Aryloxy cyclohexyl imidazoles: A novel class of antileishmanial agents
A series of aryloxy cyclohexane-based mono and bis imidazoles were synthesized and evaluated both in vitro and in vivo against Leishmania donovani. All the 13 compounds displayed very promising in vitro activity while one compound showed significant in vivo activity. Thirteen novel aryloxy cyclohexa...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2009-01, Vol.19 (2), p.324-327 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Srinivas, Nagarapu Palne, Shraddha Nishi Gupta, Suman Bhandari, Kalpana |
| description | A series of aryloxy cyclohexane-based mono and bis imidazoles were synthesized and evaluated both in vitro and in vivo against
Leishmania donovani. All the 13 compounds displayed very promising in vitro activity while one compound showed significant in vivo activity.
Thirteen novel aryloxy cyclohexane-based mono and bis imidazoles were synthesized and evaluated in vitro as antileishmanials against
Leishmania donovani and cytotoxicity assessed. These compounds were better than the existing drugs, sodium stibogluconate and pentamidine in respect to IC
50 and SI values. Promising compounds were tested further in vivo. Among all, the bis methylimidazole with 2-fluoro, 4-nitro aryloxy group (
9) exhibited significant in vivo inhibition of 77.9%, thus providing new structural lead for antileishmanials. |
| doi_str_mv | 10.1016/j.bmcl.2008.11.094 |
| format | Article |
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Leishmania donovani. All the 13 compounds displayed very promising in vitro activity while one compound showed significant in vivo activity.
Thirteen novel aryloxy cyclohexane-based mono and bis imidazoles were synthesized and evaluated in vitro as antileishmanials against
Leishmania donovani and cytotoxicity assessed. These compounds were better than the existing drugs, sodium stibogluconate and pentamidine in respect to IC
50 and SI values. Promising compounds were tested further in vivo. Among all, the bis methylimidazole with 2-fluoro, 4-nitro aryloxy group (
9) exhibited significant in vivo inhibition of 77.9%, thus providing new structural lead for antileishmanials.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2008.11.094</identifier><identifier>PMID: 19091566</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Animals ; Animals, Genetically Modified ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Antiparasitic agents ; Antiprotozoal Agents - chemical synthesis ; Antiprotozoal Agents - chemistry ; Antiprotozoal Agents - pharmacology ; Aryloxy cyclohexane ; Azoles ; Biological and medical sciences ; Imidazoles ; Imidazoles - chemical synthesis ; Imidazoles - chemistry ; Imidazoles - pharmacology ; Leishmania ; Leishmania donovani ; Leishmania donovani - drug effects ; Magnetic Resonance Spectroscopy ; Medical sciences ; Pharmacology. Drug treatments</subject><ispartof>Bioorganic & medicinal chemistry letters, 2009-01, Vol.19 (2), p.324-327</ispartof><rights>2008 Elsevier Ltd</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c415t-495c3b83d940ee3cac4da67e9d67c54f7ae9df00a5e383b281426dd2c84505c73</citedby><cites>FETCH-LOGICAL-c415t-495c3b83d940ee3cac4da67e9d67c54f7ae9df00a5e383b281426dd2c84505c73</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X08014728$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=21030459$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19091566$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Srinivas, Nagarapu</creatorcontrib><creatorcontrib>Palne, Shraddha</creatorcontrib><creatorcontrib>Nishi</creatorcontrib><creatorcontrib>Gupta, Suman</creatorcontrib><creatorcontrib>Bhandari, Kalpana</creatorcontrib><title>Aryloxy cyclohexyl imidazoles: A novel class of antileishmanial agents</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>A series of aryloxy cyclohexane-based mono and bis imidazoles were synthesized and evaluated both in vitro and in vivo against
Leishmania donovani. All the 13 compounds displayed very promising in vitro activity while one compound showed significant in vivo activity.
Thirteen novel aryloxy cyclohexane-based mono and bis imidazoles were synthesized and evaluated in vitro as antileishmanials against
Leishmania donovani and cytotoxicity assessed. These compounds were better than the existing drugs, sodium stibogluconate and pentamidine in respect to IC
50 and SI values. Promising compounds were tested further in vivo. Among all, the bis methylimidazole with 2-fluoro, 4-nitro aryloxy group (
9) exhibited significant in vivo inhibition of 77.9%, thus providing new structural lead for antileishmanials.</description><subject>Animals</subject><subject>Animals, Genetically Modified</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Antiparasitic agents</subject><subject>Antiprotozoal Agents - chemical synthesis</subject><subject>Antiprotozoal Agents - chemistry</subject><subject>Antiprotozoal Agents - pharmacology</subject><subject>Aryloxy cyclohexane</subject><subject>Azoles</subject><subject>Biological and medical sciences</subject><subject>Imidazoles</subject><subject>Imidazoles - chemical synthesis</subject><subject>Imidazoles - chemistry</subject><subject>Imidazoles - pharmacology</subject><subject>Leishmania</subject><subject>Leishmania donovani</subject><subject>Leishmania donovani - drug effects</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Pharmacology. 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Drug treatments</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Srinivas, Nagarapu</creatorcontrib><creatorcontrib>Palne, Shraddha</creatorcontrib><creatorcontrib>Nishi</creatorcontrib><creatorcontrib>Gupta, Suman</creatorcontrib><creatorcontrib>Bhandari, Kalpana</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Srinivas, Nagarapu</au><au>Palne, Shraddha</au><au>Nishi</au><au>Gupta, Suman</au><au>Bhandari, Kalpana</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Aryloxy cyclohexyl imidazoles: A novel class of antileishmanial agents</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2009-01-15</date><risdate>2009</risdate><volume>19</volume><issue>2</issue><spage>324</spage><epage>327</epage><pages>324-327</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>A series of aryloxy cyclohexane-based mono and bis imidazoles were synthesized and evaluated both in vitro and in vivo against
Leishmania donovani. All the 13 compounds displayed very promising in vitro activity while one compound showed significant in vivo activity.
Thirteen novel aryloxy cyclohexane-based mono and bis imidazoles were synthesized and evaluated in vitro as antileishmanials against
Leishmania donovani and cytotoxicity assessed. These compounds were better than the existing drugs, sodium stibogluconate and pentamidine in respect to IC
50 and SI values. Promising compounds were tested further in vivo. Among all, the bis methylimidazole with 2-fluoro, 4-nitro aryloxy group (
9) exhibited significant in vivo inhibition of 77.9%, thus providing new structural lead for antileishmanials.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>19091566</pmid><doi>10.1016/j.bmcl.2008.11.094</doi><tpages>4</tpages></addata></record> |
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| subjects | Animals Animals, Genetically Modified Antibiotics. Antiinfectious agents. Antiparasitic agents Antiparasitic agents Antiprotozoal Agents - chemical synthesis Antiprotozoal Agents - chemistry Antiprotozoal Agents - pharmacology Aryloxy cyclohexane Azoles Biological and medical sciences Imidazoles Imidazoles - chemical synthesis Imidazoles - chemistry Imidazoles - pharmacology Leishmania Leishmania donovani Leishmania donovani - drug effects Magnetic Resonance Spectroscopy Medical sciences Pharmacology. Drug treatments |
| title | Aryloxy cyclohexyl imidazoles: A novel class of antileishmanial agents |
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