Yeni Azakalkon-Şeker Hibrit Bileşiklerinin Sentezi

Year 2018, Volume: 8 Issue: 2, 442 - 454, 31.07.2018

Nuran Kahriman , Vildan Serdaroğlu

https://doi.org/10.17714/gumusfenbil.391524

Cited By: 1

Abstract

Doğada bulunan ve bitkilerin sentezledikleri biyoaktif
bileşiklerin pek çoğu flavonoid türü bileşiklerdir. Flavonoid ailesinin önemli
üyelerinden olan kalkon sınıfı bileşikler 
ve bunların alternatif türevleri olan azakalkon bileşikleri sahip
oldukları geniş biyolojik, farmakolojik (antibakteriyal, sitotoksik,
antimalaryal, enzim inhibisyonu, antitüberklostatik, antioksidan vb.) ve boya
özelliklerinden ötürü son yılların ilgi odağı haline gelmişlerdir. Diğer
taraftan karbohidrat bileşiklerinin biyolojik sistemlerde bağışıklık sistemi,
iltihap oluşumu, hücre büyümesi ve adezyon üzerine etkileri bilinmektedir.
Şekerlerin heterosikliklerle bir araya geldiği glikohibrit bileşikler ise antikanser
ve antitümör ilaçlarında önemli etkiye sahiptirler ve enzim aktivitesinin
inhibisyonunda iyi bir glikozil verici olarak davranmaktadırlar. Bu çalışmada
amino sübstitüe azakalkon bileşiklerinden (1-3) N-β-D-glikopiranosit
(4-6) ve N-glikozidik 2,3,4,6-tetra-O-asetil-β-D-glikopiranosit
(7-9) türevlerinin sentezi
gerçekleştirilmiştir.

Keywords

Azakalkon, β-Anomer, Glikohibrit, N-Glikozidik bağ

Synthesis of Novel Azachalcone-Sugar Hybrid Compounds

Abstract

Many of the bioactive compounds found in nature and synthesized by
plants are flavonoid-type compounds. Chalcones and their alternative
derivatives azachalcones, which are important members of the flavonoid family,
have become the focus of attention in recent years due to their wide range of
biological, pharmacological (antibacterial, cytotoxic, antimalarial, enzyme
inhibition, antitubercostatic, antioxidant etc.) and dye properties. On the
other hand, it is known that carbohydrate compounds in biological systems have
effects on inflammation, immune responses, cell growth, and adhesion.
Glycohybrid heterocyclic compounds, a heterocyclic and sugar combination, have
significant effect in anticancer and antitumor drugs, and behave as a good
glycosyl donor on the inhibition of enzyme activity. In this study, synthesis
of N-β-D-glucopyranoside (4-6) and
N-glycosidic 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (7-9) derivatives were performed via amino substituted azachalcones.

Keywords

Azachalcone, β-Anomer, Glycohybrid, N-Glycosidic bond

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