O 2 -(6-Oxocyclohex-1-en-1-yl)methyl diazen-1-ium-1,2-diolates: a new class of nitric oxide donors activatable by GSH/GSTπ with both anti-proliferative and anti-metastatic activities against melanoma

The new nitric oxide (NO) donor O -(6-oxocyclohex-1-en-1-yl)methyl diazen-1-ium-1,2-diolate 3c could simultaneously liberate NO as well as an active 3-glutathionyl-2-exomethylene-cyclohexanone 2 in the presence of GSH/GSTπ; exhibit potent antiproliferative activity; repress migration, invasion, and...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2017-05, Vol.53 (36), p.5059-5062
Hauptverfasser:	Bai, Chengfeng, Xue, Rongfang, Wu, Jianbing, Lv, Tian, Luo, Xiaojun, Huang, Yun, Gong, Yan, Zhang, Honghua, Zhang, Yihua, Huang, Zhangjian
Format:	Artikel
Sprache:	eng
Schlagworte:	Animals Antineoplastic Agents - chemistry Antineoplastic Agents - metabolism Antineoplastic Agents - pharmacology Aza Compounds - chemistry Cell Line Cell Proliferation - drug effects Cyclohexenes - chemistry Cyclohexenes - metabolism Cyclohexenes - pharmacology Dose-Response Relationship, Drug Drug Screening Assays, Antitumor Glutathione Transferase - metabolism Glycoside Hydrolases - metabolism Human Umbilical Vein Endothelial Cells - drug effects Humans Melanoma - drug therapy Melanoma - pathology Mice Microscopy, Fluorescence Molecular Structure NAD(P)H Dehydrogenase (Quinone) - metabolism Neoplasm Metastasis - drug therapy Neoplasm Metastasis - pathology Nitric Oxide - metabolism Structure-Activity Relationship
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	The new nitric oxide (NO) donor O -(6-oxocyclohex-1-en-1-yl)methyl diazen-1-ium-1,2-diolate 3c could simultaneously liberate NO as well as an active 3-glutathionyl-2-exomethylene-cyclohexanone 2 in the presence of GSH/GSTπ; exhibit potent antiproliferative activity; repress migration, invasion, and lateral migration of metastatic B16-BL6 cells; and significantly decrease hetero-adhesion of B16-BL6 cells to human umbilical vein endothelial cells.
ISSN:	1359-7345 1364-548X
DOI:	10.1039/C7CC00213K