meso-Substituted BODIPY fluorescent probes for cellular bio-imaging and anticancer activity

被引：31

作者：

Gayathri, Thumuganti ^{[1
,3
]}

Barui, Ayan Kumar ^{[2
,3
]}

Prashanthi, Suthari ^{[1
]}

Patra, Chitta Ranjan ^{[2
]}

Singh, Surya Prakash ^{[1
]}

机构：

[1] CSIR, Indian Inst Chem Technol, Inorgan & Phys Chem Div, Hyderabad 500007, Andhra Pradesh, India

[2] CSIR, Indian Inst Chem Technol, Biomat Grp, Hyderabad 500007, Andhra Pradesh, India

[3] Acad Sci & Innovat Res AcSIR, New Delhi, India

来源：

RSC ADVANCES | 2014年 / 4卷 / 88期

关键词：

ENERGY-TRANSFER; DYES; EFFICIENT; COMPLEXES; CHEMISTRY; APOPTOSIS; EMISSION; DESIGN;

D O I：

10.1039/c4ra07424f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of meso-substituted thienyl BODIPY analogues (1, 1a-g) have been designed and synthesized. Among those, compounds 1c, 1d and 1e show biocompatibility towards endothelial cells whereas 1c and 1d show significant cytotoxicity towards cancerous cells. The formation of intracellular reactive oxygen species (ROS) and the activation of the apoptotic protein may be a plausible mechanism for the anti-proliferative nature of 1c and 1d. Additionally, compounds 1c, 1d, and 1e fluoresce inside the cancer cells. The combined results suggest the future theranostic (therapeutics + diagnostics) applications of 1c and 1d in cancer diseases.

引用

页码：47409 / 47413

页数：5

共 35 条

[1] Water soluble distyryl-boradiazaindacenes as efficient photosensitizers for photodynamic therapy [J].

Atilgan, Serdar ;

Ekmekci, Zeynep ;

Dogan, A. Lale ;

Guc, Dicle ;

Akkaya, Engin U. .

CHEMICAL COMMUNICATIONS, 2006, (42) :4398-4400

[2] A donor-acceptor molecular dyad showing multiple electronic energy-transfer processes in crystalline and amorphous states [J].

Benniston, Andrew C. ;

Copley, Graeme ;

Harriman, Anthony ;

Rewinska, Dorota B. ;

Harrington, Ross W. ;

Clegg, William .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (23) :7174-+

[3] Highly luminescent gels and mesogens based on elaborated borondipyrromethenes [J].

Camerel, F ;

Bonardi, L ;

Schmutz, M ;

Ziessel, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (14) :4548-4549

[4] Glucose-Regulated Protein 78 (GRP78) Mediated the Efficacy to Curcumin Treatment on Hepatocellular Carcinoma [J].

Chang, Yu-Jia ;

Tai, Cheng-Jeng ;

Kuo, Li-Jen ;

Wei, Po-Li ;

Liang, Hung-Hua ;

Liu, Tsan-Zon ;

Wang, Weu ;

Tai, Chen-Jei ;

Ho, Yuan-Soon ;

Wu, Chih-Hsiung ;

Huang, Ming-Te .

ANNALS OF SURGICAL ONCOLOGY, 2011, 18 (08) :2395-2403

[5] Effective PET and ICT switching of boradiazaindacene emission: A unimolecular, emission-mode, molecular half-subtractor with reconfigurable logic gates [J].

Coskun, A ;

Deniz, E ;

Akkaya, EU .

ORGANIC LETTERS, 2005, 7 (23) :5187-5189

[6] Signal ratio amplification via modulation of resonance energy transfer: Proof of principle in an emission ratiometric Hg(II) sensor [J].

Coskun, Ali ;

Akkaya, Engin U. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (45) :14474-14475

[7] Physical and photophysical characterization of a BODIPY phosphatidylcholine as a membrane probe [J].

Dahim, M ;

Mizuno, NK ;

Li, XM ;

Momsen, WE ;

Momsen, MM ;

Brockman, HL .

BIOPHYSICAL JOURNAL, 2002, 83 (03) :1511-1524

[8]

de Meijere A., 2004, MetalCatalyzed CrossCoupling Reactions, V1

[9] BODIPY dyes in photodynamic therapy [J].

Kamkaew, Anyanee ;

Lim, Siang Hui ;

Lee, Hong Boon ;

Kiew, Lik Voon ;

Chung, Lip Yong ;

Burgess, Kevin .

CHEMICAL SOCIETY REVIEWS, 2013, 42 (01) :77-88

[10] Synthesis of a BODIPY Library and Its Application to the Development of Live Cell Glucagon Imaging Probe [J].

Lee, Jun-Seok ;

Kang, Nam-young ;

Kim, Yun Kyung ;

Samanta, Animesh ;

Feng, Suihan ;

Kim, Hyeong Kyu ;

Vendrell, Marc ;

Park, Jung Hwan ;

Chang, Young-Tae .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (29) :10077-10082

← 1 2 3 4 →