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SYNTHESIS OF NOVEL ADAMANTANE PYRROLECARBOXYAMIDES


Glavaš, Mladena; Alešković, Marija; Mlinarić-Majerski, Kata
SYNTHESIS OF NOVEL ADAMANTANE PYRROLECARBOXYAMIDES // 24. HSKIKI / Hrvatski skup kemičara i kemijskih inženjera
Zagreb, Hrvatska, 2015. (poster, međunarodna recenzija, sažetak, ostalo)


Naslov
SYNTHESIS OF NOVEL ADAMANTANE PYRROLECARBOXYAMIDES

Autori
Glavaš, Mladena ; Alešković, Marija ; Mlinarić-Majerski, Kata

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, ostalo

Izvornik
24. HSKIKI / Hrvatski skup kemičara i kemijskih inženjera / - , 2015

Skup
24. HSKIKI / Hrvatski skup kemičara i kemijskih inženjera

Mjesto i datum
Zagreb, Hrvatska, 21-24.04.2015

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Adamantane; pyrrolecarboxyamides; anion receptors

Sažetak
Designing pyrrole-based anion receptors combined with various hydrogen bond donor groups (amino, amide, guanidine, etc.) is a continuing challenge in the field of supramolecular chemistry [1]. Our previous investigation in the field included adamantane-dipyrromethanes, receptors with acidic pyrrole NH proton and with additional hydrogen bond donor or electron withdrawing substituent [2]. Therefore, our next step is the combination of NH-amide groups and NH-pyrrole, thus designing receptors 1 and 2 that could bind anions in more competitive solvents. Additionally, we presume that the binding sites separated by various alkyl linkers (methyl or ethyl) on a rigid adamantane spacer would enable encapsulation of anions possessing different sizes and shapes, thus achieving anion selectivity. On the other hand, it is known that short pyrrole amides strongly bind to the minor groove of DNA, which was found to be a requirement for good antibacterial activity [3]. Furthermore, incorporation of a lipophilic unit surely can have an impact on biological activity and could facilitate potential antimicrobial application. Herein we report the synthesis of new adamantane pyrrolecarboxyamides 1 and 2 starting from pyrrole, and implementation of two different amide coupling reactions as key steps.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Kata Majerski, )
HRZZ

Ustanove
Institut "Ruđer Bošković", Zagreb