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6,8-Disübstitüe kinolin analoglarının anti kanser ajanlar olarak yapı aktivite (SAR) çalışması
2017
Journal:  
Turkish Journal of Clinics and Laboratory
Author:  
Abstract:

Amaç: Bu çalışmada, 6,8-disübstitüe kinolin türevlerinin antikanser potansiyelleri, etki mekanizmaları ve farklı sübstituentlerin aktiviteye etkilerinin belirlemesi amaçlanmıştır. Gereç ve Yöntemler: Tetrahidrokinolin molekülü (1), moleküler brom (Br2) ile reaksiyonu ve müteakiben aromatlaştırılması ile 6,8-dibromo-1,2,3,4-tetrahidrokinolin (6,8-dibromoTHQ, 2) ve 6,8-dibromokinolin (6,8-diBrQ, 3) elde edildi. Bu moleküller, yer değiştirme ve Suzuki Kenetleme reaksiyonları sonucu ile 6,8-dimetoksikinolin (6,8-diMeOQ, 4), 6,8-disiyanokinolin (6,8-diCNQ, 6) ve 6,8-difenilkinolin’e (6,8-diPhQ, 5) dönüştürüldü. Sentezlenen bileşiklerin (2-6) antikanser potansiyellerinin ortaya çıkartmak için HeLa (İnsan rahim kanser hücresi), HT29 (Kolon kanseri) ve C6 (Sıçan beyin kanser hücresi) hücre hatlarına karşı BrDU hücre proliferasyonu, LDH sitotoksisite, DNA bantlaşma ve DNA Topoizomeraz I inhibisyon testleri uygulandı. Bulgular: HT29 hücre hatlarında ise, bileşikler 2, 3, 4 ve 5 numaralı bileşikler hücre proliferasyonunu inhibe etmiştir fakat HeLa ve C6 hücre hatlarında sadece 6,8-dibromoTHQ 2 ve 6,8-diPhQ 5 bileşikleri önemli derecede antiproliferatif etki göstermiştir. 6,8-dibromoTHQ 2, tüm hücre hatlarında yüksek inhibisyon gösterirken, sitotoksik etki göstermemiştir. 6,8-dibromoTHQ 2 DNA bantlaştırma ve Topoizomeraz I enziminin inhibe edebilme özelliği ortaya çıkarılmıştır. Sonuçlar: Kinolin halkasının C-6 ve C-8 konumlarında fonksiyonel grupların değiştikçe farklı aktiviteleri gözlenmiştir. 6,8-DiBrTHQ 2 ve 6,8-diPhQ 5 moleküllerinin antiproliferatif ve apoptotik aktivite göstermeleri sebebiyle antikanser ajan olma potansiyelleri belirlenmiştir. 

Keywords:

6.8-Dysubstitium kinolin analogues study of structural activity (SAR) as anti-cancer agents
2017
Author:  
Abstract:

Purpose: This study aims to determine the anticancer potential, mechanisms of action, and the effects of the activity of the 6.8-disubstitue kinolin derivatives. Tools and Methods: The tetrahydrokinolin molecule (1), the molecular brom (Br2) reacted and aromatised with 6.8-dibromo-1,2.3,4-tetrahydrokinolin (6.8-dibromoTHQ, 2) and 6.8-dibromokinolin (6.8-diBrQ, 3) were obtained. These molecules were converted to 6.8 dimetoxikinolin (6.8 diMeOQ, 4), 6.8 diyanokinolin (6.8 diCNQ, 6) and 6.8 difenilkinolin (6.8 diPhQ, 5), as a result of location change and Suzuki Cancellation reactions. For the detection of the anticancer potential of synthetic compounds (2-6) heLa (human uterine cancer cell), HT29 (colon cancer) and C6 (mice brain cancer cell) cell lines, BrDU cell proliferation, LDH cytotoxicity, DNA bandage and DNA topoizomerase I inhibition tests were applied. Results: In HT29 cell lines, compounds 2, 3, 4 and 5 inhibit cell proliferation, but in HeLa and C6 cell lines only 6.8-dibromoTHQ 2 and 6.8-diPhQ 5 compounds have significantly anti-proliferative effects. 6.8-dibromoTHQ 2 showed high inhibition in all cell lines, while it did not show any cytotoxic effect. 6.8-dibromoTHQ 2 DNA bandage and topoizomerase I enzyme can be inhibited. Results: Different activities of the functional groups were observed in the position C-6 and C-8 of the Kinolin ring. 6.8-DiBrTHQ 2 and 6.8-diPhQ 5 molecules have the potential to become an anti-cancer agent due to their anti-proliferative and apoptotic activity.

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Turkish Journal of Clinics and Laboratory

Field :   Sağlık Bilimleri

Journal Type :   Uluslararası

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Article : 620
Cite : 335
2023 Impact : 0.019
Turkish Journal of Clinics and Laboratory