Determination of Biological Activities of Axially Disubstituted Silicon Phthalocyanines

Abstract

In this study, previously synthesized axially ([3-(dimethylamino)phenoxy]propanoxy) and ([3-(diethylamino)phenoxy]propanoxy) substituted silicon phthalocyanines (DM-C3-Si and DE-C3-Si) were aimed to evalute biological activities [bovine carbonic anhydrase (bCA) inhibition, antioxidant, and antibacterial]. CA inhibition activity was determined by esterase activity. The antioxidant activity was determined by two common methods, 2,2-diphenyl-1-picrylhydrazyl (DPPH•) radical scavenging and ferric ion (III) reducing / antioxidant power (FRAP) assay. The antibacterial activity was determined by the disk diffusion method against three Gram-negative and three Gram-positive bacteria. According to the results, DE-C3-Si silicon phthalocyanin showed approximately twice as high CA inhibitory activity with IC50 value of 2333 nM compared with the standard CA inhibitor sulfanilamide. According to the antioxidant studies, the silicon phthalocyanines showed higher antioxidant activity than the standard vitamin C (SC50 values of DPPH• scavenging activity: 0.0199 mg mL-1 for DM-C3-Si and 0.0232 mg mL-1 for DE-C3-Si, TEAC values of FRAP: 232 μM for DM-C3-Si and 73 μM for DE-C3-Si). It was observed that antibacterial activity of these compounds were exellent slight against Gram-negative and Gram-positive bacteria. As a result, silicon phthalocyanines have great potential of use in the discovery of new CA inhibitors and in food due to their biological activities.

Keywords

• Bovine carbonic anhydrase
• inhibitor
• biological activity
• silicon phthalocyanines

Aksiyal Disübstitüe Silisyum Ftalosiyaninlerin Biyolojik Aktivitelerinin Belirlenmesi

Abstract

Bu çalışmada daha önce sentezlenen eksenel ([3- (dimetilamino) fenoksi] propanooksi) ve ([3- (dietilamino) fenoksi] propanooksi) ikameli silisyum ftalosiyaninlerin (DM-C3-Si ve DE-C3-Si) biyolojik aktivitelerinin [sığır karbonik anhidraz (bCA) inhibisyonu, antioksidan ve antibakteriyel] değerlendirilmesi amaçlandı. CA inhibisyon aktivitesi, esteraz aktivitesi ile belirlendi. Antioksidan aktivite, iki yaygın yöntem olan 2,2-difenil-1-pikrilhidrazil (DPPH•) radikal temizleme ve demir iyon (III) indirgeme / antioksidan güç (FRAP) metotları ile belirlendi. Antibakteriyel aktivite, üç Gram-negatif ve üç Gram-pozitif bakteriye karşı disk difüzyon yöntemi ile belirlendi. Sonuçlara göre, DE-C3-Si silisyum ftalosiyanin, standart CA inhibitörü sülfanilamide kıyasla 2333 nM IC50 değeriyle yaklaşık iki kat daha yüksek CA inhibitör aktivitesi gösterdi. Antioksidan sonuçlarına göre, silisyum ftalosiyaninler standart C vitamininden daha yüksek antioksidan aktivite gösterdi (DPPH• radikal temizleme SC50 değerleri: DM-C3-Si: 0.0199 mg mL-1 ve DE-C3-Si: 0.0232 mg mL-1, FRAP TEAC değerleri: DM-C3-Si: 232 μM ve DE-C3-Si: 73 μM). Bu bileşiklerin antibakteriyel aktivitesinin Gram-negatif ve Gram-pozitif bakterilere karşı çok az olduğu gözlendi. Sonuç olarak, silisyum ftalosiyaninler, biyolojik aktiviteleri nedeniyle yeni CA inhibitörlerinin keşfinde ve gıdalarda büyük kullanım potansiyeline sahiptir.

Keywords

• Sığır karbonik anhidraz
• inhibitör
• biyolojik aktivite
• silisyum ftalosiyaninler

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