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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2009 - Issue 24
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Original Articles

Synthesis of Terpenoid-Like Bischalcones from α- and β-Ionones and Their Biological Activities

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Pages 4362-4374 | Received 08 Jan 2009, Published online: 12 Nov 2009

REFERENCES

  • Lutz-Wall , S. ; Fischer , P. ; Schmidt-Dannert , C. ; Wohlleeben , W. ; Hauer , B. ; Schmid , R. D. Stereo- and regioselective hydroxylation of α-ionone by Streptomyces strains . Appl. Environ. Microbiol. 1998 , 64 ( 10 ), 3878 – 3881 .
  • Markovich , Y. D. ; Panfilov , A. V. ; Zhirov , A. A. ; Kosenko , S. I. ; Kirsanov , A. T. New cyclization agents for the synthesis of beta-ionone from Pseudoionone . Pharmaceuti. Chem. J. 1998 , 32 ( 11 ), 603 – 605 .
  • Loeber , D. E. ; Russell , S. W. ; Toube , T. P. ; Weedon , B. C. L. ; Diment , J. Caratenoids and related compounds, part XXVIII: Synthesis of zeaxanthin: β-Crytoxanthin and xeinoxanthin (α-crytoxanthin). J. Chem. Soc. C 1971, 404–408.
  • Raynaud , C. ; Poteau , R. ; Maron , L. ; Jolibois , F. Ab initio molecular dynamics simulation of the UV absorption spectrum of β-ionone . J. Mol. Struc. Theochem. 2006 , 771 , 43 – 50 .
  • Sakamaki , H. ; Itoh , K. ; Chai , W. ; Hayashida , Y. ; Kitanaka , S. ; Horiuchi , C. A. Biotransformation of (±)-α-ionone and β-ionone by cultured cells of Caragana chamlagu . J. Mol. Catal. B: Enzymatic 2004 , 27 , 177 – 181 .
  • Serra , S. ; Barakat , A. , Fuganti , C. Chemoenzimatic resolution of cis- and trans-3,6-dihydroxy-α-ionone: Synthesis of the enantiomeric forms of dehydrovomifoliol and 8,9-dehydrotheaspirone . Tetrahedron: Asymmetry 2007 , 18 , 2573 – 2580 .
  • Valla , A. ; Valla , B. ; Cartier , D. ; Guillo , R. L. ; Labia , R. ; Florent , L. ; Charneau , S. ; Schrevel , J. ; Potier , P. New synthesis and potential antimalarial activities of new retionid-like chalcones . Eur. J. Med. Chem. 2006 , 41 , 142 – 146 .
  • Chandra , N. ; Pandey , S. , Suryawanshi , S. N. R. ; Gupta , S. Chemotherapy of leishmaniasis, part VII: Synthesis and bioevaluation of novel aryl-substituted terpenyl pyrimidines as antileishmanial agents . Eur. J. Med. Chem. 2006 , 41 , 779 – 785 .
  • Suryawanshi , S. N. ; Bhat , B. A. , Pandey , S. ; Chandra , N. ; Gupta , S. Chemotherapy of leishmaniasis, part VII: Synthesis and bioevaluation of substituted terpenyl pyrimidines . Eur. J. Med. Chem. 2007 , 42 , 1211 – 1217 .
  • Gandhi , R. P. ; Kumar , S. ; Aryan , R. C. ; Ishar , M. P. S. Regioselective photoelectrocyclization of (E/E)-arylidene-β-ionones: Synthesis of some 1,7,7-trimethyl-3-(e-2′-arylethenyl)-2-oxabicyclo[4.4.0]deca-3,5-dienes . Synth. Commun. 1989 , 19 , 1759 – 1762 .
  • Ishar , M. P. S. ; Singh , R. ; Kumar , K. ; Singh , G. ; Velmurugan , D. ; Pandi , A. S. ; Sundra Raj , S. S. ; Fun , H. K. Photochemistry of arylidine-β-ionones: A highly efficient route to novel tricyclic ketones through intramolecular, exoselective photochemical [4 + 2] cycloadditions, occurring only in an aqueous organic solvent . J. Org. Chem. 2002 , 67 , 2234 – 2240 .
  • Karaman , I. ; Şahin , F. ; Güllüce , M. ; Ögütçü , H. ; Şengül , M. ; Adıgüzel , A. Antimicrobial activity of aqueous and methanol extracts of Juniperus oxycedrus L . J. Ethnopharmacol. 2003 , 85 , 231 – 235 .
  • Murray , P. P. ; Baron , E. J. ; Pfaller , M. A. ; Tenover , F. C. ; Yolke , R. H. Manual of Clinical Microbiology ; ASM : Washington, DC , 1995 ; p. 6 .

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