oxidative aromatization, cytotoxic activity evaluation and conformational study of novel 7-aryl-10, 11-dihydro-7h-chromeno [4, 3-b]quinoline-6, 8(9h, 12h)-dione derivatives
نویسندگان
چکیده
in the present work, novel 7-aryl-10, 11-dihydro-7h-chromeno [4, 3-b]quinoline-6, 8(9h, 12h)-dione derivatives were synthesized by oxidation of 7-aryl-8, 9, 10, 12-tetrahydro-7h-chromeno[4, 3-b]quinoline-6, 8-diones in the presence of silica sulfuric acid/nano2 with yields of 64-74%. cytotoxic activity of synthesized compounds was assessed on three different human cancer cell lines (k562, ls180, and mcf-7). synthesized compounds showed moderate cytotoxic activities. the most active one apeared to be 2e, containing a methoxy group on the meta position of phenyl ring (ic50 range in different cell lines: 11.1–55.7 µm). furthermore; comparison of the cytotoxic activity of these novel oxidized derivatives with non-oxidized counterparts revealed that oxidation of dihydropyridine ring to pyridine, improves the activity especially in ls180 cell line. conformational analysis revealed that some conformational aspects of oxidized derivatives such as orientation of c7-aryl substitute were clearly different from non-oxidized ones.
منابع مشابه
Oxidative Aromatization, Cytotoxic Activity Evaluation and Conformational Study of Novel 7-aryl-10, 11-dihydro-7H-chromeno [4, 3-b]quinoline-6, 8(9H, 12H)-dione derivatives
In the present work, novel 7-aryl-10, 11-dihydro-7H-chromeno [4, 3-b]quinoline-6, 8(9H, 12H)-dione derivatives were synthesized by oxidation of 7-aryl-8, 9, 10, 12-tetrahydro-7H-chromeno[4, 3-b]quinoline-6, 8-diones in the presence of silica sulfuric acid/NaNO2 with yields of 64-74%. Cytotoxic activity of synthesized compounds was assessed on three different human cancer cell lines (K562, LS180...
متن کاملOxidative Aromatization, Cytotoxic Activity Evaluation and Conformational Study of Novel 7-aryl-10, 11-dihydro-7H-chromeno [4, 3-b]quinoline-6, 8(9H, 12H)-dione derivatives
In the present work, novel 7-aryl-10, 11-dihydro-7H-chromeno [4, 3-b]quinoline-6, 8(9H, 12H)-dione derivatives were synthesized by oxidation of 7-aryl-8, 9, 10, 12-tetrahydro-7H-chromeno[4, 3-b]quinoline-6, 8-diones in the presence of silica sulfuric acid/NaNO2 with yields of 64-74%. Cytotoxic activity of synthesized compounds was assessed on three different human cancer cell lines (K562, LS180...
متن کاملOxidative Aromatization, Cytotoxic Activity Evaluation and Conformational Study of Novel 7-aryl-10, 11-dihydro-7H-chromeno [4, 3-b]quinoline-6, 8(9H, 12H)-dione Derivatives.
In the present work, novel 7-aryl-10, 11-dihydro-7H-chromeno [4, 3-b]quinoline-6, 8(9H, 12H)-dione derivatives were synthesized by oxidation of 7-aryl-8, 9, 10, 12-tetrahydro-7H-chromeno[4, 3-b]quinoline-6, 8-diones in the presence of silica sulfuric acid/NaNO2 with yields of 64-74%. Cytotoxic activity of synthesized compounds was assessed on three different human cancer cell lines (K562, LS180...
متن کاملSynthesis of new polyurethanes based on 5, 6, 7, 8 – tetrabromo – 2, 3 – dihydro – 1, 4 – phthalazine dione
In this work, 5,6,7,8-Tetrabromo-2,3-dihydro-2,3-bis(2-hydroxyethyl)phthalazine-1,4-dione is synthesized by the reaction of 5,6,7,8-tetrabromo-2,3-dihydrophthalazine-1,4-dione with 2-bromoethanol in the presence of triethylamine. The obtained monomer was polymerized with different diisocyanates, including hexamethylenediisocyanate (HMDI), tolylene-2,4-diisocyanate (TDI), isophoronediisocyanate ...
متن کامل2-Chloro-8,8-dimethyl-8,9-dihydro-7H-chromeno[2,3-b]quinoline-10,12-dione
The asymmetric unit of the title compound, C(18)H(14)ClNO(3), contains two independent mol-ecules (A and B). In both mol-ecules, the cyclo-hexa-none ring has a chair conformation. The dihedral angles between the pyran ring and the pyridine and chloro-phenyl rings are 2.13 (9) and 2.19 (9)°, respectively, in A, and 0.82 (9) and 1.93 (9)°, respectively, in B. The carbonyl O atoms deviate from the...
متن کامل8,8-Dimethyl-8,9-dihydro-7H-chromeno[2,3-b]quinoline-10,12-dione
In the title compound, C(18)H(15)NO(3), the fused benzopyran and pyridine rings are essentially coplanar [r.m.s. deviation = 0.0533 Å with a maximum deviation of 0.080 (1) Å for a benzene C atom]. The cyclo-hexa-none ring adopts an envelope conformation with the dimethyl-substituted C atom 0.660 (2) Å out of the plane formed by the remaining ring atoms (r.m.s. deviation = 0.0305 Å). The dihedra...
متن کاملمنابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
iranian journal of pharmaceutical researchجلد ۱۳، شماره ۱، صفحات ۱۰۳-۱۱۴
میزبانی شده توسط پلتفرم ابری doprax.com
copyright © 2015-2023