Cinchona Alkaloids in the Synthesis of Chiral Salts of Phosphorus Dithioacids on the Basis of 1,2:3,4‐Di‐O‐isopropylidene‐α‐D‐galactopyranose
Optically active dithiophosphoric and dithiophosphonic acids were obtained by the reactions of 1,2:3,4‐di‐O‐isopropylidene‐α‐D‐galactopyranose with tetraphosphorus decasulfide or Lawesson's reagent respectively. The reactions of dithiophosphoric and dithiophosphonic acids with 8 S,9R‐quinine, 8...
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| Veröffentlicht in: | ChemistrySelect (Weinheim) 2019-02, Vol.4 (5), p.1681-1684 |
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| creator | Nizamov, Ilyas S. Shumatbaev, Georgiy G. Nizamov, Ilnar D. Salikhov, Ramazan Z. Nikitin, Yevgeniy N. Shulaeva, Marina P. Pozdeev, Oscar K. Batyeva, Elvira S. Cherkasov, Rafael A. |
| description | Optically active dithiophosphoric and dithiophosphonic acids were obtained by the reactions of 1,2:3,4‐di‐O‐isopropylidene‐α‐D‐galactopyranose with tetraphosphorus decasulfide or Lawesson's reagent respectively. The reactions of dithiophosphoric and dithiophosphonic acids with 8 S,9R‐quinine, 8R,9 S‐quinidine, 8 S,9R‐cinchonidine, 8R,9 S‐cinchonine, and 8R,9 S‐hydroquinidine result in chiral salts of dithiophosphoric and dithiophosphonic acids. Antimicrobial activity of products obtained was tested.
Optically active dithiophosphoric and dithiophosphonic acids were obtained by the reactions of 1,2:3,4‐di‐O‐isopropylidene‐α‐D‐galactopyranose with tetraphosphorus decasulfide or Lawesson's reagent respectively. The reactions of dithiophosphoric and dithiophosphonic acids with 8 S,9R‐quinine, 8R,9 S‐quinidine, 8 S,9R‐cinchonidine, 8R,9 S‐cinchonine, and 8R,9 S‐hydroquinidine result in chiral salts of dithiophosphoric and dithiophosphonic acids possessed antimicrobial activity. |
| doi_str_mv | 10.1002/slct.201802783 |
| format | Article |
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Optically active dithiophosphoric and dithiophosphonic acids were obtained by the reactions of 1,2:3,4‐di‐O‐isopropylidene‐α‐D‐galactopyranose with tetraphosphorus decasulfide or Lawesson's reagent respectively. The reactions of dithiophosphoric and dithiophosphonic acids with 8 S,9R‐quinine, 8R,9 S‐quinidine, 8 S,9R‐cinchonidine, 8R,9 S‐cinchonine, and 8R,9 S‐hydroquinidine result in chiral salts of dithiophosphoric and dithiophosphonic acids possessed antimicrobial activity.</description><identifier>ISSN: 2365-6549</identifier><identifier>EISSN: 2365-6549</identifier><identifier>DOI: 10.1002/slct.201802783</identifier><language>eng</language><subject>antimicrobial activity ; chiral salts ; cinchona alkaloids ; monosaccharides ; phosphorus dithioacids</subject><ispartof>ChemistrySelect (Weinheim), 2019-02, Vol.4 (5), p.1681-1684</ispartof><rights>2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2893-9f7895048cb89851ee078b0d96a029910c5633b33b8f3b5ed6c8a4412ab7a95a3</citedby><cites>FETCH-LOGICAL-c2893-9f7895048cb89851ee078b0d96a029910c5633b33b8f3b5ed6c8a4412ab7a95a3</cites><orcidid>0000-0002-2058-773X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fslct.201802783$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fslct.201802783$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Nizamov, Ilyas S.</creatorcontrib><creatorcontrib>Shumatbaev, Georgiy G.</creatorcontrib><creatorcontrib>Nizamov, Ilnar D.</creatorcontrib><creatorcontrib>Salikhov, Ramazan Z.</creatorcontrib><creatorcontrib>Nikitin, Yevgeniy N.</creatorcontrib><creatorcontrib>Shulaeva, Marina P.</creatorcontrib><creatorcontrib>Pozdeev, Oscar K.</creatorcontrib><creatorcontrib>Batyeva, Elvira S.</creatorcontrib><creatorcontrib>Cherkasov, Rafael A.</creatorcontrib><title>Cinchona Alkaloids in the Synthesis of Chiral Salts of Phosphorus Dithioacids on the Basis of 1,2:3,4‐Di‐O‐isopropylidene‐α‐D‐galactopyranose</title><title>ChemistrySelect (Weinheim)</title><description>Optically active dithiophosphoric and dithiophosphonic acids were obtained by the reactions of 1,2:3,4‐di‐O‐isopropylidene‐α‐D‐galactopyranose with tetraphosphorus decasulfide or Lawesson's reagent respectively. The reactions of dithiophosphoric and dithiophosphonic acids with 8 S,9R‐quinine, 8R,9 S‐quinidine, 8 S,9R‐cinchonidine, 8R,9 S‐cinchonine, and 8R,9 S‐hydroquinidine result in chiral salts of dithiophosphoric and dithiophosphonic acids. Antimicrobial activity of products obtained was tested.
Optically active dithiophosphoric and dithiophosphonic acids were obtained by the reactions of 1,2:3,4‐di‐O‐isopropylidene‐α‐D‐galactopyranose with tetraphosphorus decasulfide or Lawesson's reagent respectively. The reactions of dithiophosphoric and dithiophosphonic acids with 8 S,9R‐quinine, 8R,9 S‐quinidine, 8 S,9R‐cinchonidine, 8R,9 S‐cinchonine, and 8R,9 S‐hydroquinidine result in chiral salts of dithiophosphoric and dithiophosphonic acids possessed antimicrobial activity.</description><subject>antimicrobial activity</subject><subject>chiral salts</subject><subject>cinchona alkaloids</subject><subject>monosaccharides</subject><subject>phosphorus dithioacids</subject><issn>2365-6549</issn><issn>2365-6549</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFkEtOwzAQhi0EElXplrUP0BTbednsSspLqlSklnXkOA4xmDiyg1B2HIE1t-AiHIKT4NAK2CHNe-abxQ_AMUYzjBA5cVp0M4IwRSSl4R4YkTCJgySO2P6f-hBMnLtHCOGEJiROR-AtU42oTcPhXD9wbVTpoGpgV0u47hufnHLQVDCrleUarrnuvvub2ri2NvbJwYXqamW4GFCzRc_4DsNTchpOo8-X14XyYeVdOdNa0_ZalbKRfvDxPqy933HNRedXljfGySNwUHHt5GSXx-D24nyTXQXL1eV1Nl8GglAWBqxKKYtRREVBGY2xlCilBSpZwhFhDCMRJ2FYeKNVWMSyTATlUYQJL1LOYh6OwWz7V1jjnJVV3lr1yG2fY5QP4uaDuPmPuB5gW-BZadn_c52vl9nml_0CvROGMA</recordid><startdate>20190207</startdate><enddate>20190207</enddate><creator>Nizamov, Ilyas S.</creator><creator>Shumatbaev, Georgiy G.</creator><creator>Nizamov, Ilnar D.</creator><creator>Salikhov, Ramazan Z.</creator><creator>Nikitin, Yevgeniy N.</creator><creator>Shulaeva, Marina P.</creator><creator>Pozdeev, Oscar K.</creator><creator>Batyeva, Elvira S.</creator><creator>Cherkasov, Rafael A.</creator><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-2058-773X</orcidid></search><sort><creationdate>20190207</creationdate><title>Cinchona Alkaloids in the Synthesis of Chiral Salts of Phosphorus Dithioacids on the Basis of 1,2:3,4‐Di‐O‐isopropylidene‐α‐D‐galactopyranose</title><author>Nizamov, Ilyas S. ; Shumatbaev, Georgiy G. ; Nizamov, Ilnar D. ; Salikhov, Ramazan Z. ; Nikitin, Yevgeniy N. ; Shulaeva, Marina P. ; Pozdeev, Oscar K. ; Batyeva, Elvira S. ; Cherkasov, Rafael A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2893-9f7895048cb89851ee078b0d96a029910c5633b33b8f3b5ed6c8a4412ab7a95a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>antimicrobial activity</topic><topic>chiral salts</topic><topic>cinchona alkaloids</topic><topic>monosaccharides</topic><topic>phosphorus dithioacids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nizamov, Ilyas S.</creatorcontrib><creatorcontrib>Shumatbaev, Georgiy G.</creatorcontrib><creatorcontrib>Nizamov, Ilnar D.</creatorcontrib><creatorcontrib>Salikhov, Ramazan Z.</creatorcontrib><creatorcontrib>Nikitin, Yevgeniy N.</creatorcontrib><creatorcontrib>Shulaeva, Marina P.</creatorcontrib><creatorcontrib>Pozdeev, Oscar K.</creatorcontrib><creatorcontrib>Batyeva, Elvira S.</creatorcontrib><creatorcontrib>Cherkasov, Rafael A.</creatorcontrib><collection>CrossRef</collection><jtitle>ChemistrySelect (Weinheim)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nizamov, Ilyas S.</au><au>Shumatbaev, Georgiy G.</au><au>Nizamov, Ilnar D.</au><au>Salikhov, Ramazan Z.</au><au>Nikitin, Yevgeniy N.</au><au>Shulaeva, Marina P.</au><au>Pozdeev, Oscar K.</au><au>Batyeva, Elvira S.</au><au>Cherkasov, Rafael A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cinchona Alkaloids in the Synthesis of Chiral Salts of Phosphorus Dithioacids on the Basis of 1,2:3,4‐Di‐O‐isopropylidene‐α‐D‐galactopyranose</atitle><jtitle>ChemistrySelect (Weinheim)</jtitle><date>2019-02-07</date><risdate>2019</risdate><volume>4</volume><issue>5</issue><spage>1681</spage><epage>1684</epage><pages>1681-1684</pages><issn>2365-6549</issn><eissn>2365-6549</eissn><abstract>Optically active dithiophosphoric and dithiophosphonic acids were obtained by the reactions of 1,2:3,4‐di‐O‐isopropylidene‐α‐D‐galactopyranose with tetraphosphorus decasulfide or Lawesson's reagent respectively. The reactions of dithiophosphoric and dithiophosphonic acids with 8 S,9R‐quinine, 8R,9 S‐quinidine, 8 S,9R‐cinchonidine, 8R,9 S‐cinchonine, and 8R,9 S‐hydroquinidine result in chiral salts of dithiophosphoric and dithiophosphonic acids. Antimicrobial activity of products obtained was tested.
Optically active dithiophosphoric and dithiophosphonic acids were obtained by the reactions of 1,2:3,4‐di‐O‐isopropylidene‐α‐D‐galactopyranose with tetraphosphorus decasulfide or Lawesson's reagent respectively. The reactions of dithiophosphoric and dithiophosphonic acids with 8 S,9R‐quinine, 8R,9 S‐quinidine, 8 S,9R‐cinchonidine, 8R,9 S‐cinchonine, and 8R,9 S‐hydroquinidine result in chiral salts of dithiophosphoric and dithiophosphonic acids possessed antimicrobial activity.</abstract><doi>10.1002/slct.201802783</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-2058-773X</orcidid></addata></record> |
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| subjects | antimicrobial activity chiral salts cinchona alkaloids monosaccharides phosphorus dithioacids |
| title | Cinchona Alkaloids in the Synthesis of Chiral Salts of Phosphorus Dithioacids on the Basis of 1,2:3,4‐Di‐O‐isopropylidene‐α‐D‐galactopyranose |
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