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Synthesis 2003(14): 2226-2230
DOI: 10.1055/s-2003-41041
DOI: 10.1055/s-2003-41041
PAPER
© Georg Thieme Verlag Stuttgart · New YorkSynthesis and Characterization of Novel Steroidal Dendrons
Further Information
Received
12 May 2003
Publication Date:
28 August 2003 (online)
Publication History
Publication Date:
28 August 2003 (online)
Abstract
Some novel bile acid-derived dendritic aliphatic polyesters have been synthesized. These first and second generation dendrons have been prepared from 2,2-bis(hydroxymethyl)propionic acid (bis-MPA) and lithocholic acid (3α-hydroxy-5β-cholan-24-oic acid, LCA) by a convergent method.
Key words
dendrimers - steroids - aliphatic esters - bile acids - drug carriers
- 1a
Newkome GR.Moorefield GR.Vögtle F. Dendritic Molecules: Concepts, Synthesis, Perspectives VCH; Weinheim: 1996. - 1b
Newkome GR.Moorefield GR.Vögtle F. Dendrimers and Dendrons: Concepts, Syntheses, Applications VCH; Weinheim: 2001. - 1c
Bosman AW.Janssen HM.Meijer EW. Chem. Rev. 1999, 99: 1665 - 1d
Majoral J.-M.Caminade A.-M. Chem. Rev. 1999, 99: 845 - 1e
Fischer M.Vögtle F. Angew. Chem. Int. Ed. 1999, 38: 884 - 1f
Tomalia DA.Baker H.Dewald JR.Hall M.Kallos G.Martin S.Roeck J.Ryder J.Smith P. Polym. J. 1985, 17: 117 - 1g
Tomalia DA.Naylor AM.Goddard WA. Angew. Chem., Int. Ed. Engl. 1993, 32: 884 - 2a
Buhleir W.Wehner FV.Vögtle F. Synthesis 1987, 155 - 2b
Tomalia DA.Baker H.Dewald JR.Hall M.Kallos G.Martin S.Roeck J.Ryder J.Smith P. Macromolecules 1986, 19: 2466 - 2c
Newkome GR.Yao Z.Baker H.Gupta VK. J. Org. Chem. 1985, 50: 2003 - 2d
Brabender EMM.Meijer EW. Angew. Chem., Int. Ed. Engl. 1993, 32: 1308 - 3a
Hawker CJ.Fréchet JMJ. J. Am. Chem. Soc. 1990, 112: 7638 - 3b
Grayson SM.Fréchet JMJ. Chem. Rev. 2001, 101: 3819 - 3c
Ihre H.Padilla De Jesus OM.Fréchet JMJ. J. Am. Chem. Soc. 2001, 123: 5908 - 4a
Adronov A.Fréchet JMJ. Chem. Commun. 2000, 1701 - 4b
Gilat SL.Adronov A.Fréchet JMJ. Angew. Chem. Int. Ed. 1999, 38: 1422 - 4c
Issberner J.Vögtle F.De Cola L.Balzani V. Chem.-Eur. J. 1997, 3: 706 - 5a
Albrecht M.Gossage RA.Lutz M.Speck AL.van Koten G. Chem. Eur. J. 2000, 6: 1431 - 5b
Kleiji AW.Gossage RA.Gebbink RJMK.Brinkmann N.Reijerse EJ.Kragl U.Lutz M.Speck AL.van Koten G. J. Am. Chem. Soc. 2000, 122: 12112 - 5c
Knapen JWJ.van der Made AW.de Wilde JC.van Leeuwen AW.Wijkens P.Grove DM.van Koten G. Nature (London) 1994, 372: 659 - 5d
Mager M.Becke S.Windisch H.Denninger U. Angew. Chem. Int. Ed. 2001, 40: 1898 - 5e
Francavilla C.Drake MD.Bright FV.Detty MR. J. Am. Chem. Soc. 2001, 123: 57 - 6a
Hahn U.Gorka M.Vögtle F.Vicinelli V.Ceroni P.Maestri M.Balzani V. Angew. Chem. Int. Ed. 2002, 41: 3595 - 6b
Dykes GM.Smith DK.Seeley GJ. Angew. Chem. Int. Ed. 2002, 41: 3254 - 6c
Hecht S.Fréchet JMJ. Angew. Chem. Int. Ed. 2001, 40: 74 - 6d
Gorman CB.Smith JC. Acc. Chem. Res. 2001, 34: 60 - 6e
Jansen JFGA.de Brabander-van den Berg EMM.Meijer EW. Science (London) 1994, 265: 1226 - 7a
Gillies ER.Fréchet JMJ. J. Am. Chem. Soc. 2002, 124: 14137 - 7b
Patri AK.Majoros IJ.Baker JR. Curr. Opin. Chem. Biol. 2002, 6: 466 - 7c
Ooya T.Lee J.Park K. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 2002, 43: 717 - 7d
Padilla De Jesus OL.Ihre HR.Gagne L.Fréchet JMJ.Szoka FC. Bioconjugate Chem. 2002, 13: 453 - 7e
Ihre HR.Padilla De Jesus OL.Szoka FC.Frechet JMJ. Bioconjugate Chem. 2002, 13: 443 - 7f
Haensler J.Szoka FC. Bioconjugate Chem. 1993, 4: 372 - 8
Davis AP.Bonar-Law RP.Sanders JKM. In Comprehensive Supramolecular Chemistry Vol. 4:Atwood JL.Davies JED.Macnicol DD.Vögtle F.Murakami Y. Elsevier; Oxford: 1996. p.257-286 - 9
Hofmann AF. Ital. J. Gastroenterol. 1995, 27: 106 - 10a
Geall AJ.Al-Hadithi D.Blagbrough IS. Chem. Commun. 1998, 2035 - 10b
Blagbrough IS.Al-Hadithi D.Geall AJ. Pharm. Pharmacol. Commun. 1999, 5: 139 - 10c
Blagbrough IS.Al-Hadithi D.Geall AJ. Tetrahedron 2000, 56: 3439 - 10d
Geall AJ.Al-Hadithi D.Blagbrough IS. Bioconjugate Chem. 2002, 13: 481 - 10e
Li C.Peters AS.Meredith EL.Allman GW.Savage PB. J. Am. Chem. Soc. 1998, 120: 2961 - 10f
Li C.Budge LP.Driscoll CD.Willardson BM.Allman GW.Savage PB. J. Am. Chem. Soc. 1999, 121: 931 - 10g
Garcia M,Jose J,Criado T, andJulio J. inventors; Spanish Patent 2097085. ; Chem. Abstr. 1997, 127, 130992 - 10h
Cavagna F, andRoberts TPL. inventors; WO 0182974. ; Chem. Abstr. 2001, 135, 354777 - 10i
Anelli PL,De Haen C,Lattuada L,Morosini P, andUggeri F. inventors; WO 9532741. ; Chem. Abstr. 1996, 124, 192411 - 10j
Anelli PL,Brocchetta M,De Haen C,Gazzotti O,Lattuada L,Luciano L,Manfredi G,Morosini P,Palano D,Serleti M,Uggeri F, andVisigalli M. inventors; WO 0038738. ; Chem. Abstr. 2000, 133, 98665 - 10k
De Haen C,Beltrami A,Cappelletti E,Lattuada L, andVirtuani M. inventors; WO 0164708. ; Chem. Abstr. 2001, 135, 235422 - 11
Enhsen A.Kramer W.Wess G. Drug Discovery Today 1998, 3: 409 - 12
Pyun H.-J.Chu J.Yoon W.Jun YM.Kim DJ. Bull. Korean Chem. Soc. 1990, 20: 179 - 13a
Bandyopadhyay P.Janout V.Zhang L.-H.Sawko JA.Regen SL. J. Am. Chem. Soc. 2000, 122: 12888 - 13b
Bandyopadhyay P.Janout V.Zhang L.-H.Regen SL. J. Am. Chem. Soc. 2001, 123: 7691 - 13c
Bandyopadhyay P.Bandyopadhyay P.Regen SL. Bioconjugate Chem. 2002, 13: 1314 - 13d
Bandyopadhyay P.Bandyopadhyay P.Regen SL. J. Am. Chem. Soc. 2002, 124: 11254 - 13e
Yoshino N.Satake A.Kobuke Y. Angew. Chem. Int. Ed. 2001, 40: 457 - 14a
Maitra U.Mukhopadhyay S.Sarkar A.Rao P.Indi SS. Angew. Chem. Int. Ed. 2001, 40: 2281 - 14b
Willemen HM.Vermonden T.Marcelis ATM.Sudh& ouml;lter EJR. Eur. J. Org. Chem. 2001, 2329 - 14c
Willemen HM.Vermonden T.Marcelis ATM.Sudhölter EJR. Langmuir 2002, 18: 7102 - 15
Chen YC.Weng LL.Zheng H. Chin. Chem. Lett. 1997, 8: 487 ; Chem. Abstr. 1997, 127, 181008 - 16a
Balasubramanian R.Rao P.Maitra U. Chem. Commun. 1999, 2353 - 16b
Balasubramanian R.Maitra U. J. Org. Chem. 2001, 66: 3035 - 17
Kolehmainen E.Tamminen J.Lappalainen K.Torkkel T.Seppälä R. Synthesis 1996, 1082 - 18
Ihre H.Hult A.Söderlind E. J. Am. Chem. Soc. 1996, 118: 6388 - 19a
Janout V.Di Giorgio C.Regen SL. J. Am. Chem. Soc. 2000, 122: 2671 - 19b
Janout V.Jing B.Regen SL. Bioconjugate Chem. 2002, 13: 351