2654-52-6Relevant articles and documents
Benzodipyrrolenine-based biscyanine dyes: Synthesis, molecular structure and spectroscopic characterization
Klochko, Oleksiy P.,Fedyunyayeva, Iryna A.,Khabuseva, Sania U.,Semenova, Olga M.,Terpetschnig, Ewald A.,Patsenker, Leonid D.
, p. 7 - 15 (2010)
A novel method of synthesizing long-wavelength absorbing and emitting bis-trimethine dyes that consists of condensing benzodipyrrolenine dialdehyde with quaternized heterocyclic CH-acidic compounds was used to prepare a series of biscyanines. The new meth
New hexamethine indothia-cyanines: Synthesis and photophysical properties as well as both antitumor activity and imaging
Deng, Wenting,Wang, Lanying,Wang, Yunxia,Zhao, Junlong,Jia, Hongliang
, (2021/02/09)
Six new hexamethine indothia-cyanines were successfully synthesized by integrating a benzothiazole or naphthothiazole and indole unit using isophorone. These cyanines exhibited strong absorption and near-infrared fluorescence with a large stokes shift, and showed excellent stability. And they were tested as novel anticancer agents in vitro against human breast cancer cells (MCF-7), and indothia-cyanine D1 could efficiently reduce MCF-7 viability and exhibited no toxicity against normal human immortalized epidermal cells (Hacat). Cyanine D1 was further studied for its antitumor activity in mice. The in vivo result indicated that D1 could significantly inhibit the growth of breast tumors from tumor-bearing mice, and had no effect on the normal functions of the vital organs in vivo. In addition, D1 could stain MCF-7 cells and emitted bright red fluorescence, being a potential functional agent with both imaging and antitumor activity.
Synthesis and antileishmanial activity of fluorinated rhodacyanine analogues: The ‘fluorine-walk’ analysis
Lasing, Thitiya,Phumee, Atchara,Siriyasatien, Padet,Chitchak, Kantima,Vanalabhpatana, Parichatr,Mak, Kit-Kay,Hee Ng, Chew,Vilaivan, Tirayut,Khotavivattana, Tanatorn
, (2019/12/09)
In a search for potent antileishmanial drug candidates, eighteen rhodacyanine analogues bearing fluorine or perfluoroalkyl substituents at various positions were synthesized. These compounds were tested for their inhibitory activities against Leishmania martiniquensis and L. orientalis. This ‘fluorine-walk’ analysis revealed that the introduction of fluorine atom at C-5, 6, 5′, or 6′ on the benzothiazole units led to significant enhancement of the activity, correlating with the less negative reduction potentials of the fluorinated analogues confirmed by the electrochemical study. On the other hand, [sbnd]CF3 and [sbnd]OCF3 groups were found to have detrimental effects, which agreed with the poor aqueous solubility predicted by the in silico ADMET analysis. In addition, some of the analogues including the difluorinated species showed exceptional potency against the promastigote and axenic amastigote stages (IC50 = 40–85 nM), with the activities surpassing both amphotericin B and miltefosine.