Synthesis of Novel Pyrazolines, Their Boron–Fluorine Complexes, and Investigation of Antibacterial, Antioxidant, and Enzyme Inhibition Activities

Kahriman, Nuran; Haşimoğlu, Zeynep; Serdaroğlu, Vildan; Beriş, Fatih Şaban; Barut, Burak; Yaylı, Nurettin

doi:10.1002/ardp.201600285

Cited by 13 publications

(9 citation statements)

References 67 publications

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“…In the previous studies, it was indicated that these compounds have significant pharmacological and biological activities . Many pyrazoline compounds are reported to possess a broad spectrum of biological activities such as antimicrobial, antidepressant, neuroprotective, anticonvulsant, anti‐inflammatory, analgesic, antitubercular, local anesthetic, hypoglycemic, hypotensive, insecticide, herbicide, and molluscicidal . In addition, the antioxidant properties of the newly synthesized pyrazoline group were also studied .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, molecular docking and biological activities of novel pyrazoline derivatives

Türkan

Çetin

Taslimi

et al. 2019

Archiv der Pharmazie

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In this study, synthesis of ethyl 2-((4-bromophenyl)diazenyl)-3-oxo-phenylpropanoate 1 was carried out and a series of new 3H-pyrazol-3-ones (P1-7) were synthesized from 1 as well as various hydrazines. The obtained yields of the synthesized compounds were moderate (40-70%) and these compounds were confirmed by spectral data. These novel pyrazoline derivatives were effective inhibitor compounds of the human carbonic anhydrase I and II isozymes (hCAs I and II) and of the acetylcholinesterase (AChE) enzyme, with K i values in the range of 17.4-40.7 nM for hCA I, 16.1-55.2 nM for hCA II, and 48.2-84.1 nM for AChE. In silico studies were performed on the compounds inhibiting hCA I, hCA II, and AChE receptors. On the basis of the findings, the inhibition profile of the new pyrazoline compounds at the receptors was determined.

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Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, molecular docking and biological activities of novel pyrazoline derivatives

Türkan

Çetin

Taslimi

et al. 2019

Archiv der Pharmazie

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“…The most commonly used acid catalyst in the synthesis of 2pyrazolines is acetic acid (Scheme 4). [25][26][27]58] As shown in the scheme, chalconic compounds 4 a, 4 b, and 4 c undergo acetic acid-catalyzed cyclization with hyrazines 4 d, 4 e, and 4 f to yield 2-pyrazolines 4 g, 4 h, and 4 i, respectively. These reactions can be performed in two ways: i) acetic acid is used as solvent and catalyst, and ii) acetic acid is used as catalyst in the presence of a solvent.…”

Section: Acid-catalyzed Reactionmentioning

confidence: 99%

Synthesis of 2‐Pyrazolines from Hydrazines: Mechanisms Explained

et al. 2021

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2-Pyrazoline core is a very interesting five-membered heterocycle, which has been explored in recent years due to its vast applications as the core structure of bioactive and industrial agents. Based on literature studies, versatile synthetic approaches have been employed for the preparation of 2pyrazolines, among them the reaction between hydrazines and α,β-unsaturated enones as the most used method. In this review article, different methods for the synthesis of 2-pyrazolines using hydrazine derivatives were classified and presented.Initially, numerous catalytic methods for the preparation of 2pyrazolines from hydrazines and α,β-unsaturated enones are reviewed and various aspects of these methods discussed including catalyst efficiency, catalyst recovery, green chemistry, cost-effectiveness, scope of the method, enantioselectivity, and yield. In addition, reactions between hydrazines and other reagents in multicomponent and two-component reactions, developed recently, are discussed. Finally, some of the important applications of 2-pyrazolines are summarized.

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“…Çalışma kapsamında ilk olarak Claisen-Schmidt kondenzasyonu ile 3 adet kalkon bileşiği (1-3) [19,[29][30] ve bu bileşiklerin hidrazin hidratla asit katalizli Michael katılması reaksiyonuyla da moleküller arası halkalaşma ürünü olan 3 adet yeni 3,5disübstitüe-2-pirazolin türevi (4-6) sentezlenmiştir [31]. Elde edilen bileşiklerin yapıları FT-IR, 1 H-NMR, 13 C-NMR (APT) ve kütle spektral verileri kullanılarak aydınlatılmıştır.…”

Section: Tartışma Ve Sonuçlarunclassified

Synthesis and biological activity investigation of new 3,5-disubstituted-2-pyrazoline derivatives

Kahriman

2020

Balıkesir Üniversitesi Fen Bilimleri Enstitüsü Dergisi

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Bu çalışmada elektronca zengin azot atomu içeren 5 üyeli heterosikliklerden biri olan pirazolin türevi 3 adet yeni bileşik kalkonlardan başlanarak sentezlendi. Pirazolinlerin sahip oldukları biyolojik ve farmakolojik özelliği sebebiyle bu bileşiklerin DPPH radikal süpürme ve fosfomolibdenyum indirgeyici güç (PRAP) aktiviteleri ile tirozinaz ve α-glikozidaz enzim inhibisyon aktiviteleri araştırıldı. Elde edilen veriler doğrultusunda 4 (IC50=16.68 ± 0.19 μM) ve 6 (IC50=22.60 ± 0.83 μM) nolu bileşiklerin standart kojik asitten (IC50=35.41 ± 0.19 μM) daha iyi tirozinaz inhibisyon aktiviteye sahip oldukları belirlendi. Bileşiklerin α-glukozidaz enzim inhibisyon aktiviteleri çok yüksek olmamakla birlikte 4 (IC50=134.24 ± 2.51 μM) nolu bileşik en yüksek aktiviteyi gösterdi. Bileşiklerin antioksidan aktivite değerlerine bakıldığında ise 5 nolu bileşik en yüksek DPPH radikal süpürme (%67.59 ± 0.44) ve fosfomolibdenyum indirgeyici güç (PRAP, Abs= 0.815 ± 0.009) aktivitesini sergiledi. Sonuç olarak bileşik yapılarında farklılık gösteren-NH2 grubunun bağlanma pozisyonu, bileşiklerin biyolojik özelliklerinde belirgin bir farklılığa sebep olmuştur.

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Synthesis of Novel Pyrazolines, Their Boron–Fluorine Complexes, and Investigation of Antibacterial, Antioxidant, and Enzyme Inhibition Activities

Cited by 13 publications

References 67 publications

Synthesis, characterization, molecular docking and biological activities of novel pyrazoline derivatives

Synthesis, characterization, molecular docking and biological activities of novel pyrazoline derivatives

Synthesis of 2‐Pyrazolines from Hydrazines: Mechanisms Explained

Synthesis and biological activity investigation of new 3,5-disubstituted-2-pyrazoline derivatives

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