TY - JOUR
T1 - Diaryl-substituted carboranes as inhibitors of hypoxia inducible factor-1 transcriptional activity
AU - Nakamura, Hiroyuki
AU - Tazaki, Lisa
AU - Kanoh, Daisuke
AU - Sato, Shinichi
N1 - Funding Information:
Acknowledgments: We thank Dr. Hyun Seung Ban (Korea Research Institute of Bioscience and Biotechnology) for technical suggestions regarding hypoxia-induced HIF-1α protein and mRNA analyses. This work was supported by a Grant-in-Aid for Scientific Research on Innovative Areas “Chemical Biology of Natural Products” from The Ministry of Education, Culture, Sports, Science and Technology, Japan.
Publisher Copyright:
© 2014 IUPAC & De Gruyter.
PY - 2015/2/1
Y1 - 2015/2/1
N2 - Diaryl-substituted carboranes, as a new class of HIF-1α inhibitors, were synthesized from the corresponding diaryl-substituted alkynes by decaborane coupling. The microwave-irradiated conditions with a combination of N,N-dimethylaniline and chlorobenzene were effective to obtain the diaryl-substituted carboranes in good to high yields. Among the compounds synthesized, compounds 1a and 1d showed significant inhibition of HIF-1 mediated transcriptional activity under hypoxia. Both compounds similarly suppressed hypoxia-induced HIF-1α accumulation in a concentration-dependent manner without affecting HIF-1α mRNA expression.
AB - Diaryl-substituted carboranes, as a new class of HIF-1α inhibitors, were synthesized from the corresponding diaryl-substituted alkynes by decaborane coupling. The microwave-irradiated conditions with a combination of N,N-dimethylaniline and chlorobenzene were effective to obtain the diaryl-substituted carboranes in good to high yields. Among the compounds synthesized, compounds 1a and 1d showed significant inhibition of HIF-1 mediated transcriptional activity under hypoxia. Both compounds similarly suppressed hypoxia-induced HIF-1α accumulation in a concentration-dependent manner without affecting HIF-1α mRNA expression.
KW - Cancer therapy
KW - Diaryl-substituted carboranes
KW - Hypoxia inducible factor-1 (HIF-1)
KW - IMEBORON XV
UR - http://www.scopus.com/inward/record.url?scp=84922630596&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84922630596&partnerID=8YFLogxK
U2 - 10.1515/pac-2014-0911
DO - 10.1515/pac-2014-0911
M3 - Article
AN - SCOPUS:84922630596
VL - 87
SP - 143
EP - 154
JO - Pure and Applied Chemistry
JF - Pure and Applied Chemistry
SN - 0033-4545
IS - 2
ER -
