Synthesis, spectral characteristics and sensor ability of new polyamidoamine dendrimers, modified with curcumin

Mohammad Dodangeh; Desislava Staneva; Ivo Grabchev; Ren-Cheng Tang; Kamaladin Gharanjig

doi:10.1016/j.saa.2019.117554

Synthesis, spectral characteristics and sensor ability of new polyamidoamine dendrimers, modified with curcumin

Spectrochim Acta A Mol Biomol Spectrosc. 2020 Mar 5:228:117554. doi: 10.1016/j.saa.2019.117554. Epub 2019 Nov 9.

Authors

Mohammad Dodangeh¹, Desislava Staneva², Ivo Grabchev³, Ren-Cheng Tang⁴, Kamaladin Gharanjig⁵

Affiliations

¹ Department of Organic Colorants, Institute for Color Science and Technology, Tehran, 16765-654, Iran; National Engineering Laboratory for Modern Silk, College of Textile and Clothing Engineering, Soochow University, 199 Renai Road, Suzhou, 215123, China.
² University of Chemical Technology and Metallurgy, 1756, Sofia, Bulgaria.
³ Sofia University "St. Kliment Ohridski", Faculty of Medicine, Sofia1, 407, Bulgaria.
⁴ National Engineering Laboratory for Modern Silk, College of Textile and Clothing Engineering, Soochow University, 199 Renai Road, Suzhou, 215123, China.
⁵ Department of Organic Colorants, Institute for Color Science and Technology, Tehran, 16765-654, Iran; Center of Excellence for Color Science and Technology, Institute for Color Science and Technology, Tehran, 16765-654, Iran. Electronic address: gharanjig@icrc.ac.ir.

PMID: 31753652
DOI: 10.1016/j.saa.2019.117554

Abstract

To prepare a novel highly photo-stable fluorescent chemosensor, curcumin was successfully immobilized to polyamidoamine dendrimer of zero (S1), first (S2) and second (S3) generations conjugated-UV absorber moieties. Chemical structure of synthesized chemosensors were well-analysed by FTIR, ¹H-NMR, ¹³CNMR, elemental analysis, DSC and UV-vis techniques. Photo-physical characteristics and solvatochromism effect of three novel chemosensors in organic solvents with different dielectric constants ranged 2.21-37.78 were studied. The pH determination ability of S1, S2 and S3 in the range of 2-12 were also examined. Newly synthesized materials were employed for detection of different metal cations including Ag⁺, Ba²⁺, Cu²⁺, Ca²⁺, Cd²⁺, Fe³⁺, Hg²⁺, Ni²⁺, Pb²⁺ and Zn²⁺ and their possibility to apply as a cation chemosensor were evaluated. The results showed significant changes in their fluorescence intensity upon the different pHs and cations indicating their possibility to apply as a pH and metal cation chemosensor. Among the new chemosensors under study, S1 represented high sensitivity to pH in the range of 4-8 and high selectivity for Cu²⁺ over the other cations.

Keywords: Chemosensor; Curcumin; PAMAM; Photophysics.