Synthesis of 1-benzyl-3-(5-hydroxymethyl-2-furyl)selenolo[3,2-c]pyrazole derivatives as new anticancer agents
Journal
European Journal of Medicinal Chemistry
Journal Volume
45
Journal Issue
4
Pages
1395-1402
Date Issued
2010
Author(s)
Abstract
As part of our continuing search for potential anticancer drug candidates among YC-1 analogs, 1, 3-disubstituted selenolo[3,2-c]pyrazole derivatives were synthesized and evaluated for their cytotoxicity against NCI-H226 non-small cell lung cancer and A-498 renal cancer cell lines. Significant cytotoxicity was observed in 3-(5-hydroxymethyl-2-furyl) derivatives (2, 33, 36 and 37). Among them, compound 2 was found to have the most potent activity. The mode of action of compound 2 seems to differ from those of the 175 anticancer agents listed in NCI's standard database and resembles that of YC-1. Thus, we recommend that compound 2 should be developed further as new drug candidate for treatment of non-small cell lung cancer and renal cancer. ? 2009 Elsevier Masson SAS. All rights reserved.
Subjects
Cytotoxicity; Furopyrazole; Selenolopyrazole; Structure-activity relationships (SAR); Thienopyrazole; YC-1 analogs
SDGs
Other Subjects
1 benzyl 3 (4 hydroxycarbonylphenyl)selenolo[3,2 c]pyrazole; 1 benzyl 3 (4 hydroxymethylphenyl)selenolo[3,2 c]pyrazole; 1 benzyl 3 (4 methoxycarbonylphenyl)selenolo[3,2 c]pyrazole; 1 benzyl 3 (5 hydroxycarbonyl 2 furyl)selenolo[3,2 c]pyrazole; 1 benzyl 3 (5 hydroxymethyl 2 furyl) 5 methylselenolo[3,2 c]pyrazole; 1 benzyl 3 (5 hydroxymethyl 2 furyl)selenolo[3,2 c]pyrazole; 1 benzyl 3 (5 methoxycarbonyl 2 furyl) 5 methylselenolo[3,2 c]pyrazole; 1 benzyl 3 (5 methoxycarbonyl 2 furyl)selenolo[3,2 c]pyrazole; 1 phenyl 3 (4 hydroxymethylphenyl)selenolo[3,2 c]pyrazole; 1 phenyl 3 (4 methoxycarbonylphenyl)selenolo[3,2 c]pyrazole; 1 phenyl 3 (5 hydroxycarbonyl 2 furyl) 5 methylselenolo[3,2 c]pyrazole; 1 phenyl 3 (5 hydroxycarbonyl 2 furyl)selenolo[3,2 c]pyrazole; 1 phenyl 3 (5 hydroxymethyl 2 furyl) 5 methylselenolo[3,2 c]pyrazole; 1 phenyl 3 (5 hydroxymethyl 2 furyl)selenolo[3,2 c]pyrazole; 1 phenyl 3 (5 methoxycarbonyl 2 furyl) 5 methylselenolo[3,2 c]pyrazole; 1 phenyl 3 (5 methoxycarbonyl 2 furyl)selenolo[3,2 c]pyrazole; antineoplastic agent; pyrazole derivative; unclassified drug; article; cancer cell culture; controlled study; cytotoxicity; drug potency; drug screening; drug structure; drug synthesis; human; human cell; IC 50; kidney cancer; lung non small cell cancer; Antineoplastic Agents; Cell Line, Tumor; Drug Screening Assays, Antitumor; Humans; Magnetic Resonance Spectroscopy; Pyrazoles; Spectrophotometry, Infrared
Type
journal article