Naslov
Purine and Purine Isostere Derivatives of Ferrocene: An Evaluation of ADME, Antitumor and Electrochemical Properties

Autori
Rep, Valentina ; Piškor, Martina ; Šimek, Helena ; Mišetić, Petra ; Grbčić, Petra ; Padovan, Jasna ; Gabelica Marković, Vesna ; Jadreško, Dijana ; Pavelić, Krešimir ; Kraljević Pavelić, Sandra ; Raić-Malić, Silvana

Izvornik
Molecules (1420-3049) 25 (2020), 7; 1570, 24

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
purine ; ferrocene ; cytostatic activity ; permeability ; microsomal stability

Sažetak
Novel purine and purine isosteres containing a ferrocene motif and 4, 1-disubstituted (11a−11c, 12a−12c, 13a−13c, 14a−14c, 15a−15c, 16a, 23a−23c, 24a−24c, 25a−25c) and 1, 4-disubstituted (34a−34c and 35a−35c) 1, 2, 3-triazole rings were synthesized. The most potent cytotoxic effect on colorectal adenocarcinoma (SW620) was exerted by the 6-chloro-7-deazapurine 11c (IC50 = 9.07 µM), 6-chloropurine 13a (IC50 = 14.38 µM) and 15b (IC50 = 15.50 µM) ferrocenylalkyl derivatives. The N-9 isomer of 6-chloropurine 13a containing ferrocenylmethylene unit showed a favourable in vitro physicochemical and ADME properties including high solubility, moderate permeability and good metabolic stability in human liver microsomes.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA