Molecular self assembly: temperature controlled reversible formation of a bicyclo[2.2.2]organoiron complex via consecutive organometal 1,3-dipolar cycloaddition and isocyanide insertion reactions

Author(s):  
René P. de Boer ◽  
Paul P. M. de Lang ◽  
Hans-Werner Frühauf ◽  
Kees Vrieze
Biomedicines ◽  
2021 ◽  
Vol 9 (8) ◽  
pp. 951
Author(s):  
Zulal Özdemir ◽  
Uladzimir Bildziukevich ◽  
Martina Čapková ◽  
Petra Lovecká ◽  
Lucie Rárová ◽  
...  

(1) Background: To compare the effect of selected triterpenoids with their structurally resembling derivatives, designing of the molecular ribbons was targeted to develop compounds with selectivity in their pharmacological effects. (2) Methods: In the synthetic procedures, Huisgen 1,3-dipolar cycloaddition was applied as a key synthetic step for introducing a 1,2,3-triazole ring as a part of a junction unit in the molecular ribbons. (3) Results: The antimicrobial activity, antiviral activity, and cytotoxicity of the prepared compounds were studied. Most of the molecular ribbons showed antimicrobial activity, especially on Staphylococcus aureus, Pseudomonas aeruginosa, and Enterococcus faecalis, with a 50–90% inhibition effect (c = 25 µg·mL−1). No target compound was effective against HSV-1, but 8a displayed activity against HIV-1 (EC50 = 50.6 ± 7.8 µM). Cytotoxicity was tested on several cancer cell lines, and 6d showed cytotoxicity in the malignant melanoma cancer cell line (G-361; IC50 = 20.0 ± 0.6 µM). Physicochemical characteristics of the prepared compounds were investigated, namely a formation of supramolecular gels and a self-assembly potential in general, with positive results achieved with several target compounds. (4) Conclusions: Several compounds of a series of triterpenoid molecular ribbons showed better pharmacological profiles than the parent compounds and displayed certain selectivity in their effects.


2002 ◽  
Vol 13 (5) ◽  
pp. 554-558 ◽  
Author(s):  
V Ng ◽  
Y V Lee ◽  
B T Chen ◽  
A O Adeyeye

2016 ◽  
Vol 52 (7) ◽  
pp. 1482-1485 ◽  
Author(s):  
Jinlu Tang ◽  
Hui Shi ◽  
Xiaoxiao He ◽  
Yanli Lei ◽  
Qiuping Guo ◽  
...  

A novel tumor cell-specific split aptamer probe was developed with target-driven and temperature-controlled self-assembly performance for cell detection and manipulation.


2005 ◽  
Vol 77 (10) ◽  
pp. 1675-1684 ◽  
Author(s):  
Nikos Tagmatarchis ◽  
Maurizio Prato

Self-assembly in morphological organization of various fullerene derivatives affords different supramolecular architectures. Nanospheres, tubules, and bundles of nanorods are formed depending on the nature of the organic group in the fullerene unit. The current work highlights an efficient method to fabricate almost perfect and uniformly shaped nanocrystals in a novel connection between spherical fullerene-based materials and fibrous nanotubes. In a parallel research line, carbon nanotubes (CNTs) have been functionalized using 1,3-dipolar cycloaddition of azomethine ylides. The organically functionalized CNTs, having improved solubility and potential for applications, are characterized by standard analytical methods as well as microscopy techniques.


2007 ◽  
Vol 60 (6) ◽  
pp. 405 ◽  
Author(s):  
S. R. Simon Ting ◽  
Anthony M. Granville ◽  
Damien Quémener ◽  
Thomas P. Davis ◽  
Martina H. Stenzel ◽  
...  

The present communication explores a novel avenue to glycopolymer-block-poly(vinyl acetate) polymers by a combination of reversible addition fragmentation chain transfer (RAFT) chemistry and Huisgen 1,3-dipolar cycloaddition (i.e., so-called ‘click’ chemistry) under mild reaction conditions. Such block copolymers are—because of the strongly disparate reactivity of the two monomers—otherwise not obtainable. Poly(vinyl acetate) that has an azide end group (Mn 6800 g mol–1, PDI 1.15) was treated with poly(6-O-methacryloyl mannose) (Mn 7600 g mol–1, PDI 1.11) in the presence of 1,8-diaza[5,4,0]bicycloundec-7-ene and copper(i) iodide. The resulting poly(vinyl acetate)-block-poly(6-O-methacryloyl mannose) had a number-average molecular weight of 15400 g mol–1 and a PDI of 1.48, which indicates that while the cycloaddition had occurred the resulting polymer distribution featured a considerable width. The resulting slightly amphiphilic block copolymer was subsequently investigated with regard to its self-assembly in aqueous solution. Dynamic light scattering studies indicated a hydrodynamic diameter of close to 200 nm. Transmission electron microscopy studies indicate the formation of rods as well as spheres with transitions between these two phases. However, the segregation between core and shell in the spheres is not pronounced; such behaviour is expected for weakly amphiphilic block copolymers.


2009 ◽  
Vol 21 (16) ◽  
pp. 3745-3751 ◽  
Author(s):  
Amjad Nisar ◽  
Jing Zhuang ◽  
Xun Wang

2003 ◽  
Vol 36 (18) ◽  
pp. 6863-6872 ◽  
Author(s):  
David Oupický ◽  
Tomáš Reschel ◽  
Čestmír Koňák ◽  
Libuše Oupická

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