Design, synthesis, and antitumor evaluation of novel methylene moiety-tethered tetrahydroquinoline derivatives

Esaam Hamied Ahmed HANASHALSHAHABY; Canan ÜNALEROĞLU; Ayşe Ak CAN; Alp ÖZGÜN; Bora GARİPCAN

Makale detayları

Design, synthesis, and antitumor evaluation of novel methylene moiety-tethered tetrahydroquinoline derivatives

Yazarlar:

Esaam Hamied Ahmed HANASHALSHAHABY | Canan ÜNALEROĞLU | Ayşe Ak CAN | Alp ÖZGÜN | Bora GARİPCAN

Yayıncı:

TUBITAK

Ana Başlıklar:

Uygulamalı fizik

Dergi:

Turkish Journal of Chemistry 2019 Vol.43 Issue 6, pp.1552-1569

Belge Tipi:

Makale

Yayın Tarihi:

11/2019

Belge Dili:

İngilizce

Document ID (Org No.):

2000725521

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

Novel methylene-tethered tetrahydroquinolines (THQs) and   cyclopenta[bbb]pyridines were synthesized by one-pot multicomponent reactions   of Mannich bases, enolizable ketones, and NH44_{4}OAc in water by an   environmentally friendly K-10 montmorillonite clay-catalyzed reaction. The   cytotoxic activities of   1-(2-methyl-8-methylene-5,6,7,8-tetrahydroquinolin-3-yl)ethanone   (9a), ethyl 2-methyl-8-methylene-5,6,7,8-tetrahydroquinoline-3   carboxylate (9b), and   1-(2-methyl-7-methylene-6,7-dihydro-5HHH-cyclopenta[bbb]pyridin-3-yl)ethanone   (11a) were tested against rat glioblastoma (C6), human breast   cancer (MCF-7), prostate cancer (PC3), neuroblastoma (SH-SY5Y), and mouse   fibroblast (L929) cell lines in a concentration-dependent (50-300  μM) and time-dependent (24-72 h) manner and expressed as IC5050_{50\, }values.   The results showed that compound 9a induced the lowest IC5050_{50\,   }values in all cell lines ranging from 111 ± 1.1 μM to 128   ± 1.3 μM when compared to 9b and 11a after 72   h. As an evaluation of antibacterial properties, a swarming motility assay   was performed with the Pseudomonas aeruginosa PA01 strain and compound 9a showed higher   inhibition of swarming motility.

Makale detayları

Design, synthesis, and antitumor evaluation of novel methylene moiety-tethered tetrahydroquinoline derivatives

Yazarlar: Esaam Hamied Ahmed HANASHALSHAHABY | Canan ÜNALEROĞLU | Ayşe Ak CAN | Alp ÖZGÜN | Bora GARİPCAN

Yayıncı: TUBITAK

Ana Başlıklar: Uygulamalı fizik

Dergi: Turkish Journal of Chemistry 2019 Vol.43 Issue 6, pp.1552-1569

Belge Tipi: Makale

Yayın Tarihi: 11/2019

Belge Dili: İngilizce

Document ID (Org No.): 2000725521

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Esaam Hamied Ahmed HANASHALSHAHABY | Canan ÜNALEROĞLU | Ayşe Ak CAN | Alp ÖZGÜN | Bora GARİPCAN

Yayıncı:

TUBITAK

Ana Başlıklar:

Uygulamalı fizik

Dergi:

Turkish Journal of Chemistry 2019 Vol.43 Issue 6, pp.1552-1569

Belge Tipi:

Makale

Yayın Tarihi:

11/2019

Belge Dili:

İngilizce

Document ID (Org No.):

2000725521

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527