Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities
TURKISH JOURNAL OF CHEMISTRY, cilt.45, sa.3, ss.788-804, 2021 (SCI-Expanded, Scopus, TRDizin)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 45 Sayı: 3
- Basım Tarihi: 2021
- Doi Numarası: 10.3906/kim-2012-25
- Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, TR DİZİN (ULAKBİM)
- Sayfa Sayıları: ss.788-804
- Anahtar Kelimeler: Hydroxy benzoin/benzil, benzoin/benzi1-O-beta-D-glucoside, antioxidant, antimicrobial, enzyme inhibition, cytotoxic activity, ONE-POT SYNTHESIS, CARBONYL-COMPOUNDS, BENZYL-ALCOHOLS, IONIC LIQUIDS, SOLVENT-FREE, OXIDATION, CONDENSATION, BENZILS, IMIDAZOLIUM, DERIVATIVES
- Açık Arşiv Koleksiyonu: AVESİS Açık Erişim Koleksiyonu
- Karadeniz Teknik Üniversitesi Adresli: Evet
Özet
In this study, hydroxy benzoin (1-7), benzil (8-14), and benzoin/benzil-O-beta-D-glucosides (15-25) were synthesized to investigate their biological activities. An efficient method for synthesizing hydroxy benzoin compounds (1-7) was prepared from four different benzaldehydes using an ultrasonic bath. Then, antioxidant (FRAP, CUPRAC, and DPPH), antimicrobial (3 Gram (-), 4/6 Gram (+), one tuberculosis and one fungus), and enzyme inhibition (acetylcholinesterase, butyrylcholine esterase, tyrosinase, alpha-amylase, and alpha- glucosidase) for the all synthesized compounds (1-25) were evaluated. And also, four most active compounds (4, 12, 18a+b, and 25) from each group were evaluated to the human cervical cancer cell line (HeLa) and anticancer screening tests against the human retinal normal cell line (RPE). Compound 4 showed HeLa and RPE cancer cell activities as much as cisplatin. The synthesized compounds were characterized by spectroscopic methods (NMR, FT-IR, UV, LC-QTOF-MS) and the ACD NMR program's help.