Click inspired synthesis of hexa and octadecavalent peripheral galactosylated glycodendrimers and their possible therapeutic applications
A Cu( i )-catalyzed azide-alkyne 1,3-dipolar cycloaddition reaction (CuAAC) has been utilized for the synthesis of novel glycodendrimers containing a rigid hexapropargyloxy benzene centered core with 6- and 18-peripheral β- d -galactopyranosidic units. Structures of the novel glycodendrimers and int...
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| Veröffentlicht in: | New journal of chemistry 2019-08, Vol.43 (31), p.12475-12482 |
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| container_end_page | 12482 |
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| container_issue | 31 |
| container_start_page | 12475 |
| container_title | New journal of chemistry |
| container_volume | 43 |
| creator | Agrahari, Anand K Singh, Anoop S Singh, Ashish Kumar Mishra, Nidhi Singh, Mala Prakash, Pradyot Tiwari, Vinod K |
| description | A Cu(
i
)-catalyzed azide-alkyne 1,3-dipolar cycloaddition reaction (CuAAC) has been utilized for the synthesis of novel glycodendrimers containing a rigid hexapropargyloxy benzene centered core with 6- and 18-peripheral β-
d
-galactopyranosidic units. Structures of the novel glycodendrimers and intermediates were well elucidated using nuclear magnetic resonance and infrared spectroscopies, matrix assisted laser desorption/ionization mass spectrometry, and size-exclusion chromatography. The therapeutic evaluations of the developed glycodendrimers were investigated and they were found to have good potential as anti-bacterial, anti-biofilm, and anti-tumour agents.
Click inspired glycodendrimers comprising a rigid hexapropargyloxy benzene core with peripheral β-
d
-galactopyranosidic units were developed and evaluated for their therapeutic potential. |
| doi_str_mv | 10.1039/c9nj02564b |
| format | Article |
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i
)-catalyzed azide-alkyne 1,3-dipolar cycloaddition reaction (CuAAC) has been utilized for the synthesis of novel glycodendrimers containing a rigid hexapropargyloxy benzene centered core with 6- and 18-peripheral β-
d
-galactopyranosidic units. Structures of the novel glycodendrimers and intermediates were well elucidated using nuclear magnetic resonance and infrared spectroscopies, matrix assisted laser desorption/ionization mass spectrometry, and size-exclusion chromatography. The therapeutic evaluations of the developed glycodendrimers were investigated and they were found to have good potential as anti-bacterial, anti-biofilm, and anti-tumour agents.
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d
-galactopyranosidic units were developed and evaluated for their therapeutic potential.</description><identifier>ISSN: 1144-0546</identifier><identifier>EISSN: 1369-9261</identifier><identifier>DOI: 10.1039/c9nj02564b</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Alkynes ; Anticancer properties ; Antiinfectives and antibacterials ; Benzene ; Crystallography ; Cycloaddition ; Infrared lasers ; Ions ; Mass spectrometry ; NMR ; Nuclear magnetic resonance ; Size exclusion chromatography</subject><ispartof>New journal of chemistry, 2019-08, Vol.43 (31), p.12475-12482</ispartof><rights>Copyright Royal Society of Chemistry 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c281t-e8c867be29fb8303875c647881f00d6f5b89ae66e6db2e2b3d7fed4a0e5881d63</citedby><cites>FETCH-LOGICAL-c281t-e8c867be29fb8303875c647881f00d6f5b89ae66e6db2e2b3d7fed4a0e5881d63</cites><orcidid>0000-0001-9244-8889 ; 0000-0003-3622-4295</orcidid></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>Agrahari, Anand K</creatorcontrib><creatorcontrib>Singh, Anoop S</creatorcontrib><creatorcontrib>Singh, Ashish Kumar</creatorcontrib><creatorcontrib>Mishra, Nidhi</creatorcontrib><creatorcontrib>Singh, Mala</creatorcontrib><creatorcontrib>Prakash, Pradyot</creatorcontrib><creatorcontrib>Tiwari, Vinod K</creatorcontrib><title>Click inspired synthesis of hexa and octadecavalent peripheral galactosylated glycodendrimers and their possible therapeutic applications</title><title>New journal of chemistry</title><description>A Cu(
i
)-catalyzed azide-alkyne 1,3-dipolar cycloaddition reaction (CuAAC) has been utilized for the synthesis of novel glycodendrimers containing a rigid hexapropargyloxy benzene centered core with 6- and 18-peripheral β-
d
-galactopyranosidic units. Structures of the novel glycodendrimers and intermediates were well elucidated using nuclear magnetic resonance and infrared spectroscopies, matrix assisted laser desorption/ionization mass spectrometry, and size-exclusion chromatography. The therapeutic evaluations of the developed glycodendrimers were investigated and they were found to have good potential as anti-bacterial, anti-biofilm, and anti-tumour agents.
Click inspired glycodendrimers comprising a rigid hexapropargyloxy benzene core with peripheral β-
d
-galactopyranosidic units were developed and evaluated for their therapeutic potential.</description><subject>Alkynes</subject><subject>Anticancer properties</subject><subject>Antiinfectives and antibacterials</subject><subject>Benzene</subject><subject>Crystallography</subject><subject>Cycloaddition</subject><subject>Infrared lasers</subject><subject>Ions</subject><subject>Mass spectrometry</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Size exclusion chromatography</subject><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNpFkU1PwzAMhiMEEmNw4Y4UiRtSIelH2h5h4lMILnCu0sTdMkISkgzRn8C_JtsQnGxLj1_brxE6puSckqK9EK1ZkrxiZb-DJrRgbdbmjO6mnJZlRqqS7aODEJaEUFozOkHfM63EG1YmOOVB4jCauICgArYDXsAXx9xIbEXkEgT_5BpMxA68cgvwXOM511xEG0bNY2qf61FYCUZ69Q4-bJqTnvLY2RBUr2Fdeu5gFZXA3Lk0nkdlTThEewPXAY5-4xS93ly_zO6yx-fb-9nlYybyhsYMGtGwuoe8HfqmIEVTV4KVddPQgRDJhqpvWg6MAZN9DnlfyHoAWXICVWIkK6bodKvrvP1YQYjd0q68SSO7PGdJsmyLNXW2pYRPi3sYOpdO4n7sKOnWVnez9ulhY_VVgk-2sA_ij_t_RfED3Sx_Yw</recordid><startdate>20190805</startdate><enddate>20190805</enddate><creator>Agrahari, Anand K</creator><creator>Singh, Anoop S</creator><creator>Singh, Ashish Kumar</creator><creator>Mishra, Nidhi</creator><creator>Singh, Mala</creator><creator>Prakash, Pradyot</creator><creator>Tiwari, Vinod K</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>H9R</scope><scope>JG9</scope><scope>KA0</scope><orcidid>https://orcid.org/0000-0001-9244-8889</orcidid><orcidid>https://orcid.org/0000-0003-3622-4295</orcidid></search><sort><creationdate>20190805</creationdate><title>Click inspired synthesis of hexa and octadecavalent peripheral galactosylated glycodendrimers and their possible therapeutic applications</title><author>Agrahari, Anand K ; Singh, Anoop S ; Singh, Ashish Kumar ; Mishra, Nidhi ; Singh, Mala ; Prakash, Pradyot ; Tiwari, Vinod K</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c281t-e8c867be29fb8303875c647881f00d6f5b89ae66e6db2e2b3d7fed4a0e5881d63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Alkynes</topic><topic>Anticancer properties</topic><topic>Antiinfectives and antibacterials</topic><topic>Benzene</topic><topic>Crystallography</topic><topic>Cycloaddition</topic><topic>Infrared lasers</topic><topic>Ions</topic><topic>Mass spectrometry</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Size exclusion chromatography</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Agrahari, Anand K</creatorcontrib><creatorcontrib>Singh, Anoop S</creatorcontrib><creatorcontrib>Singh, Ashish Kumar</creatorcontrib><creatorcontrib>Mishra, Nidhi</creatorcontrib><creatorcontrib>Singh, Mala</creatorcontrib><creatorcontrib>Prakash, Pradyot</creatorcontrib><creatorcontrib>Tiwari, Vinod K</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Illustrata: Natural Sciences</collection><collection>Materials Research Database</collection><collection>ProQuest Illustrata: Technology Collection</collection><jtitle>New journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Agrahari, Anand K</au><au>Singh, Anoop S</au><au>Singh, Ashish Kumar</au><au>Mishra, Nidhi</au><au>Singh, Mala</au><au>Prakash, Pradyot</au><au>Tiwari, Vinod K</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Click inspired synthesis of hexa and octadecavalent peripheral galactosylated glycodendrimers and their possible therapeutic applications</atitle><jtitle>New journal of chemistry</jtitle><date>2019-08-05</date><risdate>2019</risdate><volume>43</volume><issue>31</issue><spage>12475</spage><epage>12482</epage><pages>12475-12482</pages><issn>1144-0546</issn><eissn>1369-9261</eissn><abstract>A Cu(
i
)-catalyzed azide-alkyne 1,3-dipolar cycloaddition reaction (CuAAC) has been utilized for the synthesis of novel glycodendrimers containing a rigid hexapropargyloxy benzene centered core with 6- and 18-peripheral β-
d
-galactopyranosidic units. Structures of the novel glycodendrimers and intermediates were well elucidated using nuclear magnetic resonance and infrared spectroscopies, matrix assisted laser desorption/ionization mass spectrometry, and size-exclusion chromatography. The therapeutic evaluations of the developed glycodendrimers were investigated and they were found to have good potential as anti-bacterial, anti-biofilm, and anti-tumour agents.
Click inspired glycodendrimers comprising a rigid hexapropargyloxy benzene core with peripheral β-
d
-galactopyranosidic units were developed and evaluated for their therapeutic potential.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/c9nj02564b</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0001-9244-8889</orcidid><orcidid>https://orcid.org/0000-0003-3622-4295</orcidid></addata></record> |
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| ispartof | New journal of chemistry, 2019-08, Vol.43 (31), p.12475-12482 |
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| language | eng |
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| source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
| subjects | Alkynes Anticancer properties Antiinfectives and antibacterials Benzene Crystallography Cycloaddition Infrared lasers Ions Mass spectrometry NMR Nuclear magnetic resonance Size exclusion chromatography |
| title | Click inspired synthesis of hexa and octadecavalent peripheral galactosylated glycodendrimers and their possible therapeutic applications |
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