A new family of fullerene derivatives: fullerene-curcumin conjugates for biological and photovoltaic applications

被引:23
作者
Castro, Edison [1 ]
Ceron, Maira R. [1 ,2 ]
Garcia, Andrea Hernandez [1 ]
Kim, Quentin [1 ]
Etcheverry-Berrios, Alvaro [3 ]
Morel, Mauricio J. [3 ]
Diaz-Torres, Raul [4 ]
Qian, Wenjie [4 ]
Martinez, Zachary [5 ]
Mendez, Lois [1 ]
Perez, Frank [1 ]
Santoyo, Christy A. [1 ]
Gimeno-Munoz, Raquel [4 ]
Esper, Ronda [1 ]
Gutierrez, Denisse A. [5 ]
Varela-Ramirez, Armando [5 ]
Aguilera, Renato J. [5 ]
Llano, Manuel [5 ]
Soler, Monica [3 ]
Aliaga-Alcalde, Nuria [4 ,6 ]
Echegoyen, Luis [1 ]
机构
[1] Univ Texas El Paso, Dept Chem, 500W Univ Ave, El Paso, TX 79968 USA
[2] Lawrence Livermore Natl Lab, Phys & Life Sci, 7000 East Ave, Livermore, CA 94550 USA
[3] Univ Chile, Fac Ciencias Fis & Matemat, Dept Ingn Quim Biotechnol & Mat, Beauchef 851, Santiago, Chile
[4] Campus Univ Autonoma Barcelona, CSIC, ICMAB Inst Ciencia Mat Barcelona, Bellaterra 08193, Spain
[5] Univ Texas El Paso, Border Biomed Res Ctr, Dept Biol Sci, 500 West Univ Ave, El Paso, TX 79968 USA
[6] ICREA, Passeig Lluis Co 23, Barcelona 08010, Spain
基金
美国国家科学基金会;
关键词
STABILITY; PROTEASE; CELLS; ANTIOXIDANTS; PERFORMANCE; INHIBITION; MATURATION; CHEMISTRY; C-60; DYE;
D O I
10.1039/c8ra08334g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis and characterization of a family of [60]fullerocurcuminoids obtained via Bingel reactions is reported. The new C-60 derivatives include curcumin and curcuminoids with a variety of end groups. Preliminary biological experiments show the potential activity of the compound containing a curcumin addend, which exhibits moderate anti-HIV-1 and radical scavenger properties, but no anti-cancer activity. In addition, the new fullerocurcuminoids exhibit HOMO/LUMO energy levels that are reasonably matched with those of perovskites and when they were tested in perovskite solar cells (PSCs) as the electron transporting material (ETM), photoconversion efficiencies ranging from 14.04-14.95% were obtained, whereas a value of 16.23% was obtained for [6,6]-phenyl-C-61-butyric acid methyl ester (PC61BM) based devices.
引用
收藏
页码:41692 / 41698
页数:7
相关论文
共 47 条
[1]   Potential therapeutic effects of curcumin, the anti-inflammatory agent, against neurodegenerative, cardiovascular, pulmonary, metabolic, autoimmune and neoplastic diseases [J].
Aggarwal, Bharat B. ;
Harikumar, Kuzhuvelil B. .
INTERNATIONAL JOURNAL OF BIOCHEMISTRY & CELL BIOLOGY, 2009, 41 (01) :40-59
[2]   Antioxidant capacity of novel amine derivatives of buckminsterfullerene: Determination of inhibition rate constants in a model oxidation system [J].
Allen, Norman S. ;
Zeynalov, Eldar B. ;
Taylor, Kimberley ;
Birkett, Paul .
POLYMER DEGRADATION AND STABILITY, 2009, 94 (11) :1932-1940
[3]  
Amalraj Augustine, 2017, J Tradit Complement Med, V7, P205, DOI 10.1016/j.jtcme.2016.05.005
[4]   Peculiarities of the antioxidant and radioprotective effects of hydrated C60 fullerene nanostuctures in vitro and in vivo [J].
Andrievsky, Grigory V. ;
Bruskov, Vadim I. ;
Tykhomyrov, Artem A. ;
Gudkov, Sergey V. .
FREE RADICAL BIOLOGY AND MEDICINE, 2009, 47 (06) :786-793
[5]  
Angelique R., 2017, EXP DERMATOL, V26, P220
[6]   Synthesis of Bioinspired Curcuminoid Small Molecules for Solution-Processed Organic Solar Cells with High Open-Circuit Voltage [J].
Archet, Florence ;
Yao, Dandan ;
Chambon, Sylvain ;
Abbas, Mamatimin ;
D'Aleo, Anthony ;
Canard, Gabriel ;
Ponce-Vargas, Miguel ;
Zaborova, Elena ;
Le Guennic, Boris ;
Wantz, Guillaume ;
Fages, Frederic .
ACS ENERGY LETTERS, 2017, 2 (06) :1303-1307
[7]   Antioxidant and Free Radical Scavenging Activities of Curcumin [J].
Asouri, Mohsen ;
Ataee, Ramin ;
Ahmadi, Ali Asghar ;
Amini, Abdolhossein ;
Moshaei, Masoumeh Rezaei .
ASIAN JOURNAL OF CHEMISTRY, 2013, 25 (13) :7593-7595
[8]   The prolongation of the lifespan of rats by repeated oral administration of [60] fullerene [J].
Baati, Tarek ;
Bourasset, Fanchon ;
Gharbi, Najla ;
Njim, Leila ;
Abderrabba, Manef ;
Kerkeni, Abdelhamid ;
Szwarc, Henri ;
Moussa, Fathi .
BIOMATERIALS, 2012, 33 (19) :4936-4946
[9]   Determination of acidity constants of curcumin in aqueous solution and apparent rate constant of its decomposition [J].
Bernabé-Pineda, M ;
Ramírez-Silva, MT ;
Romero-Romo, M ;
Gonzádlez-Vergara, E ;
Rojas-Hernández, A .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2004, 60 (05) :1091-1097
[10]   CYCLOPROPYLATION OF FULLERENES [J].
BINGEL, C .
CHEMISCHE BERICHTE-RECUEIL, 1993, 126 (08) :1957-1959