063 How to Cite? |
Abstract | Citreamicins, members of the polycyclic xanthone family, are promising antitumor agents that are produced by Streptomyces species. Two diastereomers, citreamicin ε A (1) and B (2), were isolated from a marine-derived Streptomyces species. The relative configurations of these two diastereomers were determined using NMR spectroscopy and successful crystallization of citreamicin ε A (1). Both diastereomers showed potent cytotoxic activity against HeLa (cervical cancer) and HepG2 (hepatic carcinoma) cells with IC 50 values ranging from 30 to 100 nM. The terminal deoxynucleotidyl transferase dUTP nick-end labeling assay confirmed that citreamicin ε A (1) induced cellular apoptosis, and Western blot analysis showed that apoptosis occurred via activation of caspase-3. The 2,7-dichlorofluorescein diacetate assay indicated that citreamicin ε substantially increased the intracellular concentration of reactive oxygen species (ROS). To confirm the hypothesis that citreamicin ε induced apoptosis through an increase in the intracellular ROS concentration, the oxidized products, oxicitreamicin ε A (3) and B (4), were obtained from a one-step reaction catalyzed by Ag 2O. These products, with a reduced capacity to increase the intracellular ROS concentration, exhibited a significantly weakened cytotoxicity in both HeLa and HepG2 cells compared with that of citreamicin ε A (1) and B (2). © 2013 American Chemical Society. |
Persistent Identifier | http://hdl.handle.net/10722/273654 |
ISSN | 2023 Impact Factor: 3.7 2023 SCImago Journal Rankings: 0.981 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Liu, Ling Li | - |
dc.contributor.author | He, Li Sheng | - |
dc.contributor.author | Xu, Ying | - |
dc.contributor.author | Han, Zhuang | - |
dc.contributor.author | Li, Yong Xin | - |
dc.contributor.author | Zhong, Jia Liang | - |
dc.contributor.author | Guo, Xian Rong | - |
dc.contributor.author | Zhang, Xi Xiang | - |
dc.contributor.author | Ko, Kam Ming | - |
dc.contributor.author | Qian, Pei Yuan | - |
dc.date.accessioned | 2019-08-12T09:56:16Z | - |
dc.date.available | 2019-08-12T09:56:16Z | - |
dc.date.issued | 2013 | - |
dc.identifier.citation | Chemical Research in Toxicology, 2013, v. 26, n. 7, p. 1055-1063 | - |
dc.identifier.issn | 0893-228X | - |
dc.identifier.uri | http://hdl.handle.net/10722/273654 | - |
dc.description.abstract | Citreamicins, members of the polycyclic xanthone family, are promising antitumor agents that are produced by Streptomyces species. Two diastereomers, citreamicin ε A (1) and B (2), were isolated from a marine-derived Streptomyces species. The relative configurations of these two diastereomers were determined using NMR spectroscopy and successful crystallization of citreamicin ε A (1). Both diastereomers showed potent cytotoxic activity against HeLa (cervical cancer) and HepG2 (hepatic carcinoma) cells with IC 50 values ranging from 30 to 100 nM. The terminal deoxynucleotidyl transferase dUTP nick-end labeling assay confirmed that citreamicin ε A (1) induced cellular apoptosis, and Western blot analysis showed that apoptosis occurred via activation of caspase-3. The 2,7-dichlorofluorescein diacetate assay indicated that citreamicin ε substantially increased the intracellular concentration of reactive oxygen species (ROS). To confirm the hypothesis that citreamicin ε induced apoptosis through an increase in the intracellular ROS concentration, the oxidized products, oxicitreamicin ε A (3) and B (4), were obtained from a one-step reaction catalyzed by Ag 2O. These products, with a reduced capacity to increase the intracellular ROS concentration, exhibited a significantly weakened cytotoxicity in both HeLa and HepG2 cells compared with that of citreamicin ε A (1) and B (2). © 2013 American Chemical Society. | - |
dc.language | eng | - |
dc.relation.ispartof | Chemical Research in Toxicology | - |
dc.title | Caspase-3-Dependent Apoptosis of Citreamicin ε-Induced HeLa Cells Is Associated with Reactive Oxygen Species Generation | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1021/tx4000304 | - |
dc.identifier.pmid | 23745985 | - |
dc.identifier.scopus | eid_2-s2.0-84880312682 | - |
dc.identifier.volume | 26 | - |
dc.identifier.issue | 7 | - |
dc.identifier.spage | 1055 | - |
dc.identifier.epage | 1063 | - |
dc.identifier.eissn | 1520-5010 | - |
dc.identifier.isi | WOS:000322086800010 | - |
dc.identifier.issnl | 0893-228X | - |