Pregled bibliografske jedinice broj: 1213446
Green solvent-free synthesis of new N-heterocycle-L-ascorbic acid hybrids and their antiproliferative evaluation
Green solvent-free synthesis of new N-heterocycle-L-ascorbic acid hybrids and their antiproliferative evaluation // Future Medicinal Chemistry, 14 (2022), 16; 1187-1202 doi:10.4155/fmc-2022-0047 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 1213446 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Green solvent-free synthesis of new
N-heterocycle-L-ascorbic acid hybrids and their antiproliferative evaluation
Autori
Bistrović Popov, Andrea ; Meščić Macan, Andrijana ; Jakopec, Silvio ; Prpić, Helena ; Harej Hrkać, Anja ; Kraljević Pavelić, Sandra ; Raić-Malić, Silvana
Izvornik
Future Medicinal Chemistry (1756-8919) 14
(2022), 16;
1187-1202
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
1, 2, 3-triazole ; antitumor activity ; CuAAC, ; green chemistry ; L-ascorbic acid ; mechanochemistry ; nucleobase ; purine ; pyrimidine
Sažetak
Aim: The authors’ aim was to improve the application of copper-catalyzed azide-alkyne cycloaddition in the synthesis of hybrids containing biologically significant nucleobases and L-ascorbic acid scaffolds by introducing an environmentally friendly and waste- free ball mill. Results: Two series of hybrids with a purine, pyrrolo[2, 3-d]pyrimidine or 5- substituted pyrimidine attached to 2, 3-dibenzyl-L- ascorbic acid via a hydroxyethyl- (15a–23a) or ethylidene- 1, 2, 3-triazolyl (15b–23b) bridge were prepared by ball milling and conventional synthesis. The unsaturated 6-chloroadenine L-ascorbic acid derivative 16b can be highlighted as a lead compound and showed strong antiproliferative activity against HepG2 (hepatocellular carcinoma) and SW620 (colorectal adenocarcinoma) cells. Conclusion: Mechanochemical synthesis was superior in terms of sustainability, reaction rate and yield, highlighting the advantageous applications of ball milling over classical reactions.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
HRZZ-IP-2018-01-4682 - Novi spojevi temeljeni na bioizosterima purina za ispitivanje njihovih antitumorskih i antipatogenih djelovanja (PurBioCaPa) (Raić-Malić, Silvana, HRZZ - 2018-01) ( CroRIS)
Ustanove:
Fakultet kemijskog inženjerstva i tehnologije, Zagreb,
Sveučilište u Rijeci - Odjel za biotehnologiju
Profili:
Sandra Kraljević Pavelić
(autor)
Silvana Raić-Malić
(autor)
Anja Harej Hrkać
(autor)
Silvio Jakopec
(autor)
Andrijana Meščić Macan
(autor)
Andrea Bistrović
(autor)
Citiraj ovu publikaciju:
Časopis indeksira:
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus
- MEDLINE
Uključenost u ostale bibliografske baze podataka::
- CA Search (Chemical Abstracts)