Auxiliary-directed oxidation of ursolic acid by ‘Ru’-porphyrins: chemical modulation of cytotoxicity against tumor cell lines
Derivatization of ursolic acid, one of the natural ursene-type pentacyclic triterpenes, was investigated by the oxidation with dioxoruthenium(VI) tetraphenylporphyrins. Oxidation selectivity on the terpene structure was modulated by the auxiliaries introduced on the tetraphenylporphyrin. Chemical ox...
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| Veröffentlicht in: | Tetrahedron letters 2012-04, Vol.53 (14), p.1756-1759 |
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| container_title | Tetrahedron letters |
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| creator | Tanaka, Katsunori Mazumder, Kishor Siwu, Eric R.O. Nozaki, Satoshi Watanabe, Yasuyoshi Fukase, Koichi |
| description | Derivatization of ursolic acid, one of the natural ursene-type pentacyclic triterpenes, was investigated by the oxidation with dioxoruthenium(VI) tetraphenylporphyrins. Oxidation selectivity on the terpene structure was modulated by the auxiliaries introduced on the tetraphenylporphyrin. Chemical oxidation of the ursolic acid affected the cytotoxic activity against tumor cell lines. |
| doi_str_mv | 10.1016/j.tetlet.2012.01.107 |
| format | Article |
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Chemical oxidation of the ursolic acid affected the cytotoxic activity against tumor cell lines.</description><subject>Biomimetic oxidation</subject><subject>Biotechnology</subject><subject>Cytochrome P450</subject><subject>Cytotoxicity</subject><subject>Dioxoruthenium(VI) tetraphenylporphyrin</subject><subject>Modulation</subject><subject>Oxidation</subject><subject>Selectivity</subject><subject>Terpenes</subject><subject>Tetrahedrons</subject><subject>Tumors</subject><subject>Ursolic acid</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNp9kMFq3DAQhkVpoJs0b9CDjr14o1nLlreHQAhJWggUSnIWsmbcaJGtjSSX-Ja8RfN6eZJ6cemxcxn4-f-fmY-xTyDWIKA-260zZU95vRGwWQuYVfWOraBRZVFWDbxnKyGkKKQotx_YcUo7MU_diBV7uRifnHcmTgW6SDYT8vDk0GQXBh46PsYUvLPcWIe8nfjb8-8f49vza7EPcf8wRTekL9w-UO-s8bwPOPp_WTvlkOc26_LEzU8zezPPYx8it-Q9926g9JEddcYnOv27T9j99dXd5dfi9vvNt8uL28JKUeUCZIdQA6pqg4JaMAhgcQtYGak6RYBtIxuEytYtktp2QlYtWtoaUaHatOUJ-7z07mN4HCll3bt0OMMMFMakQUlZN1CWarbKxWpjSClSp_fR9TMjDUIfiOudXojrA3EtYFYPsfMlRvMbvxxFnayjwdJCVmNw_y_4A1npkbo</recordid><startdate>20120404</startdate><enddate>20120404</enddate><creator>Tanaka, Katsunori</creator><creator>Mazumder, Kishor</creator><creator>Siwu, Eric R.O.</creator><creator>Nozaki, Satoshi</creator><creator>Watanabe, Yasuyoshi</creator><creator>Fukase, Koichi</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20120404</creationdate><title>Auxiliary-directed oxidation of ursolic acid by ‘Ru’-porphyrins: chemical modulation of cytotoxicity against tumor cell lines</title><author>Tanaka, Katsunori ; Mazumder, Kishor ; Siwu, Eric R.O. ; Nozaki, Satoshi ; Watanabe, Yasuyoshi ; Fukase, Koichi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c405t-14fd161d752d0eb1ad11cd91d5a47f7e1db848d15c6bde79f045bdce9a05d72b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Biomimetic oxidation</topic><topic>Biotechnology</topic><topic>Cytochrome P450</topic><topic>Cytotoxicity</topic><topic>Dioxoruthenium(VI) tetraphenylporphyrin</topic><topic>Modulation</topic><topic>Oxidation</topic><topic>Selectivity</topic><topic>Terpenes</topic><topic>Tetrahedrons</topic><topic>Tumors</topic><topic>Ursolic acid</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tanaka, Katsunori</creatorcontrib><creatorcontrib>Mazumder, Kishor</creatorcontrib><creatorcontrib>Siwu, Eric R.O.</creatorcontrib><creatorcontrib>Nozaki, Satoshi</creatorcontrib><creatorcontrib>Watanabe, Yasuyoshi</creatorcontrib><creatorcontrib>Fukase, Koichi</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tanaka, Katsunori</au><au>Mazumder, Kishor</au><au>Siwu, Eric R.O.</au><au>Nozaki, Satoshi</au><au>Watanabe, Yasuyoshi</au><au>Fukase, Koichi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Auxiliary-directed oxidation of ursolic acid by ‘Ru’-porphyrins: chemical modulation of cytotoxicity against tumor cell lines</atitle><jtitle>Tetrahedron letters</jtitle><date>2012-04-04</date><risdate>2012</risdate><volume>53</volume><issue>14</issue><spage>1756</spage><epage>1759</epage><pages>1756-1759</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>Derivatization of ursolic acid, one of the natural ursene-type pentacyclic triterpenes, was investigated by the oxidation with dioxoruthenium(VI) tetraphenylporphyrins. 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| ispartof | Tetrahedron letters, 2012-04, Vol.53 (14), p.1756-1759 |
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| language | eng |
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| source | Access via ScienceDirect (Elsevier) |
| subjects | Biomimetic oxidation Biotechnology Cytochrome P450 Cytotoxicity Dioxoruthenium(VI) tetraphenylporphyrin Modulation Oxidation Selectivity Terpenes Tetrahedrons Tumors Ursolic acid |
| title | Auxiliary-directed oxidation of ursolic acid by ‘Ru’-porphyrins: chemical modulation of cytotoxicity against tumor cell lines |
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