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Pregled bibliografske jedinice broj: 931976

Different positions of amide side chains on the benzimidazo[1, 2-a]quinoline skeleton strongly influenced biological activity


Perin, Nataša; Alić, Jasna; Liekens, Sandra; Van Aerschot, Arthur; Vervaeke, Peter; Gadakh, Bharat; Hranjec, Marijana
Different positions of amide side chains on the benzimidazo[1, 2-a]quinoline skeleton strongly influenced biological activity // New journal of chemistry, 42 (2018), 7096-7104 doi:10.1039/C8NJ00416A (međunarodna recenzija, članak, znanstveni)


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Naslov
Different positions of amide side chains on the benzimidazo[1, 2-a]quinoline skeleton strongly influenced biological activity

Autori
Perin, Nataša ; Alić, Jasna ; Liekens, Sandra ; Van Aerschot, Arthur ; Vervaeke, Peter ; Gadakh, Bharat ; Hranjec, Marijana

Izvornik
New journal of chemistry (1144-0546) 42 (2018); 7096-7104

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

Ključne riječi
amides ; antiproliferative activity ; antibacterial activity ; antiviral activity ; benzimidazo[1, 2-a]quinolines

Sažetak
Benzimidazo[1, 2-a]quinolines substituted with amide chains have been evaluated for their antiproliferative, antibacterial and antiviral activity in vitro. Amido-substituted cyclic derivatives were synthesized by classical organic synthetic reactions in order to study the influence of the type and length of the amide side chain as well as its position on the tetracyclic skeleton on biological activity. The most promising antiproliferative activity (i.e. sub-micromolar IC50 concentrations) was displayed by 6-N, N-dimethylaminopropyl 21, 6-N, N-diethylaminoethyl 22 and the 2- and 6-N, N-dimethylaminopropyl substituted derivative 25. Additionally, micromolar concentrations of compounds 21 and 25 induced apoptosis in human cervical carcinoma HeLa cells. Compounds 28, 29 and 30, substituted with isobutyl, N, N-dimethylaminopropyl and N, N-diethylaminoethyl amide side chain placed at position 2, displayed antiviral activity against herpes simplex virus (HCV) (EC50 1.8–6.8 microM) and human Coronavirus (EC50 4–12 microM). Furthermore, N, N-dimethylaminopropyl 21 and N, N-diethylaminoethyl 22 substituted compounds bearing amide side chain at position 6 of the tetracyclic skeleton were active against S. epidermidis and C. albicans strains.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Interdisciplinarne prirodne znanosti, Temeljne medicinske znanosti



POVEZANOST RADA


Projekt / tema
HRZZ-IP-2013-11-5596 - SINTEZA I CITOSTATSKA ISPITIVANJA BIBLIOTEKE NOVIH DUŠIKOVIH HETEROCIKLA (Silvana Raić-Malić, )

Ustanove
Fakultet kemijskog inženjerstva i tehnologije, Zagreb

Profili:

Avatar Url Marijana Hranjec (autor)

Avatar Url Nataša Perin (autor)

Avatar Url Jasna Alić (autor)

Citiraj ovu publikaciju

Perin, Nataša; Alić, Jasna; Liekens, Sandra; Van Aerschot, Arthur; Vervaeke, Peter; Gadakh, Bharat; Hranjec, Marijana
Different positions of amide side chains on the benzimidazo[1, 2-a]quinoline skeleton strongly influenced biological activity // New journal of chemistry, 42 (2018), 7096-7104 doi:10.1039/C8NJ00416A (međunarodna recenzija, članak, znanstveni)
Perin, N., Alić, J., Liekens, S., Van Aerschot, A., Vervaeke, P., Gadakh, B. & Hranjec, M. (2018) Different positions of amide side chains on the benzimidazo[1, 2-a]quinoline skeleton strongly influenced biological activity. New journal of chemistry, 42, 7096-7104 doi:10.1039/C8NJ00416A.
@article{article, year = {2018}, pages = {7096-7104}, DOI = {10.1039/C8NJ00416A}, keywords = {amides, antiproliferative activity, antibacterial activity, antiviral activity, benzimidazo[1, 2-a]quinolines}, journal = {New journal of chemistry}, doi = {10.1039/C8NJ00416A}, volume = {42}, issn = {1144-0546}, title = {Different positions of amide side chains on the benzimidazo[1, 2-a]quinoline skeleton strongly influenced biological activity}, keyword = {amides, antiproliferative activity, antibacterial activity, antiviral activity, benzimidazo[1, 2-a]quinolines} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • Arts & Humanities Citation Index (A&HCI)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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