Synthesis, antioxidant and carbonic anhydrase inhibitory
properties of monopeptide-anthraquinone conjugates

Kucukbay, Hasan; angeli, andrea; Küçükbay, F. Zehra; Bartolucci, Gianluca; Supuran, Claudiu; Parladı, Fatma Müzeyyen

doi:10.25135/acg.oc.108.2107.2126

Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates

Hasan KÜÇÜKBAY, (Department of Chemistry, Faculty of Science, İnönü University, Malatya 44280, Türkiye)

Fatma Müzeyyen PARLADI, (Department of Chemistry, Faculty of Science, İnönü University, Malatya 44280, Türkiye)

F. Zehra KÜÇÜKBAY, (Department of Basic Pharmaceutical Sciences, Faculty of Pharmacy, İnönü University, 44280 Malatya, Türkiye)

Andrea ANGELI, (Dipartimento Neurofarba, Sezione Di Scienze Farmaceutiche E Nutraceutiche e Laboratorio Di Chimica Bioinorganica, Universita` Degli Studi Di Firenze, Sesto Fiorentino, Florence, Italy)

Gianluca BARTOLUCCI, (Dipartimento Neurofarba, Sezione Di Scienze Farmaceutiche E Nutraceutiche e Laboratorio Di Chimica Bioinorganica, Universita` Degli Studi Di Firenze, Sesto Fiorentino, Florence, Italy)

Claudiu T. SUPURAN (Dipartimento Neurofarba, Sezione Di Scienze Farmaceutiche E Nutraceutiche e Laboratorio Di Chimica Bioinorganica, Universita` Degli Studi Di Firenze, Sesto Fiorentino, Florence, Italy)

Organic Communications

1 0

Yıl: 2021 Cilt: 14 Sayı: 3 Sayfa Aralığı: 255 - 269 Metin Dili: İngilizce DOI: 10.25135/acg.oc.108.2107.2126 İndeks Tarihi: 08-06-2022

Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates

Öz:

Novel monopeptide-anthraquinone conjugates (1-16) were synthesized by the reaction of appropriate N-protected amino acid with 2-hydroxymethylanthraquinone in good or high yields. The structural elucidation of the new compounds was accomplished by 1H NMR, 13C NMR, MS, FT-IR spectroscopy and elemental analysis techniques. The carbonic anhydrase (CA, EC 4.2.1.1) inhibitory activity of the new compounds was determined against two human (h) isoforms, hCA I and hCA II. While three of the sixteen compounds showed moderate in vitro carbonic anhydrase inhibitory properties against hCA II with inhibition constants in the micromolar level (43.5, 67.4 and 78.1 µM), they did not show inhibitory activity against hCA I up to 100 µM concentration. The antioxidant abilities of the compounds were determined using the 1,1-diphenyl-2-picrylhydrazil (DPPH) radical scavenging method, ferric ion reducing assay and metal chelation methods. While a small amount of antioxidant activity was observed according to the DPPH and ferric ion reducing power assay methods, none of the compounds showed antioxidant properties according to the metal chelating activity method at the concentrations studied.

Anahtar Kelime:

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık

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APA	Kucukbay H, Parladı F, Küçükbay F, angeli a, Bartolucci G, Supuran C (2021). Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates. , 255 - 269. 10.25135/acg.oc.108.2107.2126
Chicago	Kucukbay Hasan,Parladı Fatma Müzeyyen,Küçükbay F. Zehra,angeli andrea,Bartolucci Gianluca,Supuran Claudiu Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates. (2021): 255 - 269. 10.25135/acg.oc.108.2107.2126
MLA	Kucukbay Hasan,Parladı Fatma Müzeyyen,Küçükbay F. Zehra,angeli andrea,Bartolucci Gianluca,Supuran Claudiu Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates. , 2021, ss.255 - 269. 10.25135/acg.oc.108.2107.2126
AMA	Kucukbay H,Parladı F,Küçükbay F,angeli a,Bartolucci G,Supuran C Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates. . 2021; 255 - 269. 10.25135/acg.oc.108.2107.2126
Vancouver	Kucukbay H,Parladı F,Küçükbay F,angeli a,Bartolucci G,Supuran C Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates. . 2021; 255 - 269. 10.25135/acg.oc.108.2107.2126
IEEE	Kucukbay H,Parladı F,Küçükbay F,angeli a,Bartolucci G,Supuran C "Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates." , ss.255 - 269, 2021. 10.25135/acg.oc.108.2107.2126
ISNAD	Kucukbay, Hasan vd. "Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates". (2021), 255-269. https://doi.org/10.25135/acg.oc.108.2107.2126

APA	Kucukbay H, Parladı F, Küçükbay F, angeli a, Bartolucci G, Supuran C (2021). Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates. Organic Communications, 14(3), 255 - 269. 10.25135/acg.oc.108.2107.2126
Chicago	Kucukbay Hasan,Parladı Fatma Müzeyyen,Küçükbay F. Zehra,angeli andrea,Bartolucci Gianluca,Supuran Claudiu Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates. Organic Communications 14, no.3 (2021): 255 - 269. 10.25135/acg.oc.108.2107.2126
MLA	Kucukbay Hasan,Parladı Fatma Müzeyyen,Küçükbay F. Zehra,angeli andrea,Bartolucci Gianluca,Supuran Claudiu Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates. Organic Communications, vol.14, no.3, 2021, ss.255 - 269. 10.25135/acg.oc.108.2107.2126
AMA	Kucukbay H,Parladı F,Küçükbay F,angeli a,Bartolucci G,Supuran C Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates. Organic Communications. 2021; 14(3): 255 - 269. 10.25135/acg.oc.108.2107.2126
Vancouver	Kucukbay H,Parladı F,Küçükbay F,angeli a,Bartolucci G,Supuran C Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates. Organic Communications. 2021; 14(3): 255 - 269. 10.25135/acg.oc.108.2107.2126
IEEE	Kucukbay H,Parladı F,Küçükbay F,angeli a,Bartolucci G,Supuran C "Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates." Organic Communications, 14, ss.255 - 269, 2021. 10.25135/acg.oc.108.2107.2126
ISNAD	Kucukbay, Hasan vd. "Synthesis, antioxidant and carbonic anhydrase inhibitory properties of monopeptide-anthraquinone conjugates". Organic Communications 14/3 (2021), 255-269. https://doi.org/10.25135/acg.oc.108.2107.2126