Synthesis of new 7-benzothiazol-2-yl quinolone derivatives as antitumor agents
Journal of Chemical and Pharmaceutical Research, 2016, 8(1):503-509 • 2016
معلومات البحث
المؤلفون
S. A. Hussein, H. Abd El Maksoud, K. A. Moustafa, M. M. Afify, Mohamed Sadek
Abdel-Bakky3,4 and Mohamed A. Abdelgawad
الكلمات المفتاحية
quinolone, Benzothiazole, MCF7, Breast cancer
المجلة العلمية
Journal of Chemical and Pharmaceutical Research, 2016, 8(1):503-509
الناشر
Journal of Chemical and Pharmaceutical Research,
المجلد
8
العدد
1
الصفحات
503-509
publication.type
International
رابط البحث
Not Available
المواد المرفقة
Not Available
الملخص
In this work, 3-benzothazol-2-yl-phenylamine(1)was synthesized through the reaction of 2-aminothiophenol and 3-
aminobenzoic acid using polyphosphoric acid as dehydrating agent, and used as start for the preparation of the
target compounds IV and V. Benzothiazolyl-phenylamine1was reacted with ethoxymethylene diethyl malonate ester
(EMME) to afford compound II which was thermally cyclized in diphenyl ether to give 7-benzothizol-2-ylquinolone
III. Benzaothiazolylquinolone IV was synthesized from the reflux of 7-benzothizol-2-ylquinolone III with POCl5. The
nucleophillic substitution of chloride anion of 7-benzothizol-2-ylchloroquinolone IVwith p-toluidine was preceded
by using anhydrous potassium carbonate in DMF. Compounds IV and V were screened for antitumor activity
against breast carcinoma cell line (MCF-7). The IC 50% of compounds IV and V were 0.066 and 0.056 umol/mL
respectively and showed high activity in comparison to 0.065 umol/mL standard A . The structure of the compounds
IV and V was confirmed using IR, NMR, mass spectroscopy and elemental analysis.
aminobenzoic acid using polyphosphoric acid as dehydrating agent, and used as start for the preparation of the
target compounds IV and V. Benzothiazolyl-phenylamine1was reacted with ethoxymethylene diethyl malonate ester
(EMME) to afford compound II which was thermally cyclized in diphenyl ether to give 7-benzothizol-2-ylquinolone
III. Benzaothiazolylquinolone IV was synthesized from the reflux of 7-benzothizol-2-ylquinolone III with POCl5. The
nucleophillic substitution of chloride anion of 7-benzothizol-2-ylchloroquinolone IVwith p-toluidine was preceded
by using anhydrous potassium carbonate in DMF. Compounds IV and V were screened for antitumor activity
against breast carcinoma cell line (MCF-7). The IC 50% of compounds IV and V were 0.066 and 0.056 umol/mL
respectively and showed high activity in comparison to 0.065 umol/mL standard A . The structure of the compounds
IV and V was confirmed using IR, NMR, mass spectroscopy and elemental analysis.
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