dc.contributor.author | Guclu, Kubilay | |
dc.contributor.author | Deniz, Nahide Gulsah | |
dc.contributor.author | ULUKAYA, Engin | |
dc.contributor.author | Gokmen, Zeliha | |
dc.contributor.author | Ozyurek, Mustafa | |
dc.contributor.author | Ibis, Cemil | |
dc.contributor.author | Stasevych, Maryna | |
dc.contributor.author | Novikov, Volodymyr | |
dc.contributor.author | Komarovska-Porokhnyavets, Olena | |
dc.contributor.author | Karakas, Didem | |
dc.date.accessioned | 2021-03-04T14:01:41Z | |
dc.date.available | 2021-03-04T14:01:41Z | |
dc.date.issued | 2015 | |
dc.identifier.citation | Deniz N. G. , Ibis C., Gokmen Z., Stasevych M., Novikov V., Komarovska-Porokhnyavets O., Ozyurek M., Guclu K., Karakas D., ULUKAYA E., "Design, Synthesis, Biological Evaluation, and Antioxidant and Cytotoxic Activity of Heteroatom-Substituted 1,4-Naphtho- and Benzoquinones", CHEMICAL & PHARMACEUTICAL BULLETIN, cilt.63, sa.12, ss.1029-1039, 2015 | |
dc.identifier.issn | 0009-2363 | |
dc.identifier.other | vv_1032021 | |
dc.identifier.other | av_7f645349-583f-48c1-911e-726e1ac870f9 | |
dc.identifier.uri | http://hdl.handle.net/20.500.12627/86947 | |
dc.identifier.uri | https://doi.org/10.1248/cpb.c15-00607 | |
dc.description.abstract | In the present paper, we report the synthesis, characterization, and biological evaluation as antifungal, antibacterial, antioxidant, and cytotoxic/anticancer agents of N-, S-, O-substituted-1,4-naphtho- and 2,5-bis(amino-substituted)-1,4-benzoquinone derivatives. In the synthesized compounds, antimicrobial activity at low concentrations against Escherichia coli B-906, Staphylococcus aureus 209-P, and Mycobacterium luteum B-917 bacteria and Candida tennis VKM Y-70 and Aspergillus niger F-1119 fungi in comparison with controls was identified. 2-(N-Diphenylmethylpiperazin-1-yl)-3-chloro-1,4-naphthoquinone 9a was the most potent, with a minimum inhibitory concentration value of 3.9, mu g/mL against test culture M. luteum. The synthesized compounds were screened for their antioxidant capacity using the cupric-reducing antioxidant capacity (CUPRAC) method. 2,2'-[1-(2-Aminoethyl)piperazin-1-yl]-3,3'-dichloro-bis(1,4-naphthoquinone) 10 showed the highest antioxidant capacity, with a 0.455 CUPRAC-trolox equivalent antioxidant capacity (TEAC) coefficient. Other parameters of antioxidant activity (scavenging effects on OH center dot, O-2(center dot-), and H2O2) of these compounds were also determined. The cytotoxic activity of the compounds was investigated by employing the sulforhodamine B cell viability assay against A549 (lung), MCF-7 (breast), DU145 (prostate), and HT-29 (colon) cancer cell lines. Compound 10 exhibited the most powerful cytotoxic activity at a concentration of 20 mu m against all cell lines. In addition to the strongest antioxidant activity of compound 10, it also had lowest IC50 values (<3 mu m), warranting further in vivo studies due to its anticancer activity. | |
dc.language.iso | eng | |
dc.subject | Eczacılık | |
dc.subject | Temel Eczacılık Bilimleri | |
dc.subject | Yaşam Bilimleri | |
dc.subject | Biyokimya | |
dc.subject | Alkoloidler | |
dc.subject | Temel Bilimler | |
dc.subject | Farmakoloji ve Toksikoloji | |
dc.subject | Yaşam Bilimleri (LIFE) | |
dc.subject | Sağlık Bilimleri | |
dc.subject | FARMAKOLOJİ VE ECZACILIK | |
dc.subject | KİMYA, MULTİDİSİPLİNER | |
dc.subject | Temel Bilimler (SCI) | |
dc.subject | Kimya | |
dc.subject | KİMYA, TIP | |
dc.title | Design, Synthesis, Biological Evaluation, and Antioxidant and Cytotoxic Activity of Heteroatom-Substituted 1,4-Naphtho- and Benzoquinones | |
dc.type | Makale | |
dc.relation.journal | CHEMICAL & PHARMACEUTICAL BULLETIN | |
dc.contributor.department | İstanbul Üniversitesi , , | |
dc.identifier.volume | 63 | |
dc.identifier.issue | 12 | |
dc.identifier.startpage | 1029 | |
dc.identifier.endpage | 1039 | |
dc.contributor.firstauthorID | 226621 | |