462
Views
2
CrossRef citations to date
0
Altmetric
Original Article

Synthesis and in vitro microbiological evaluation of novel diethyl 6,6′-(1,4-phenylene)bis(4-aryl-2-oxo-cyclohex-3-enecarboxylates)

, &
Pages 498-505 | Received 13 Jul 2010, Accepted 05 Oct 2010, Published online: 22 Mar 2011

References

  • House HO. Modern Synthetic Reactions. Benjamin WA, Menlo Park, 1972.
  • Jung ME. In: Trost BM, Fleming I (eds), Comprehensive Organic Synthesis. Pergamon, Oxford, 1991.
  • Gopalakrishnan M, Sureshkumar P, Thanusu J, Kanagarajan V. Synthesis, spectral analysis, antibacterial and antifungal activities of some 4,6-diaryl-4,5-dihydro-3-hydroxy-2[H]-indazole-a novel fused indazole derivative. J Enzyme Inhib Med Chem 2008;23:974–979.
  • Reddy DB, Reddy AS, Padmavathi V. Synthesis of annelated 1,2,3-selena- or -thiadiazoles. J Chem Res S 1998;784–785.
  • Padmavathi V, Sharmila K, Reddy AS, Reddy DB. Synthesis of spirocyclohexanones. Ind J Chem Sect B 2001;40:11–14.
  • Hayakawa K, Ohsuki S, Kanematsu K. General approach for the stereocontrolled synthesis of tricyclic lactones via allene intramolecular cycloaddition. An application to the synthesis of (±)-platyphyllide. Tetrahedron Lett 1986;27:947–950.
  • Mori K, Kato M. Synthesis and absolute configuration of (+)-hernandulcin. A new sesquiterpene with intensely sweet taste. Tetrahedron Lett 1986;27:981–982.
  • Bringmann G, Lang G, Mühlbacher J, Schaumann K, Steffens S, Rytik PG et al. Sorbicillactone A: a structurally unprecedented bioactive novel-type alkaloid from a sponge-derived fungus. Prog Mol Subcell Biol 2003;37:231–253.
  • Bringmann G, Lang G, Muhlbacher J, Schaumann K, Steffens S, Muller WEG. Method for producing sorbicillactone A. German Patent Application. 2002; DE102 38 257.3.
  • Zhi L, Martinborought E. Selective androgen receptor modulators (SARMs). Ann Rep Med Chem 2001;36:169–180.
  • Kong C, Xu X, Zhou B, Hu F, Zhang C, Zhang M. Two compounds from allelopathic rice accession and their inhibitory activity on weeds and fungal pathogens. Phytochemistry 2004;65:1123–1128.
  • Li JY, Strobel GA. Jesterone and hydroxy-jesterone antioomycete cyclohexenone epoxides from the endophytic fungus Pestalotiopsis jesteri. Phytochemistry 2001;57:261–265.
  • Stang PJ, Treptow WL. Synthesis and antitumor activity of simple vinyl and alpha-methylene-gamma-butyrolactone sulfonate esters and silyl enol ethers. J Med Chem 1981;24:468–472.
  • Nagarajan K, David J, Shah RK. Central nervous system active 5-oxo-1,4,5,6,7,8-hexahydrocinnolines. J Med Chem 1976;19:508–511.
  • Eddington ND, Cox DS, Roberts RR, Stables JP, Powell CB, Scott KR. Enaminones-versatile therapeutic pharmacophores. Further advances. Curr Med Chem 2000;7:417–436.
  • Kachhadia VV, Popat KH, Nimavat KS, Joshi HS. Synthesis, antitubercular and antimicrobial activity of 6-carbethoxy-5-aryl-3-[p-(3′-chloro-2′-benzo [b]thiophenoylamino)phenyl]-2-cyclohexenones. J Ind Chem Soc 2004;81:694–695.
  • Luu B, Aguilar JLGD, Junges CG. Cyclohexenonic longchain fatty alcohols as neuronal growth stimulators. Molecules 2000;5:1439–1460.
  • Li JY, Harper JK, Grant DM, Tombe BO, Bashyal B, Hess WM et al. Ambuic acid, a highly functionalized cyclohexenone with antifungal activity from Pestalotiopsis spp. and Monochaetia sp. Phytochemistry 2001;56:463–468.
  • Ghoneim KM, Badran MM, Shaaban MA, El-Meligie S. Novel thienyl substituted pyridine and pyridine derivatives. Egypt J Pharm Sci 1989;30:369–377.
  • Roman G. Cyclohexenones through addition of ethyl acetoacetate to chalcones derived from 2-acetyl thiphene. Acta Chim Slov 2004;51:537–544.
  • Gopalakrishnan M, Thanusu J, Kanagarajan V, Govindaraju R. Synthesis, antibacterial and antifungal activities of biolabile (E)-1-4-morpholinophenyl)-3-aryl-prop-2-en-1-ones. Med Chem Res 2009;18:341–350.
  • Gopalakrishnan M, Thanusu J, Kanagarajan V. Design, synthesis, spectral analysis and in vitro microbiological evaluation of 2-phenyl-3-(4,6-diarylpyrimidin-2-yl)thiazolidin-4-ones. J Enzyme Inhib Med Chem 2009;24:1088–1094.
  • Thanusu J, Kanagarajan V, Gopalakrishnan M. Synthesis, spectral analysis and in vitro microbiological evaluation of 3-(3-alkyl-2,6-diarylpiperin-4-ylidene)-2-thioxoimidazolidin-4-ones as a new class of antibacterial and antifungal agents. Bioorg Med Chem Lett 2010;20:713–717.
  • Guthrie W, Wang XP. The aldol condensation of acetophenone with acetone. Can J Chem 1991;69:339–344.
  • Maruzella JC, Percival AH. Antibacterial activity of essential oil vapors. J Am Pharm Assoc 1958;47:471–473.
  • Dhar ML, Dhar MM, Dhawan BN, Mehrotra BN, Ray C. Screening of Indian plants for biological activity: I. Indian J Exp Biol 1968;6:232–247.
  • Lipinski CA, Lombardo F, Dominy BW, Feeney PJ. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Deliver Rev 1997;23:3–25.
  • Purser S, Moore PR, Swallow S, Gouverneur V. Fluorine in medicinal chemistry. Chem Soc Rev 2008;37:320–330.

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.