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Pregled bibliografske jedinice broj: 786535

Discovery of New Acid Ceramidase-Targeted Acyclic 5-Alkynyl and 5-Heteroaryl Uracil Nucleosides


Meščić, Andrijana; Harej, Anja; Klobučar, Marko; Glavač, Danijel; Cetina, Mario; Kraljević Pavelić, Sandra; Raić-Malić, Silvana
Discovery of New Acid Ceramidase-Targeted Acyclic 5-Alkynyl and 5-Heteroaryl Uracil Nucleosides // ACS Medicinal Chemistry Letters, 6 (2015), 11; 1150-1155 doi:10.1021/acsmedchemlett.5b00298 (međunarodna recenzija, članak, znanstveni)


CROSBI ID: 786535 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
Discovery of New Acid Ceramidase-Targeted Acyclic 5-Alkynyl and 5-Heteroaryl Uracil Nucleosides

Autori
Meščić, Andrijana ; Harej, Anja ; Klobučar, Marko ; Glavač, Danijel ; Cetina, Mario ; Kraljević Pavelić, Sandra ; Raić-Malić, Silvana

Izvornik
ACS Medicinal Chemistry Letters (1948-5875) 6 (2015), 11; 1150-1155

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

Ključne riječi
Nucleosides ; pyrimidine ; apoptosis ; breast cancer ; acid ceramidase (ASAH1) ; sphingolipid signaling

Sažetak
A series of novel N-acyclic uracil analogs with linear, branched, aromatic and cyclopropyl-alkynyl as well as heteroaryl moiety at C-5 were prepared using palladium catalyzed Sonogashira and Stille cross-coupling and evaluated against malignant tumor cell lines. C-5-furan-2-yl uracil derivative 6 showed to be more potent against MCF-7 than the reference drug 5-fluorouracil (5-FU), while C-5- alkynyl uracil derivatives 9c and 9e exhibited anti-breast cancer activities comparable to 5-FU. Selected compounds induced cell death, partially due to apoptosis, of MCF-7 breast cancer cells. Abrogation of ASAH1 expression of 9c and 9e indicated that these compounds could perturb acid ceramidase-mediated (ASAH1) sphingolipid signaling. The selective activity of 9c and 9e against breast cancer cells via the ASAH1 mediated signaling, as a molecular target, might have a great advantage for potential future therapeutic use.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Interdisciplinarne prirodne znanosti, Temeljne medicinske znanosti



POVEZANOST RADA


Projekti:
HRZZ-IP-2013-11-5596 - Sinteza i citostatska ispitivanja biblioteke novih dušikovih heterocikla (SCIENcENTRY) (Raić-Malić, Silvana, HRZZ - 2013-11) ( POIROT)

Ustanove:
Tekstilno-tehnološki fakultet, Zagreb,
Fakultet kemijskog inženjerstva i tehnologije, Zagreb,
Sveučilište u Rijeci,
Sveučilište u Rijeci - Odjel za biotehnologiju

Citiraj ovu publikaciju

Meščić, Andrijana; Harej, Anja; Klobučar, Marko; Glavač, Danijel; Cetina, Mario; Kraljević Pavelić, Sandra; Raić-Malić, Silvana
Discovery of New Acid Ceramidase-Targeted Acyclic 5-Alkynyl and 5-Heteroaryl Uracil Nucleosides // ACS Medicinal Chemistry Letters, 6 (2015), 11; 1150-1155 doi:10.1021/acsmedchemlett.5b00298 (međunarodna recenzija, članak, znanstveni)
Meščić, A., Harej, A., Klobučar, M., Glavač, D., Cetina, M., Kraljević Pavelić, S. & Raić-Malić, S. (2015) Discovery of New Acid Ceramidase-Targeted Acyclic 5-Alkynyl and 5-Heteroaryl Uracil Nucleosides. ACS Medicinal Chemistry Letters, 6 (11), 1150-1155 doi:10.1021/acsmedchemlett.5b00298.
@article{article, year = {2015}, pages = {1150-1155}, DOI = {10.1021/acsmedchemlett.5b00298}, keywords = {Nucleosides, pyrimidine, apoptosis, breast cancer, acid ceramidase (ASAH1), sphingolipid signaling}, journal = {ACS Medicinal Chemistry Letters}, doi = {10.1021/acsmedchemlett.5b00298}, volume = {6}, number = {11}, issn = {1948-5875}, title = {Discovery of New Acid Ceramidase-Targeted Acyclic 5-Alkynyl and 5-Heteroaryl Uracil Nucleosides}, keyword = {Nucleosides, pyrimidine, apoptosis, breast cancer, acid ceramidase (ASAH1), sphingolipid signaling} }
@article{article, year = {2015}, pages = {1150-1155}, DOI = {10.1021/acsmedchemlett.5b00298}, keywords = {Nucleosides, pyrimidine, apoptosis, breast cancer, acid ceramidase (ASAH1), sphingolipid signaling}, journal = {ACS Medicinal Chemistry Letters}, doi = {10.1021/acsmedchemlett.5b00298}, volume = {6}, number = {11}, issn = {1948-5875}, title = {Discovery of New Acid Ceramidase-Targeted Acyclic 5-Alkynyl and 5-Heteroaryl Uracil Nucleosides}, keyword = {Nucleosides, pyrimidine, apoptosis, breast cancer, acid ceramidase (ASAH1), sphingolipid signaling} }

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
  • MEDLINE


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