Synthesis of Mono and Bis[60]fullerene-Based Dicationic Peptoids

被引：11

作者：

Jennepalli, Sreenu ^{[1
]}

Hammer, Katherine A. ^{[2
]}

Riley, Thomas V. ^{[2
]}

Pyne, Stephen G. ^{[1
]}

Keller, Paul A. ^{[1
]}

机构：

[1] Univ Wollongong, Sch Chem, Wollongong, NSW 2522, Australia

[2] Univ Western Australia, Sch Pathol & Lab Med, Crawley, WA 6009, Australia

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 01期

基金：

英国医学研究理事会;

关键词：

Medicinal chemistry; Antibiotics; Amino acids; Peptides; Fullerenes; Template synthesis; AMINO-ACIDS; STAPHYLOCOCCUS-AUREUS; GENE DELIVERY; ANTIBACTERIAL; FULLERENE; VANCOMYCIN; PEPTIDES; ESTERS; DRUGS;

D O I：

10.1002/ejoc.201403046

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Increasing numbers of biological applications of fullerenyl amino acids and their derivatives encouraged us to synthesise [60]fullerenyldihydropyrrole peptides, prepared from the coupling of mono- and bis[60]fullerenyldihydropyrrolecarboxylic acids 4, 5 and 41 with presynthesised peptides 13, 16, 24, 28, 29 and 46. The resulting hydrophobic scaffolded di- and tetra-cationic derivatives were tested against Staphylococcus aureus NCTC 6571 and Escherichia coli NCTC 10418. The synthesis, characterisation and biological results are discussed in this paper.

引用

页码：195 / 201

页数：7

共 50 条

[21] A fullerene-based dyad for organic photovoltaic cells
G. Possamai
M. Maggini
E. Menna
G. Scorrano
L. Franco
M. Ruzzi
C. Corvaja
G. Ridolfi
P. Samorì
A. Geri
N. Camaioni
Applied Physics A, 2004, 79 : 51 - 58
[22] Anhydride-functionalized fullerene: a versatile precursor for fullerene-based materials
Heo, Gyu Seong
Moon, Bongjin
TETRAHEDRON LETTERS, 2008, 49 (38) : 5540 - 5543
[23] Recent Progress on Fullerene-Based Materials: Synthesis, Properties, Modifications, and Photocatalytic Applications
Yao, Sai
Yuan, Xingzhong
Jiang, Longbo
Xiong, Ting
Zhang, Jin
MATERIALS, 2020, 13 (13) : 1 - 38
[24] Electrochemically formed fullerene-based polymeric films
Krzysztof Winkler
Alan L. Balch
Włodzimierz Kutner
Journal of Solid State Electrochemistry, 2006, 10 : 761 - 784
[25] Synthesis of fulleropyrrolidines through the reaction of [60]fullerene with quaternary ammonium salts and amino acids
Jin, Bo
Peng, Ru-Fang
Shen, Juan
Chu, Shi-Jin
TETRAHEDRON LETTERS, 2009, 50 (40) : 5640 - 5643
[26] Fullerene-based spin-on-carbon hardmask
Frommhold, A.
Manyam, J.
Palmer, R. E.
Robinson, A. P. G.
MICROELECTRONIC ENGINEERING, 2012, 98 : 552 - 555
[27] Biomedical applications of functionalized fullerene-based nanomaterials
Partha, Ranga
Conyers, Jodie L.
INTERNATIONAL JOURNAL OF NANOMEDICINE, 2009, 4 : 261 - 275
[28] Geometrical and Electronic Rules in Fullerene-Based Compounds
Gan, Li-Hua
An, Jie
Pan, Fu-Sheng
Chang, Qing
Liu, Zuo-Hua
Tao, Chang-Yuan
CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (06) : 1304 - 1314
[29] Electrochemically formed fullerene-based polymeric films
Winkler, Krzysztof
Balch, Alan L.
Kutner, Wlodzimierz
JOURNAL OF SOLID STATE ELECTROCHEMISTRY, 2006, 10 (10) : 761 - 784
[30] Enhancing Fullerene-Based Solar Cell Lifetimes by Addition of a Fullerene Dumbbell
Schroeder, Bob C.
Li, Zhe
Brady, Michael A.
Faria, Gregorio Couto
Ashraf, Raja Shahid
Takacs, Christopher J.
Cowart, John S.
Duong, Duc T.
Chiu, Kar Ho
Tan, Ching-Hong
Cabral, Joao T.
Salleo, Alberto
Chabinyc, Michael L.
Durrant, James R.
McCulloch, Iain
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (47) : 12870 - 12875

← 1 2 3 4 5 →