Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 42, 2012 - Issue 24
249
Views
5
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis of 28-O-(1,2-Diacyl-sn-glycero-3-phospho)-betulin

, , &
Pages 3648-3654 | Received 14 Feb 2011, Published online: 20 Aug 2012

REFERENCES

  • Reyes , C. P. ; Nunez , M. J. ; Jimenez , I. A. ; Busserolles , J. ; Alcaraz , M. J. ; Bazzocchi , I. L. Activity of lupane triterpenoids from Maytenus species as inhibitors of nitric oxide and prostaglandin E2 . Bioorg. Med. Chem. 2006 , 14 , 1573 – 1579 .
  • Ryu , S. Y. ; Oak , M. H. ; Yoon , S. K. ; Cho , D. I. ; Yoo , G. S. ; Kim , T. S. ; Kim , K. M. Anti-allergic and anti-inflammatory triterpenes from the herb of Prunella vulgaris . Planta Med. 2000, 66, 358–360.
  • Hess , S. C. ; Brum , R. L. ; Honda , N. K. ; Cruz , A. B. ; Moretto , E. Antibacterial activity and photochemical analysis of Vochysia divergens (Vochysiaceae) . J. Ethnopharm. 1995 , 47 , 97 – 100 .
  • Barros Cota , B. ; Braga de Oliveira , A. ; Souza-Filho , J. ; Castro Braga , F. Antimicrobial activity and constituents of Coccoloba acrostichoides . Fitoterapia 2003 , 74 , 729 – 731 .
  • Kommera , H. ; Kaluderović , G. N. ; Dittrich , S. ; Kalbitz , J. ; Dräger , B. ; Mueller , T. ; Paschke , R. Carbamate derivatives of betulinic acid and betulin with selective cytotoxic activity . Bioorg. Med. Chem. Lett. 2010 , 20 , 3409 – 3412 .
  • Santos , R. ; Salvador , J. A. R. ; Marín , S. ; Cascante , M. Novel semisynthetic derivatives of betulin and Betulinic acid with cytotoxic activity . Bioorg. Med. Chem. Lett. 2009 , 17 , 6241 – 6250 .
  • Kozakova , O. B. ; Giniyatullina , G. V. ; Yamansarov , E. Y. ; Tolstikov , G. A. Betulin and ursolic acid synthetic derivatives as inhibitors of papilloma virus . Bioorg. Med. Chem. Lett. 2010 , 20 , 4088 – 4090 .
  • Zuco , V. ; Supino , R. ; Righetti , S. C. ; Cleris , L. ; Marchesi , E. ; Gambacorti-Passerini , C. ; Formelli , F. Selective cytotoxicity of betulinic acid on tumor cell lines, but not on normal cells . Cancer Lett. 2002 , 175 , 17 – 25 .
  • Pisha , E. ; Chai , H. ; Lee , I. S. ; Chagwedera , T. E. ; Farnsworth , N. R. ; Cordell , G. A. ; Beecher , C. W. ; Fong , H. H. ; Kinghorn , A. D. ; Brown , D. M. Discovery of betulinic acid as a selective inhibitor of human melanoma that functions by induction of apoptosis . Nat. Med. 1995 , 1 , 1046 – 1051 .
  • Dra¸g-Zalesińska , M. ; Kulbacka , J. ; Saczko , J. ; Wysocka , T. ; Zabel , M. ; Surowiak , P. ; Dra¸g , M. Esters of betulin and betulinic acid with amino acids have improved water solubility and selectively cytotoxic toward cancer cells . Bioorg. Med. Chem. Lett. 2009 , 19 ( 16 ), 4814 – 4817 .
  • Oertel , G. W. , Benes , P. Inhibition of glucose-6-phosphate dehydrogenase by steroids, VI: Effects of new synthetic dehydroepiandroster-one conjugates upon the activity of human placental glucose-6-phosphate dehydrogenase . J. Steroid Biochem. 1972 , 3 ( 6 ), 903 – 905 .
  • Riebeling , C. ; Morris , A. J. ; Shields , D. Phospholipase D in the Golgi apparatus . Bioch. Bioph. Acta 2009 , 1791 , 876 – 880 .
  • Komissarova , N. G. ; Belenkova , N. G. ; Spirikhin , L. V. ; Shitikova , O. V. , Yunusov , M. S. Selective oxidation of betulin by Cr(VI) reagents . Chem. Nat. Comp. 2002 , 38 ( 1 ), 58 – 61 .
  • Palacios , L. E. ; Wang , T. Extraction of egg-yolk lecithin . J. Am. Oil Chem. Soc. 2005 , 82 ( 8 ), 565 – 569 .
  • Gładkowski , W. ; Kiełbowicz , G. ; Chojnacka , A. ; Pisarski , B. ; Wawrzeńczyk , C. Isolation of phospholipids from lyophilized hen egg yolks . Przem. Chem. 2010 , 89 ( 4 ), 352 – 355 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.