Simple and convenient preparation of novel 6 8 disubstituted quinoline derivatives and their promising anticancer activities
Yazarlar (5)
Salih Ökten Kırıkkale Üniversitesi, Türkiye
Osman Çakmak Gaziosmanpaşa Üniversitesi, Türkiye
Prof. Dr. Ramazan ERENLER Tokat Gaziosmanpaşa Üniversitesi, Türkiye
Önem Yüce Tokat Gaziosmanpaşa Üniversitesi, Türkiye
Prof. Dr. Şaban Tekin Gaziosmanpaşa Üniversitesi, Türkiye
| Makale Türü |
Özgün Makale
(SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
|
||
| Dergi Adı | Turkish Journal of Chemistry (Q3) | ||
| Dergi ISSN | 1300-0527 Dergi Bilgileri (2013) | ||
| Dergi Tarandığı Indeksler | SCI-Expanded | ||
| Makale Dili | İngilizce | Basım Tarihi | 01-2013 |
| Kabul Tarihi | – | Yayınlanma Tarihi | 01-01-2013 |
| Cilt / Sayı / Sayfa | 37 / 6 / 896–908 | DOI | 10.3906/kim-1301-30 |
| Makale Linki | http://online.journals.tubitak.gov.tr/openDoiPdf.htm?mKodu=kim-1301-30 | ||
| UAK Araştırma Alanları |
Organik Kimya
|
||
| Özet |
| A short and easy route is described for 6, 8-disubstituted derivatives of quinoline and 1, 2, 3, 4-tetrahydroquinoli-ne from 6, 8-dibromoquinolines 2 and 7 by various substitution reactions. While copper-promoted substitution of 6, 8-dibromide 2 produced monomethoxides 3 and 4, a prolonged reaction time mainly afforded dimethoxide 6 instead of 5, whose aromatization with DDQ and substitution reaction of dibromide 7 with NaOMe in the presence of CuI also gave rise to dimethoxide 6. Several 6, 8-disubstituted quinolines were obtained by treatment of 6, 8-dibromoquinoline (7) with n-BuLi followed by trapping with an electrophile [Si (Me) _3Cl, S_2 (Me) _2, and DMF]. Furthermore, 7 was also converted to mono and dicyano derivatives. The anticancer activities of compounds 2, 7, 6, 12, 13, 15, and 16 against HeLa, HT29, and C6 tumor cell lines were tested, and 6, 8-dibromo-1, 2, 3, 4-tetrahydroquinoline (2) and 6, 8-dimethoxyquinoline (6) showed significant anticancer activities against the tumor cell lines. |
| Anahtar Kelimeler |
| Anticancer effect | Bromoquinoline | Cyanoquinoline | Lithium-bromine exchange | Methoxyquinoline | Quinoline derivatives |
BM Sürdürülebilir Kalkınma Amaçları
| Atıf Sayıları | |
| Yöksis | 24 |
| Web of Science | 54 |
| Scopus | 53 |
| Google Scholar | 78 |
| TR Dizin | 3 |