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Tytuł:: Synthesis of dibenzo[b,f]oxepine derivatives substituted in the aromatic ring
Synteza pochodnych dibenzo[b,f]f]oksepiny podstawionych w pierścieniu aromatycznym
Autorzy:: Tobiasz, Piotr
Krawczyk, Hanna
Powiązania:: https://bibliotekanauki.pl/articles/2057911.pdf
Data publikacji:: 2021
Wydawca:: Polskie Towarzystwo Chemiczne
Tematy:: stylben
dibenzo[b,f]oksepiny
fotofarmakologia
fotochromowe przełączniki molekularne
związki azowe
stilbenes
dibenzo[b,f]oxepines
photopharmacology
molecular photoswitches
azo compounds
Opis:: Stilbene derivatives are characterized by many beneficial biomedical properties. They show, inter alia, chemopreventive [28], anti-inflammatory and antioxidant properties [29]. One of the most popular stilbene derivatives are combretastatins, which can inhibit the polymerization process of microtubules [30]. Another stilbene derivative is, for instance, resveratrol, which is characterized by wide anti-cancer properties [31]. Dibenzo[b,f]oxepines also show advantageous and interesting biomedical properties. These compounds are stilbene analogs in which the two aromatic rings bond with each other with a vinyl bridge and an oxygen atom. Many dibenzo[b,f]oxepines have strong antipsychotic, anti-inflammatory, anti-depressant, insecticidal, anti-epileptic and anticancer properties [5]. Stilbenes and their precursors – oxepines, can be derived from azo compounds that are potential molecular photoswitches. These photoswitches are used in the socalled photopharmacology. The scope of photopharmacology is designing, synthesis, studying and using drugs, which activity can be controlled by light. The purpose of photopharmacology is also to solve the problem of off-target activity and severe side effects by establishing an external modality for controlling the action of the drug. The use of such drugs in treatment could prevent systemic and environmental side effects through the selective activation of them at the molecular target [1]. These molecular photoswitches based on oxepine ring could be extremely useful in photopharmacological therapy. The combination of azo group changing its configuration with the dibenzo[b,f]oxepine group should lead to the creation of interesting compounds. This is a promising combination of the medical properties of this bioactive compound with the function of the molecular photoswitch. A method of the synthesis of a series of azo dibenzo[b,f]oxepine derivatives was developed and implemented. Synthesized compounds can be used in the future as potential molecular photoswitches. For this purpose, a 4-step synthesis was conducted, starting from the simplest substrates – a benzaldehyde derivative and 2,4-dinitrotoluene (schem. 1).
Źródło:: Wiadomości Chemiczne; 2021, 75, 11-12; 1238--1257
0043-5104
2300-0295
Pojawia się w:: Wiadomości Chemiczne
Dostawca treści:: Biblioteka Nauki

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Skocz do pozycji: 2.

Tytuł:: Przełączniki molekularne : rodzaje i zastosowania
The molecular switches : types and applications
Autorzy:: Bartyzel, K.
Powiązania:: https://bibliotekanauki.pl/articles/171660.pdf
Data publikacji:: 2015
Wydawca:: Polskie Towarzystwo Chemiczne
Tematy:: przełączniki molekularne
ditienyloeteny
materiały molekularne
reakcja elektrocyklizacji
molecular switches
dithienylethenes
molecular materials
electrocyclization reaction
Opis:: A subject of this work is group of organic compounds known as molecular switches. Molecular switches are described as chemical compounds which molecules have at least two thermodynamically stable states. Conversion between these states is reversible and may be induced by such factors as change of the temperature or flow of the electric current or irradiation of the molecule with the light of particular wavelength [1]. Especially interesting are photochromic molecular switches. In this group the conversion is triggered by irradiation with a light of a particular wavelength [2]. Because of its unique properties, this type of compounds is extensively studied by the scientists, who investigate their photochromic properties as ways of using them in coordination with lanthanide metals and construction of novel molecular materials [3]. Especially interesting group of photochromic molecular switches is class named diarylethenes. This type of compounds after irradiation with UV light undergo cyclization, which is reversible under light of the visible spectrum (Figure 1). The other important group of photochromic molecular switches is class of compounds possessing in their structure chiroptic unit. The irradiation of the molecule with left- and right-handed circularly polarized light leads to change of the absolute configuration (Fig. 8) [1]. This type of switches may be used in construction of synthetic molecular motors which is widely studied subject nowadays [1]. The other groups of molecular switches are host- guest molecular switches and mechanically- interlocked molecular switches. In the first mentioned before group the bistable states differ in their affinity for guests (Fig. 15) [14]. The second one is based on the group of compounds named catenanes and rotaxanes. They can be described as two chemical individuals, mechanically interlocked in each other, which are not connected with chemical bonds (Fig. 19). This kind of molecular switches are used in construction of the logic gates [1].
Źródło:: Wiadomości Chemiczne; 2015, 69, 7-8; 561-584
0043-5104
2300-0295
Pojawia się w:: Wiadomości Chemiczne
Dostawca treści:: Biblioteka Nauki

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