Pregled bibliografske jedinice broj: 951028
SAHAquines, Novel Hybrids Based on SAHA and Primaquine Motifs, as Potential Cytostatic and Antiplasmodial Agents
SAHAquines, Novel Hybrids Based on SAHA and Primaquine Motifs, as Potential Cytostatic and Antiplasmodial Agents // ChemistryOpen, 7 (2018), 624-638 doi:10.1002/open.201800117 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 951028 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
SAHAquines, Novel Hybrids Based on SAHA and
Primaquine Motifs, as Potential Cytostatic and
Antiplasmodial Agents
Autori
Beus, Maja ; Rajić, Zrinka ; Maysinger, Dusica ; Mlinarić, Zvonimir ; Antunović, Maja ; Marijanović, Inga ; Fontinha, Diana, Prudêncio, Miguel ; Held, Jana ; Olgen, Sureyya ; Zorc ; Branka
Izvornik
ChemistryOpen (2191-1363) 7
(2018);
624-638
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
acetylation ; anticancer agents ; antiplasmodial activity ; cytostatic activity ; drug design
Sažetak
We report the synthesis of SAHAquines and related primaquine (PQ) derivatives. SAHAquines are novel hybrid compounds that combine moieties of suberoylanilide hydroxamic acid (SAHA), an anticancer agent with weak antiplasmodial activity, and PQ, an antimalarial drug with low antiproliferative activity. The preparation of SAHAquines is simple, cheap, and high yielding. It includes the following steps: coupling reaction between primaquine and a dicarboxylic acid monoester, hydrolysis, a new coupling reaction with O‐protected hydroxylamine, and deprotection. SAHAquines 5 a–d showed significant reduction in cell viability. Among the three human cancer cell lines (U2OS, HepG2, and MCF‐7), the most responsive were the MCF‐7 cells. The antibodies against acetylated histone H3K9/H3K14 in MCF‐7 cells revealed a significant enhancement following treatment with N‐hydroxy‐ N′‐{; ; ; ; ; 4‐[(6‐ methoxyquinolin‐8‐ yl)amino]pentyl}; ; ; ; ; pentanediamide (5 b). Ethyl (2E)‐3‐({; ; ; ; ; 4‐ [(6‐methoxyquinolin‐8‐ yl)amino]pentyl}; ; ; ; ; carbamoyl)prop‐2‐enoate (2 b) and SAHAquines were the most active compounds against both the hepatic and erythrocytic stages of Plasmodium parasites, some of them at sub‐ micromolar concentrations. The results of our research suggest that SAHAquines are promising leads for new anticancer and antimalarial agents.
Izvorni jezik
Engleski
Znanstvena područja
Kemija, Biologija, Temeljne medicinske znanosti, Farmacija
POVEZANOST RADA
Projekti:
MOP-119425
RGPIN 04994-15
IP-09-2014-1501
Ustanove:
Farmaceutsko-biokemijski fakultet, Zagreb,
Prirodoslovno-matematički fakultet, Zagreb
Profili:
Zrinka Rajić
(autor)
Maja Antunović
(autor)
Branka Zorc
(autor)
Maja Beus
(autor)
Inga Urlić
(autor)
Zvonimir Mlinarić
(autor)
Citiraj ovu publikaciju:
Časopis indeksira:
- Current Contents Connect (CCC)
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus