Next Article in Journal
Bis-Porphyrin Racks with Space-Separated Co-Planar Porphyrin Rings
Previous Article in Journal
Synthesis of the New Type of Water-Soluble Ligand N,N-Bis-(diphenylphosphinomethyl)-2-aminoethylphosphonic Acid (Ph2PCH2)2NCH2CH2PO3H2 and Its Sodium Salt
Article Menu

Export Article

Open AccessArticle
Molecules 2001, 6(4), 396-405; doi:10.3390/60400396

Synthesis of Some Potentially Bioactive Compounds From Visnaginone

National Research Centre, Natural Products and Microbiology Department, Cairo, Egypt
Author to whom correspondence should be addressed.
Received: 7 November 2000 / Revised: 19 February 2001 / Accepted: 2 March 2001 / Published: 31 March 2001
View Full-Text   |   Download PDF [48 KB, uploaded 18 June 2014]   |  


The reaction of 5-acetyl-6-hydroxy-4-methoxybenzo[b]furan (visnaginone Ia) with 2-diethylaminoethylchloride led to the formation of 5-acetyl-6-diethylamino-ethoxy-4-methoxybenzo[b]furan (II), whereas condensation of compound II with some aromatic aldehydes afforded the corresponding chalcones IIIa-c. Methylation of visnaginone (Ia) gave 5-acetyl-4,6-dimethoxybenzo[b]furan (Ib), which in turn reacted with some aromatic aldehydes to give the corresponding chalcones IIId,e. The reaction of chalcones IIId,e with hydrazine hydrate in alcohol gave the pyrazoline derivatives IVa,b, whereas when the same reaction was carried out in acetic acid it afforded the N-acetylpyrazoline derivatives Va,b. Similarly, the reaction of IIId,e with phenyl hydrazine in acetic acid led to the formation of phenylpyrazoline derivatives VIa,b, whereas condensation of chalcones IIId,e with hydroxyl amine hydrochloride gave the isoxazoline derivatives VIIa,b. The reaction of compound II with phenylhydrazine and 2,4,6-trichlorophenylhydrazine afforded the corresponding phenyl hydrazone derivatives VIIIa,b. Mannich bases IXa,b were synthesized by the reaction of visnaginone (Ia) with piperidine and benzylamine in the presence of formaline. View Full-Text
Keywords: Visnaginone; 6-methoxyvisnaginone; 5-cinnamoylbenzofuran; 5-pyrazolinebenzofuran; 5-isoxazolinebenzofuran; Mannich base Visnaginone; 6-methoxyvisnaginone; 5-cinnamoylbenzofuran; 5-pyrazolinebenzofuran; 5-isoxazolinebenzofuran; Mannich base

Figure 1

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Abdel Hafez, O.M.; Ahmed, K.M.; Haggag, E.E. Synthesis of Some Potentially Bioactive Compounds From Visnaginone. Molecules 2001, 6, 396-405.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics



[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top