SYNTHESIS OF KARANJIN, NATURALLY OCCURRING FURANOFLAVONE

Short Communication

Authors

  • M Amzad Hossain Chemistry Division, Atomic Energy Centre, Ramna, Dhaka-1000, Bangladesh
  • A K Das Department of Applied Chemistry and Chemical Tech- nology, Dhaka University, Dhaka-1000, Bangl
  • S M Salehuddin Chemistry Division, Atomic Energy Centre, Ramna, Dhaka-1000, Bangladesh

Keywords:

Synthesis, Karanjin, Furanoflavone

Abstract

Karanjin was isolated from Tephrosia purpurea and formu- lated as a 3-methoxy-8-phenylfuro [2, 3-h] benzopyran-6-one

(7) on the basis of spectral data (Sinha et al 1982) but no synthetic proof was provided. The chalcone (5) was obtained by the aldol condensation of  5-acetyl-4-hydroxybenzofuran

(4) with benzaldehyde. b-Resacetophenone (Clarke 1955) (1)

when refluxed with allyl bromide in presence of potassium carbonate and acetone yielded 4-O-allylresacetophenone (Rangaswarnis et al 1954) (2) which on Claisen migration gave 3-C-allylrescetophenone (Baker and Lothin 1935) (3). This was  subjected to  OsO4/KIO4  oxidation followed   by

orthophosphoric acid cyclizatin to (Naik et al 1975) (4). Per-

oxide treatment of (5) gave the flavone (6) which on selective methylation afforded karanjin (7).

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Published

2003-02-24

How to Cite

Hossain, M. A., Das, A. K., & Salehuddin, S. M. (2003). SYNTHESIS OF KARANJIN, NATURALLY OCCURRING FURANOFLAVONE: Short Communication. Biological Sciences - PJSIR, 46(1), 31–32. Retrieved from https://v2.pjsir.org/index.php/biological-sciences/article/view/1588

Issue

Vol. 46 No. 1 (2003): Pakistan Journal of Scientific and Industrial Research

Section

Articles