Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant,
antimicrobial, enzyme inhibition, and cytotoxic activities

aliyazicioglu, rezzan; YAYLI, Nurettin; BOZDAL, Gözde; SELLİTEPE, Hasan Erdinç; Kahriman, Nuran; Alpay Karaoğlu, Şengül; aydin, ali; Miller-Van Wieren, Leila; BOZDEVECİ, ARİF; DOGAN, INCI SELIN; KANBOLAT, Şeyda

doi:10.3906/kim-2012-25

Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities

Nurettin YAYLI, (Karadeniz Teknik Üniversitesi, Eczacılık Fakültesi, Farmakognozi Anabilim Dalı, Trabzon, Türkiye)

Gözde KILIÇ, (Karadeniz Teknik Üniversitesi, Eczacılık Fakültesi, Farmakognozi Anabilim Dalı, Trabzon, Türkiye)

Leila Miller-Van WİEREN, (Karadeniz Teknik Üniversitesi, Fen Fakültesi, Kimya Bölümü, Trabzon, Türkiye)

Nuran KAHRİMAN, (Karadeniz Teknik Üniversitesi, Fen Fakültesi, Kimya Bölümü, Trabzon, Türkiye)

Şeyda KANBOLAT, (Karadeniz Teknik Üniversitesi, Eczacılık Fakültesi, Biyokimya Anabilim Dalı, Trabzon, Türkiye)

Arif BOZDEVECİ, (Recep Tayyip Erdoğan Üniversitesi, Fen Edebiyat Fakültesi, Biyoloji Bölümü, Rize, Türkiye)

Şengül ALPAY KARAOĞLU, (Recep Tayyip Erdoğan Üniversitesi, Fen Edebiyat Fakültesi, Biyoloji Bölümü, Rize, Türkiye)

Rezzan ALİYAZICIOĞLU, (Karadeniz Teknik Üniversitesi, Eczacılık Fakültesi, Biyokimya Anabilim Dalı, Trabzon, Türkiye)

Hasan Erdinç SELLİTEPE, (Karadeniz Teknik Üniversitesi, Eczacılık Fakültesi, Farmasötik Kimya Anabilim Dalı, Trabzon, Türkiye)

İnci Selin DOĞAN, (Karadeniz Teknik Üniversitesi, Eczacılık Fakültesi, Farmasötik Kimya Anabilim Dalı, Trabzon, Türkiye)

Ali AYDIN, (Yozgat Bozok Üniversitesi, Tıp Fakültesi, Tıbbi Biyoloji Anabilim Dalı, Yozgat, Türkiye)

Diğer Yazarlar

Turkish Journal of Chemistry

9 0

Yıl: 2021 Cilt: 45 Sayı: 3 Sayfa Aralığı: 788 - 804 Metin Dili: İngilizce DOI: 10.3906/kim-2012-25 İndeks Tarihi: 28-06-2022

Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities

Öz:

In this study, hydroxy benzoin (1-7), benzil (8-14), and benzoin/benzil-O-β-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, α-amylase, and α- 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.

Anahtar Kelime:

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

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APA	YAYLI N, BOZDAL G, Miller-Van Wieren L, Kahriman N, KANBOLAT Ş, BOZDEVECİ A, Alpay Karaoğlu Ş, aliyazicioglu r, SELLİTEPE H, DOGAN I, aydin a (2021). Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities. , 788 - 804. 10.3906/kim-2012-25
Chicago	YAYLI Nurettin,BOZDAL Gözde,Miller-Van Wieren Leila,Kahriman Nuran,KANBOLAT Şeyda,BOZDEVECİ ARİF,Alpay Karaoğlu Şengül,aliyazicioglu rezzan,SELLİTEPE Hasan Erdinç,DOGAN INCI SELIN,aydin ali Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities. (2021): 788 - 804. 10.3906/kim-2012-25
MLA	YAYLI Nurettin,BOZDAL Gözde,Miller-Van Wieren Leila,Kahriman Nuran,KANBOLAT Şeyda,BOZDEVECİ ARİF,Alpay Karaoğlu Şengül,aliyazicioglu rezzan,SELLİTEPE Hasan Erdinç,DOGAN INCI SELIN,aydin ali Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities. , 2021, ss.788 - 804. 10.3906/kim-2012-25
AMA	YAYLI N,BOZDAL G,Miller-Van Wieren L,Kahriman N,KANBOLAT Ş,BOZDEVECİ A,Alpay Karaoğlu Ş,aliyazicioglu r,SELLİTEPE H,DOGAN I,aydin a Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities. . 2021; 788 - 804. 10.3906/kim-2012-25
Vancouver	YAYLI N,BOZDAL G,Miller-Van Wieren L,Kahriman N,KANBOLAT Ş,BOZDEVECİ A,Alpay Karaoğlu Ş,aliyazicioglu r,SELLİTEPE H,DOGAN I,aydin a Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities. . 2021; 788 - 804. 10.3906/kim-2012-25
IEEE	YAYLI N,BOZDAL G,Miller-Van Wieren L,Kahriman N,KANBOLAT Ş,BOZDEVECİ A,Alpay Karaoğlu Ş,aliyazicioglu r,SELLİTEPE H,DOGAN I,aydin a "Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities." , ss.788 - 804, 2021. 10.3906/kim-2012-25
ISNAD	YAYLI, Nurettin vd. "Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities". (2021), 788-804. https://doi.org/10.3906/kim-2012-25

APA	YAYLI N, BOZDAL G, Miller-Van Wieren L, Kahriman N, KANBOLAT Ş, BOZDEVECİ A, Alpay Karaoğlu Ş, aliyazicioglu r, SELLİTEPE H, DOGAN I, aydin a (2021). Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities. Turkish Journal of Chemistry, 45(3), 788 - 804. 10.3906/kim-2012-25
Chicago	YAYLI Nurettin,BOZDAL Gözde,Miller-Van Wieren Leila,Kahriman Nuran,KANBOLAT Şeyda,BOZDEVECİ ARİF,Alpay Karaoğlu Şengül,aliyazicioglu rezzan,SELLİTEPE Hasan Erdinç,DOGAN INCI SELIN,aydin ali Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities. Turkish Journal of Chemistry 45, no.3 (2021): 788 - 804. 10.3906/kim-2012-25
MLA	YAYLI Nurettin,BOZDAL Gözde,Miller-Van Wieren Leila,Kahriman Nuran,KANBOLAT Şeyda,BOZDEVECİ ARİF,Alpay Karaoğlu Şengül,aliyazicioglu rezzan,SELLİTEPE Hasan Erdinç,DOGAN INCI SELIN,aydin ali Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities. Turkish Journal of Chemistry, vol.45, no.3, 2021, ss.788 - 804. 10.3906/kim-2012-25
AMA	YAYLI N,BOZDAL G,Miller-Van Wieren L,Kahriman N,KANBOLAT Ş,BOZDEVECİ A,Alpay Karaoğlu Ş,aliyazicioglu r,SELLİTEPE H,DOGAN I,aydin a Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities. Turkish Journal of Chemistry. 2021; 45(3): 788 - 804. 10.3906/kim-2012-25
Vancouver	YAYLI N,BOZDAL G,Miller-Van Wieren L,Kahriman N,KANBOLAT Ş,BOZDEVECİ A,Alpay Karaoğlu Ş,aliyazicioglu r,SELLİTEPE H,DOGAN I,aydin a Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities. Turkish Journal of Chemistry. 2021; 45(3): 788 - 804. 10.3906/kim-2012-25
IEEE	YAYLI N,BOZDAL G,Miller-Van Wieren L,Kahriman N,KANBOLAT Ş,BOZDEVECİ A,Alpay Karaoğlu Ş,aliyazicioglu r,SELLİTEPE H,DOGAN I,aydin a "Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities." Turkish Journal of Chemistry, 45, ss.788 - 804, 2021. 10.3906/kim-2012-25
ISNAD	YAYLI, Nurettin vd. "Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities". Turkish Journal of Chemistry 45/3 (2021), 788-804. https://doi.org/10.3906/kim-2012-25