Design, synthesis and biological evaluation of imidazo[1,5-a]pyridine-PBD conjugates as potential DNA-directed alkylating agentsElectronic supplementary information (ESI) available. See DOI: 10.1039/c2md20219k
A series of novel imidazo[1,5- a ]pyridine-PBD conjugates were synthesized and evaluated for their antitumor activity in breast cancer cell line (MCF-7). Interestingly, all the compounds showed enhanced DNA binding ability. These conjugates showed significant antitumor activity as deduced by MTT cel...
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| creator | Kamal, Ahmed Ramakrishna, G Ramaiah, M. Janaki Viswanath, A Rao, A. V. Subba Bagul, Chandrakant Mukhopadyay, Debasmitha Pushpavalli, S. N. C. V. L Pal-Bhadra, Manika |
| description | A series of novel imidazo[1,5-
a
]pyridine-PBD conjugates were synthesized and evaluated for their antitumor activity in breast cancer cell line (MCF-7). Interestingly, all the compounds showed enhanced DNA binding ability. These conjugates showed significant antitumor activity as deduced by MTT cell proliferation assay and amongst them, compounds
13f
and
13g
exhibit promising antitumor activity. G2/M phase cell cycle arrest was observed on the treatment of breast cancer cells (MCF-7) with 2 μM concentration of these compounds. Moreover, accumulation of cells in the G0 (apoptotic) phase was observed upon increase of their concentration to 4 μM. These compounds also induced the expression of proteins involved in apoptosis and DNA damage such as p53, p21 and γ-H2AX.
In silico
binding studies of compound
13g
with DNA was performed to understand the mode of interactions and we observed that compound
13g
binds well with the minor groove of DNA.
A series of imidazo[1,5-
a
]pyridine-PBD conjugates
13a-l
have been prepared and evaluated for their anticancer activity. |
| doi_str_mv | 10.1039/c2md20219k |
| format | Article |
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a
]pyridine-PBD conjugates were synthesized and evaluated for their antitumor activity in breast cancer cell line (MCF-7). Interestingly, all the compounds showed enhanced DNA binding ability. These conjugates showed significant antitumor activity as deduced by MTT cell proliferation assay and amongst them, compounds
13f
and
13g
exhibit promising antitumor activity. G2/M phase cell cycle arrest was observed on the treatment of breast cancer cells (MCF-7) with 2 μM concentration of these compounds. Moreover, accumulation of cells in the G0 (apoptotic) phase was observed upon increase of their concentration to 4 μM. These compounds also induced the expression of proteins involved in apoptosis and DNA damage such as p53, p21 and γ-H2AX.
In silico
binding studies of compound
13g
with DNA was performed to understand the mode of interactions and we observed that compound
13g
binds well with the minor groove of DNA.
A series of imidazo[1,5-
a
]pyridine-PBD conjugates
13a-l
have been prepared and evaluated for their anticancer activity.</description><identifier>ISSN: 2040-2503</identifier><identifier>EISSN: 2040-2511</identifier><identifier>DOI: 10.1039/c2md20219k</identifier><language>eng</language><creationdate>2013-03</creationdate><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Kamal, Ahmed</creatorcontrib><creatorcontrib>Ramakrishna, G</creatorcontrib><creatorcontrib>Ramaiah, M. Janaki</creatorcontrib><creatorcontrib>Viswanath, A</creatorcontrib><creatorcontrib>Rao, A. V. Subba</creatorcontrib><creatorcontrib>Bagul, Chandrakant</creatorcontrib><creatorcontrib>Mukhopadyay, Debasmitha</creatorcontrib><creatorcontrib>Pushpavalli, S. N. C. V. L</creatorcontrib><creatorcontrib>Pal-Bhadra, Manika</creatorcontrib><title>Design, synthesis and biological evaluation of imidazo[1,5-a]pyridine-PBD conjugates as potential DNA-directed alkylating agentsElectronic supplementary information (ESI) available. See DOI: 10.1039/c2md20219k</title><description>A series of novel imidazo[1,5-
a
]pyridine-PBD conjugates were synthesized and evaluated for their antitumor activity in breast cancer cell line (MCF-7). Interestingly, all the compounds showed enhanced DNA binding ability. These conjugates showed significant antitumor activity as deduced by MTT cell proliferation assay and amongst them, compounds
13f
and
13g
exhibit promising antitumor activity. G2/M phase cell cycle arrest was observed on the treatment of breast cancer cells (MCF-7) with 2 μM concentration of these compounds. Moreover, accumulation of cells in the G0 (apoptotic) phase was observed upon increase of their concentration to 4 μM. These compounds also induced the expression of proteins involved in apoptosis and DNA damage such as p53, p21 and γ-H2AX.
In silico
binding studies of compound
13g
with DNA was performed to understand the mode of interactions and we observed that compound
13g
binds well with the minor groove of DNA.
A series of imidazo[1,5-
a
]pyridine-PBD conjugates
13a-l
have been prepared and evaluated for their anticancer activity.</description><issn>2040-2503</issn><issn>2040-2511</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFj0FLw0AQhRdRsNRevAvjTaGpm6SF1puaiL2oUG8iYbq7idNudsNuUoj_0n_kgqIHQecyj3mP7zGMHcd8EvN0cSGSWiY8iRfbPTZI-JRHySyO9781Tw_ZyPsND5Mm8_liOmDvmfJUmTH43rSvQXtAI2FNVtuKBGpQO9QdtmQN2BKoJolv9jkezyJ8aXpHkoyKHq8zENZsugpbFRAeGtsq01IAZPdXkSSnRKskoN72OtBMBViFgM91MJw1JMB3TaNVHa7oeiBTWld_Fp_lq-U54A5J41qrCayUguxheQm_fz9iByVqr0Zfe8hObvOnm7vIeVE0juoAL37i6ZCd_uUXjSzT_xgf3yV5aQ</recordid><startdate>20130327</startdate><enddate>20130327</enddate><creator>Kamal, Ahmed</creator><creator>Ramakrishna, G</creator><creator>Ramaiah, M. Janaki</creator><creator>Viswanath, A</creator><creator>Rao, A. V. Subba</creator><creator>Bagul, Chandrakant</creator><creator>Mukhopadyay, Debasmitha</creator><creator>Pushpavalli, S. N. C. V. L</creator><creator>Pal-Bhadra, Manika</creator><scope/></search><sort><creationdate>20130327</creationdate><title>Design, synthesis and biological evaluation of imidazo[1,5-a]pyridine-PBD conjugates as potential DNA-directed alkylating agentsElectronic supplementary information (ESI) available. See DOI: 10.1039/c2md20219k</title><author>Kamal, Ahmed ; Ramakrishna, G ; Ramaiah, M. Janaki ; Viswanath, A ; Rao, A. V. Subba ; Bagul, Chandrakant ; Mukhopadyay, Debasmitha ; Pushpavalli, S. N. C. V. L ; Pal-Bhadra, Manika</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c2md20219k3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kamal, Ahmed</creatorcontrib><creatorcontrib>Ramakrishna, G</creatorcontrib><creatorcontrib>Ramaiah, M. Janaki</creatorcontrib><creatorcontrib>Viswanath, A</creatorcontrib><creatorcontrib>Rao, A. V. Subba</creatorcontrib><creatorcontrib>Bagul, Chandrakant</creatorcontrib><creatorcontrib>Mukhopadyay, Debasmitha</creatorcontrib><creatorcontrib>Pushpavalli, S. N. C. V. L</creatorcontrib><creatorcontrib>Pal-Bhadra, Manika</creatorcontrib></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kamal, Ahmed</au><au>Ramakrishna, G</au><au>Ramaiah, M. Janaki</au><au>Viswanath, A</au><au>Rao, A. V. Subba</au><au>Bagul, Chandrakant</au><au>Mukhopadyay, Debasmitha</au><au>Pushpavalli, S. N. C. V. L</au><au>Pal-Bhadra, Manika</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design, synthesis and biological evaluation of imidazo[1,5-a]pyridine-PBD conjugates as potential DNA-directed alkylating agentsElectronic supplementary information (ESI) available. See DOI: 10.1039/c2md20219k</atitle><date>2013-03-27</date><risdate>2013</risdate><volume>4</volume><issue>4</issue><spage>697</spage><epage>73</epage><pages>697-73</pages><issn>2040-2503</issn><eissn>2040-2511</eissn><abstract>A series of novel imidazo[1,5-
a
]pyridine-PBD conjugates were synthesized and evaluated for their antitumor activity in breast cancer cell line (MCF-7). Interestingly, all the compounds showed enhanced DNA binding ability. These conjugates showed significant antitumor activity as deduced by MTT cell proliferation assay and amongst them, compounds
13f
and
13g
exhibit promising antitumor activity. G2/M phase cell cycle arrest was observed on the treatment of breast cancer cells (MCF-7) with 2 μM concentration of these compounds. Moreover, accumulation of cells in the G0 (apoptotic) phase was observed upon increase of their concentration to 4 μM. These compounds also induced the expression of proteins involved in apoptosis and DNA damage such as p53, p21 and γ-H2AX.
In silico
binding studies of compound
13g
with DNA was performed to understand the mode of interactions and we observed that compound
13g
binds well with the minor groove of DNA.
A series of imidazo[1,5-
a
]pyridine-PBD conjugates
13a-l
have been prepared and evaluated for their anticancer activity.</abstract><doi>10.1039/c2md20219k</doi><tpages>7</tpages></addata></record> |
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| source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
| title | Design, synthesis and biological evaluation of imidazo[1,5-a]pyridine-PBD conjugates as potential DNA-directed alkylating agentsElectronic supplementary information (ESI) available. See DOI: 10.1039/c2md20219k |
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