Synthesis of B-ring substituted flavones and evaluation of their antitumor and antioxidant activities
Abstract A series of flavones, substituted at the ring B, were synthesized using either Claisen–Schimdt Condensation or Baker–Venkataraman rearrangement. The synthesized compounds were tested for in vitro cytotoxic activity by sulforhodamine B assay against three cell lines of different origin, viz....
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Joshi, Akshada J. [verfasserIn] |
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| Format: |
E-Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2013 |
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| Schlagwörter: |
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| Anmerkung: |
© Springer Science+Business Media New York 2013 |
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| Übergeordnetes Werk: |
Enthalten in: Medicinal chemistry research - Cambridge, Mass. [u.a.] : Birkhäuser Boston, 1991, 22(2013), 9 vom: 06. Jan., Seite 4293-4299 |
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| Übergeordnetes Werk: |
volume:22 ; year:2013 ; number:9 ; day:06 ; month:01 ; pages:4293-4299 |
| Links: |
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| DOI / URN: |
10.1007/s00044-012-0423-1 |
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| Katalog-ID: |
SPR000398926 |
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| 100 | 1 | |a Joshi, Akshada J. |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Synthesis of B-ring substituted flavones and evaluation of their antitumor and antioxidant activities |
| 264 | 1 | |c 2013 | |
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| 520 | |a Abstract A series of flavones, substituted at the ring B, were synthesized using either Claisen–Schimdt Condensation or Baker–Venkataraman rearrangement. The synthesized compounds were tested for in vitro cytotoxic activity by sulforhodamine B assay against three cell lines of different origin, viz. HepG2, MCF-7, and MOLT-4. The compounds were also tested for a possible antioxidant activity by determination of inhibition of lipid peroxidation. Quercetin was taken as a standard for antioxidant activity. Compound 1c showed the highest cytotoxic activity against MCF-7 (GI50 < 0.1 μM) and MOLT-4 (GI50 < 0.1 μM) cell lines and was comparable to adriamycin, the standard used. Compounds 1b, 1g, and 1h also showed promising activity against MCF-7 and MOLT-4 cell lines. In the absence of a hydroxyl group, one or more methoxy groups present on the B-ring (compounds 1c–1e) were major determinants of inhibition of lipid peroxidation. | ||
| 650 | 4 | |a B-ring substituted flavones |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Antitumor activity |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Sulforhodamine B assay |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Antioxidant activity |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Lipid peroxidation |7 (dpeaa)DE-He213 | |
| 700 | 1 | |a Gadhwal, Manoj K. |4 aut | |
| 700 | 1 | |a Joshi, Urmila J. |4 aut | |
| 700 | 1 | |a D’Mello, Priscilla |4 aut | |
| 700 | 1 | |a Sinha, Ragini |4 aut | |
| 700 | 1 | |a Govil, Girjesh |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Medicinal chemistry research |d Cambridge, Mass. [u.a.] : Birkhäuser Boston, 1991 |g 22(2013), 9 vom: 06. Jan., Seite 4293-4299 |w (DE-627)490223427 |w (DE-600)2191978-1 |x 1554-8120 |7 nnns |
| 773 | 1 | 8 | |g volume:22 |g year:2013 |g number:9 |g day:06 |g month:01 |g pages:4293-4299 |
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10.1007/s00044-012-0423-1 doi (DE-627)SPR000398926 (SPR)s00044-012-0423-1-e DE-627 ger DE-627 rakwb eng Joshi, Akshada J. verfasserin aut Synthesis of B-ring substituted flavones and evaluation of their antitumor and antioxidant activities 2013 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer Science+Business Media New York 2013 Abstract A series of flavones, substituted at the ring B, were synthesized using either Claisen–Schimdt Condensation or Baker–Venkataraman rearrangement. The synthesized compounds were tested for in vitro cytotoxic activity by sulforhodamine B assay against three cell lines of different origin, viz. HepG2, MCF-7, and MOLT-4. The compounds were also tested for a possible antioxidant activity by determination of inhibition of lipid peroxidation. Quercetin was taken as a standard for antioxidant activity. Compound 1c showed the highest cytotoxic activity against MCF-7 (GI50 < 0.1 μM) and MOLT-4 (GI50 < 0.1 μM) cell lines and was comparable to adriamycin, the standard used. Compounds 1b, 1g, and 1h also showed promising activity against MCF-7 and MOLT-4 cell lines. In the absence of a hydroxyl group, one or more methoxy groups present on the B-ring (compounds 1c–1e) were major determinants of inhibition of lipid peroxidation. B-ring substituted flavones (dpeaa)DE-He213 Antitumor activity (dpeaa)DE-He213 Sulforhodamine B assay (dpeaa)DE-He213 Antioxidant activity (dpeaa)DE-He213 Lipid peroxidation (dpeaa)DE-He213 Gadhwal, Manoj K. aut Joshi, Urmila J. aut D’Mello, Priscilla aut Sinha, Ragini aut Govil, Girjesh aut Enthalten in Medicinal chemistry research Cambridge, Mass. [u.a.] : Birkhäuser Boston, 1991 22(2013), 9 vom: 06. Jan., Seite 4293-4299 (DE-627)490223427 (DE-600)2191978-1 1554-8120 nnns volume:22 year:2013 number:9 day:06 month:01 pages:4293-4299 https://dx.doi.org/10.1007/s00044-012-0423-1 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 22 2013 9 06 01 4293-4299 |
| spelling |
10.1007/s00044-012-0423-1 doi (DE-627)SPR000398926 (SPR)s00044-012-0423-1-e DE-627 ger DE-627 rakwb eng Joshi, Akshada J. verfasserin aut Synthesis of B-ring substituted flavones and evaluation of their antitumor and antioxidant activities 2013 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer Science+Business Media New York 2013 Abstract A series of flavones, substituted at the ring B, were synthesized using either Claisen–Schimdt Condensation or Baker–Venkataraman rearrangement. The synthesized compounds were tested for in vitro cytotoxic activity by sulforhodamine B assay against three cell lines of different origin, viz. HepG2, MCF-7, and MOLT-4. The compounds were also tested for a possible antioxidant activity by determination of inhibition of lipid peroxidation. Quercetin was taken as a standard for antioxidant activity. Compound 1c showed the highest cytotoxic activity against MCF-7 (GI50 < 0.1 μM) and MOLT-4 (GI50 < 0.1 μM) cell lines and was comparable to adriamycin, the standard used. Compounds 1b, 1g, and 1h also showed promising activity against MCF-7 and MOLT-4 cell lines. In the absence of a hydroxyl group, one or more methoxy groups present on the B-ring (compounds 1c–1e) were major determinants of inhibition of lipid peroxidation. B-ring substituted flavones (dpeaa)DE-He213 Antitumor activity (dpeaa)DE-He213 Sulforhodamine B assay (dpeaa)DE-He213 Antioxidant activity (dpeaa)DE-He213 Lipid peroxidation (dpeaa)DE-He213 Gadhwal, Manoj K. aut Joshi, Urmila J. aut D’Mello, Priscilla aut Sinha, Ragini aut Govil, Girjesh aut Enthalten in Medicinal chemistry research Cambridge, Mass. [u.a.] : Birkhäuser Boston, 1991 22(2013), 9 vom: 06. Jan., Seite 4293-4299 (DE-627)490223427 (DE-600)2191978-1 1554-8120 nnns volume:22 year:2013 number:9 day:06 month:01 pages:4293-4299 https://dx.doi.org/10.1007/s00044-012-0423-1 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 22 2013 9 06 01 4293-4299 |
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B-ring substituted flavones Antitumor activity Sulforhodamine B assay Antioxidant activity Lipid peroxidation |
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Joshi, Akshada J. @@aut@@ Gadhwal, Manoj K. @@aut@@ Joshi, Urmila J. @@aut@@ D’Mello, Priscilla @@aut@@ Sinha, Ragini @@aut@@ Govil, Girjesh @@aut@@ |
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The synthesized compounds were tested for in vitro cytotoxic activity by sulforhodamine B assay against three cell lines of different origin, viz. HepG2, MCF-7, and MOLT-4. The compounds were also tested for a possible antioxidant activity by determination of inhibition of lipid peroxidation. Quercetin was taken as a standard for antioxidant activity. Compound 1c showed the highest cytotoxic activity against MCF-7 (GI50 < 0.1 μM) and MOLT-4 (GI50 < 0.1 μM) cell lines and was comparable to adriamycin, the standard used. Compounds 1b, 1g, and 1h also showed promising activity against MCF-7 and MOLT-4 cell lines. 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Joshi, Akshada J. |
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Joshi, Akshada J. misc B-ring substituted flavones misc Antitumor activity misc Sulforhodamine B assay misc Antioxidant activity misc Lipid peroxidation Synthesis of B-ring substituted flavones and evaluation of their antitumor and antioxidant activities |
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Synthesis of B-ring substituted flavones and evaluation of their antitumor and antioxidant activities B-ring substituted flavones (dpeaa)DE-He213 Antitumor activity (dpeaa)DE-He213 Sulforhodamine B assay (dpeaa)DE-He213 Antioxidant activity (dpeaa)DE-He213 Lipid peroxidation (dpeaa)DE-He213 |
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Synthesis of B-ring substituted flavones and evaluation of their antitumor and antioxidant activities |
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Joshi, Akshada J. Gadhwal, Manoj K. Joshi, Urmila J. D’Mello, Priscilla Sinha, Ragini Govil, Girjesh |
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synthesis of b-ring substituted flavones and evaluation of their antitumor and antioxidant activities |
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Synthesis of B-ring substituted flavones and evaluation of their antitumor and antioxidant activities |
| abstract |
Abstract A series of flavones, substituted at the ring B, were synthesized using either Claisen–Schimdt Condensation or Baker–Venkataraman rearrangement. The synthesized compounds were tested for in vitro cytotoxic activity by sulforhodamine B assay against three cell lines of different origin, viz. HepG2, MCF-7, and MOLT-4. The compounds were also tested for a possible antioxidant activity by determination of inhibition of lipid peroxidation. Quercetin was taken as a standard for antioxidant activity. Compound 1c showed the highest cytotoxic activity against MCF-7 (GI50 < 0.1 μM) and MOLT-4 (GI50 < 0.1 μM) cell lines and was comparable to adriamycin, the standard used. Compounds 1b, 1g, and 1h also showed promising activity against MCF-7 and MOLT-4 cell lines. In the absence of a hydroxyl group, one or more methoxy groups present on the B-ring (compounds 1c–1e) were major determinants of inhibition of lipid peroxidation. © Springer Science+Business Media New York 2013 |
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Abstract A series of flavones, substituted at the ring B, were synthesized using either Claisen–Schimdt Condensation or Baker–Venkataraman rearrangement. The synthesized compounds were tested for in vitro cytotoxic activity by sulforhodamine B assay against three cell lines of different origin, viz. HepG2, MCF-7, and MOLT-4. The compounds were also tested for a possible antioxidant activity by determination of inhibition of lipid peroxidation. Quercetin was taken as a standard for antioxidant activity. Compound 1c showed the highest cytotoxic activity against MCF-7 (GI50 < 0.1 μM) and MOLT-4 (GI50 < 0.1 μM) cell lines and was comparable to adriamycin, the standard used. Compounds 1b, 1g, and 1h also showed promising activity against MCF-7 and MOLT-4 cell lines. In the absence of a hydroxyl group, one or more methoxy groups present on the B-ring (compounds 1c–1e) were major determinants of inhibition of lipid peroxidation. © Springer Science+Business Media New York 2013 |
| abstract_unstemmed |
Abstract A series of flavones, substituted at the ring B, were synthesized using either Claisen–Schimdt Condensation or Baker–Venkataraman rearrangement. The synthesized compounds were tested for in vitro cytotoxic activity by sulforhodamine B assay against three cell lines of different origin, viz. HepG2, MCF-7, and MOLT-4. The compounds were also tested for a possible antioxidant activity by determination of inhibition of lipid peroxidation. Quercetin was taken as a standard for antioxidant activity. Compound 1c showed the highest cytotoxic activity against MCF-7 (GI50 < 0.1 μM) and MOLT-4 (GI50 < 0.1 μM) cell lines and was comparable to adriamycin, the standard used. Compounds 1b, 1g, and 1h also showed promising activity against MCF-7 and MOLT-4 cell lines. In the absence of a hydroxyl group, one or more methoxy groups present on the B-ring (compounds 1c–1e) were major determinants of inhibition of lipid peroxidation. © Springer Science+Business Media New York 2013 |
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Synthesis of B-ring substituted flavones and evaluation of their antitumor and antioxidant activities |
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https://dx.doi.org/10.1007/s00044-012-0423-1 |
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Gadhwal, Manoj K. Joshi, Urmila J. D’Mello, Priscilla Sinha, Ragini Govil, Girjesh |
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| score |
7.400943 |