39273-39-7Relevant articles and documents
“Turn on” fluorescence response of monomethine cyanines caused by noncovalent binding to ct-DNA
Levitz, Andrew,Holder, Cory,Soriano, Eduardo,Henary, Maged
, p. 202 - 207 (2017/06/14)
Monomethine cyanines have been extensively studied for their use as probes for nucleic acids among other biological systems. Four monomethine cyanine dyes were synthesized with various heterocyclic moieties including quinoline, benzoxazole, benzothiazole, and 3,3-dimethylindolenine adjoining benz[c,d]indol-1-ium, which was found to directly influence their optical and energy profiles. The dyes were characterized by 1H and 13C NMR and HRMS. In this study the twisted conformation unique to monomethine cyanines was exploited in DNA binding studies where the benzoxazole containing sensor displayed up to 700-fold increase in fluorescence when bound to the DNA compared to the unbound form.
Benz[c,d]indolium-containing monomethine cyanine dyes: Synthesis and photophysical properties
Soriano, Eduardo,Holder, Cory,Levitz, Andrew,Henary, Maged
, (2016/02/05)
Asymmetric monomethine cyanines have been extensively used as probes for nucleic acids among other biological systems. Herein we report the synthesis of seven monomethine cyanine dyes that have been successfully prepared with various heterocyclic moieties such as quinoline, benzoxazole, benzothiazole, dimethyl indole, and benz[e]indole adjoining benz[c,d]indol-1-ium, which was found to directly influence their optical and energy profiles. In this study the optical properties vs. structural changes were investigated using nuclear magnetic resonance and computational approaches. The twisted conformation unique to monomethine cyanines was exploited in DNA binding studies where the newly designed sensor displayed an increase in fluorescence when bound in the DNA grooves compared to the unbound form.
Synthesis and biological evaluation of a benz[cd]indol-2(1H)-one derivatives
Nie, Jing,Dong, Dan-Dan,Zhang, Yan,Wang, Tai-Yi,Liu, Wei,Yi, Shou-Zhi
, p. 7329 - 7336 (2015/04/22)
Virtual screening of a library of 6.4 million compounds versus the structure of Xenopus Laevis' Aurora B kinase identified 1-(n-propyl)-6-[2-(carboxyl)tetrahydropyrrol-1-yl]sulfonyl-benzo[cd]indol-2(1H)-one 1 as a possible lead compound. Then, a novel series of benz[cd]indol-2(1H)-one derivatives were synthesized and evaluated as Aurora B kinase inhibitors. The structures of the synthetic compounds were confirmed by 1H NMR, IR, mass spectrometry and elemental analysis. These compounds were evaluated by in vitro enzyme assay using spectrophotometry. Among them, compound 7e displayed potent antitumor activity against Aurora B kinase.