5651-86-5Relevant articles and documents
Synthesis and chemical properties of conjugated polyacetylenes having pendant fullerene and/or porphyrin units
Lu, Fushen,Xiao, Shengqiang,Li, Yuliang,Liu, Huibiao,Li, Hongmei,Zhuang, Junpeng,Liu, Yang,Wang, Ning,He, Xiaorong,Li, Xiaofang,Gan, Liangbing,Zhu, Daoben
, p. 7444 - 7450 (2004)
Conjugated polyacetylenes having pendant fullerene and/or porphyrin groups were prepared by copolymerization in the presence of [Rh(nbd)Cl] 2-NEt3 in CHCl3. The photochemical and electrochemical properties of the polymers
Catalytic Modification of Dehydroalanine in Peptides and Proteins by Palladium-Mediated Cross-Coupling
de Bruijn, A. Dowine,Roelfes, Gerard
, p. 12728 - 12733 (2018)
Dehydroalanine (Dha) is a remarkably versatile non-canonical amino acid often found in antimicrobial peptides. Herein, we present the catalytic modification of Dha by a palladium-mediated cross-coupling reaction. By using Pd(EDTA)(OAc)2 as water-soluble catalyst, a variety of arylboronic acids was coupled to the dehydrated residues in proteins and peptides, such as Nisin. The cross-coupling reaction gave both the Heck product, in which the sp2-hybridisation of the α-carbon is retained, as well as the conjugated addition product. The reaction can be performed under mild aqueous conditions, which makes this method an attractive addition to the palette of bio-orthogonal catalytic methods.
An Efficient Approach for the Synthesis of 1,2,3-Triazole Moiety to Generate Uracil Molecular Architectures Through Cu-Catalyzed Azide–Alkyne Cycloaddition
Mohamed, Asmaa H.
, p. 2831 - 2838 (2019)
A simple and efficient pathway to tether conjugates of monosaccharides or aromatic moieties to uracil establishing a 1,2,3-triazole linker via click chemistry was reported. The reaction of arylimines of 5-amino uracil with propargyl bromide in a basic med
Tailor-made fluorescent trilobolide to study its biological relevance
Jurá?k, Michal,Rimpelová, Silvie,Kmoní?ková, Eva,Dra?ar, Pavel,Ruml, Tomá?
, p. 7947 - 7954 (2014)
Trilobolide (Tb) is a potent natural counterpart of thapsigargin, which has shown promising results in cancer clinical trials. Here, we report a rational approach to study intracellular localization and biological activity of this sesquiterpene lactone. We conjugated Tb with a green-emitting Bodipy dye attached by alternative linkers of different lengths. The live-cell imaging of the prepared bioconjugates brought clear evidence that Tb-Bodipy localized in the endoplasmic reticulum (ER) of various cancer cell lines. The localization signal was compared with ER-specific dyes. Cytotoxicity of Tb conjugates and impact on the mitochondrial physiology and nitric oxide release were also studied. The nitric oxide production and cytokine secretion in rat peritoneal cells indicate immunobiological potential of these lactone bioconjugates. In summary, our Tb-Bodipy conjugates could help us to reveal the molecular mechanism of trilobolide for its further potential use in biomedical applications.
Synthesis, docking and ADMET studies of novel chalcone triazoles for anti-cancer and anti-diabetic activity
Chinthala, Yakaiah,Thakur, Sneha,Tirunagari, Shalini,Chinde, Srinivas,Domatti, Anand Kumar,Arigari, Niranjana Kumar,Srinivas,Alam, Sarfaraz,Jonnala, Kotesh Kumar,Khan, Feroz,Tiwari, Ashok,Grover, Paramjit
, p. 564 - 573 (2015)
A series of novel chalcone-triazole derivatives were synthesized and screened for in vitro anticancer activity on the human cancer cell lines IMR32 (neuroblastoma), HepG2 (hepatoma) and MCF-7 (breast adenocarcinoma), DU-145 (prostate carcinoma), and A549
Click conjugation of boron dipyrromethene (Bodipy) fluorophores to egfr-targeting linear and cyclic peptides
Jois, Seetharama D.,Kaufman, Nichole E. M.,Singh, Sitanshu S.,Vicente, Maria da Gra?a H.,Williams, Tyrslai M.,Zhou, Zehua
supporting information, (2021/06/15)
Through a simple 1,3-cycloaddition reaction, three BODIPY-peptide conjugates that target the extracellular domain of the epidermal growth factor receptor (EGFR) were prepared and their ability for binding to EGFR was investigated. The peptide ligands K(N3)LARLLT and its cyclic analog cyclo(K(N3)larllt, previously shown to have high affinity for binding to the extracellular domain of EGFR, were conjugated to alkynyl-functionalized BODIPY dyes 1 and 2 via a copper-catalyzed click reaction. This reaction produced conjugates 3, 4, and 5 in high yields (70–82%). In vitro studies using human carcinoma HEp2 cells that overexpress EGFR demonstrated high cellular uptake, particularly for the cyclic peptide conjugate 5, and low cytotoxicity in light (~1 J·cm?2) and darkness. Surface plasmon resonance (SPR) results show binding affinity of the three BODIPY-peptide conjugates for EGFR, particularly for 5 bearing the cyclic peptide. Competitive binding studies using three cell lines with different expressions of EGFR show that 5 binds specifically to EGFR-overexpressing colon cancer cells. Among the three conjugates, 5 bearing the cyclic peptide exhibited the highest affinity for binding to the EGFR protein.
Design and synthesis of tetrahydropyrimidinone(thione)-triazole hybrid scaffolds and evaluation of their biological activities
Mirzayi, Sahar,Kakanj, Maryam,Sepehri, Saghi,Alavinejad, Bahar,Bakherad, Zohreh,Ghazi-Khansari, Mahmoud
, p. 1109 - 1116 (2021/10/12)
In this study, we designed and synthesized some new tetrahydropyrimidinone(thione)-triazole hybrid derivatives by click and one-pot Biginelli reactions. FT IR, 1H NMR, and 13C NMR spectra and mass spectrometry, and elemental analysis
1,2,3-triazole-thiazole hybrids: Synthesis, in vitro antimicrobial activity and antibiofilm studies
Gondru, Ramesh,Kanugala, Sirisha,Raj, Sneha,Ganesh Kumar,Pasupuleti, Mukesh,Banothu, Janardhan,Bavantula, Rajitha
supporting information, (2020/12/28)
A new series of triazole-thiazole hybrids were designed, synthesized by the Multi-component reaction approach and evaluated in vitro antimicrobial activity. Most of the tested series of compounds exhibited promising inhibitory activity against the bacteri
