Open Access Open Access  Restricted Access Subscription Access
Open Access Open Access Open Access  Restricted Access Restricted Access Subscription Access

New Substituted M-phenoxy Chalcones, their Synthesis by Microwave Irradiation and Antifungal Activity


Affiliations
1 Department of Chemistry, B.N.P.G. College, M.L.Sukhadia University, Udaipur-313001 (Raj.), India
     

   Subscribe/Renew Journal


Chalcones represent a group of compounds with interesting biological activities that are formed from a Claisen- Schmidt condensation between a aromatic benzaldehyde and an acetophenones in the presence of sodium hydroxide NaOH as a catalyst. A m-phenoxy benzaldehyde reacted with substituted aromatic acetophenones in presence of base to formed chalcones. The structures of all the synthesized compounds have been confirmed by elemental analysis and spectral data. The synthesized compounds have been tested for their antifungal activity.

Keywords

Microwave, Chalcones, Antibacterial Activity
Subscription Login to verify subscription
User
Notifications
Font Size


  • (1) Go, M. L.; Wu, X.; Liu, X. L. Chalcones: an update on cytotoxic and chemoprotective properties. Curr. Med. Chem. 2005, 12, 481–499.
  • (2) Dimmock, J.R.; Elias, D.W.; Beazely, M.A.; Kandepu, N. M. Bioactivities of chalcones. Curr. Med. Chem. 1999, 6, 1125–49.
  • (3) Batovska, D.; Parushev, St.; Slavova, A.Bankova, V.; Tsvetkova, I.; Ninova, M.; Najdenski, H. Study on the substituents’ effects of a series of synthetic chalcones against the yeast Candida albicans. Eur. J. Med.Chem. 2007, 42, 87–92.
  • (4) Lahtchev, K. L.; Batovska, D. I.; Parushev, St. P.; Ubiyvovk, V. M.;Sibirny, A.A. Antifungal activity of chalcones: A mechanistic study using various yeast strains. Eur. J. Med. Chem. 2008, 43, 2220–2228.
  • (5) Trivedi, J. C.; Bariwal, J. B.; Upadhyay, K. D.; Naliapara, Y. T.; Soshi, S. K.; Pannecouque, C. C.; De Clercq, E.; Shah, A. K. Improved and rapid synthesis of new coumarinyl chalcone derivatives and their antiviral activity. Tetrahedron Lett. 2007, 48, 8472–8474.
  • (6) Tabata, K.; Motani, K.; Takayanagi, N.; Nishimura, R.; Asami, S.; Kimura, Y.; Ukiya, Hasegawa, D.; Akihisa, T.; Suzuki, T. Xanthoangelol, a major chalcone constituent of Angelica keiskei, induces apoptosis in neuroblastoma and leukemia cells. Biol. Pharm. Bull. 2005, 28, 1404–1407.
  • (7) Kimura, Y.; Baba, K. Antitumor and antimetastatic activities of Angelica keiskei ischolar_mains, part 1: Isolation of an active substance, xanthoangelol. Int. J. Cancer 2003, 106, 429–37.
  • (8) Cheng, Z. J.; Lin, C.N.; Hwang, T. L.; Teng, C. M. Broussochalcone A, a potent antioxidant and effective suppressor of inducible nitric oxide synthase in lipopolysaccharide-activated macrophages. Biochem .Pharmacol. 2001, 61, 939–946.
  • (9) Rojas, J.; Domi´nguez, J. N.; Charris, J. E.; Lobo, G.; Paya´, M.; Ferrandiz, M. L.Synthesis and inhibitory activity of dimethylaminochalcone derivatives on the induction of nitric oxide synthase. Eur.J. Med. Chem. 2002, 37, 699–705.
  • (10) Takahashi, T. T.; Takasuka, N.; Ligo, M.; Baba, M.; Nishino, H.; Tsuda, H.;Okuyama, T. Isoliquiritigenin, a flavonoid from licorice, reduces prostaglandin E2 and nitric oxide, causes apoptosis, and suppresses aberrant crypt foci development. Cancer Sci. 2004, 95, 448–453.
  • (11) Israf, D. A.; Khaizurin, T. A.; Syhida, A.; Lajis, N. H.; Khozirah, S. Cardamonin inhibits COX and iNOS expression via inhibition of p65NF-µB nuclear translocation and Iµ-B phosphorylation in RAW 264.7 macrophage cells. Mol. Immunol. 2007, 44, 673- 679.
  • (12) Kim, Y. H.; Kim, J.; Park, H.; Kim, H. P. Anti-inflammatory Activity of the Synthetic Chalcone Derivatives: Inhibition of Inducible Nitric Oxide Synthase- Catalyzed Nitric Oxide Production from Lipopolysaccharide- Treated RAW 264.7 Cells. Biol. Pharm. Bull. 2007, 30 (8), 1450–1455.
  • (13) Ngameni, B.; Watchueng, J.; Boyom, F. F.; Keumedjio, F.; Ngadjui, B. T.; Gut, J.; Abegaz, B M.; Rosenthal, P. J. Antimalarial prenylated chalcones from the twigs of Dorstenia barteri var subtriangularis. ARKIVOC 2007, xiii, 116–123.
  • (14) Santos, L.; Curi Pedrosa, R.; Correa, R.; Filho, V. C.; Nunes, R. J.;Yunes,R.A. Biological Evaluation of Chalcones and Analogues as Hypolipidemic Agents. Arch. Pharm. Chem. Life Sci. 2006, 339, 541–546.
  • (15) Orallo, F. trans-Resveratrol: a magical elixir of eternal youth. Curr.Med. Chem. 2008, 15, 1887–1898.
  • (16) Howitz, K. T.; Bitterman, K. J.; Cohen, H. Y.; Lamming, D. W.; Lavu, S.; Wood, J G.; Zipkin, R. E.; Chung, P.; Kisielewski,A.; Zhang,L.L.;Scherer, B.; Sinclair, D. A. Small molecule activators of sirtuins extend Saccharomyces cerevisiae lifespan. Nature 2003, 425, 191–196.

Abstract Views: 334

PDF Views: 0




  • New Substituted M-phenoxy Chalcones, their Synthesis by Microwave Irradiation and Antifungal Activity

Abstract Views: 334  |  PDF Views: 0

Authors

Laxmi Lal Dangi
Department of Chemistry, B.N.P.G. College, M.L.Sukhadia University, Udaipur-313001 (Raj.), India
Mangal S. Dulawat
Department of Chemistry, B.N.P.G. College, M.L.Sukhadia University, Udaipur-313001 (Raj.), India
Parul Tiwari
Department of Chemistry, B.N.P.G. College, M.L.Sukhadia University, Udaipur-313001 (Raj.), India
Shiv Singh Dulawat
Department of Chemistry, B.N.P.G. College, M.L.Sukhadia University, Udaipur-313001 (Raj.), India

Abstract


Chalcones represent a group of compounds with interesting biological activities that are formed from a Claisen- Schmidt condensation between a aromatic benzaldehyde and an acetophenones in the presence of sodium hydroxide NaOH as a catalyst. A m-phenoxy benzaldehyde reacted with substituted aromatic acetophenones in presence of base to formed chalcones. The structures of all the synthesized compounds have been confirmed by elemental analysis and spectral data. The synthesized compounds have been tested for their antifungal activity.

Keywords


Microwave, Chalcones, Antibacterial Activity

References