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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.44B [2005] >
IJC-B Vol.44B(02) [February 2005] >
| Title: | Synthesis of 5,6,7,3'-tetramethoxy-4'-hydroxy-8-C-prenylflavone |
| Authors: | Hossain, M Amzad Ismail, Zhari |
| Issue Date: | Feb-2005 |
| Publisher: | CSIR |
| IPC Code: | Int.Cl.7 C 07 D 311/30 |
| Abstract: | 5,6,7,3-Tetramethoxy-4'-hydroxy-8-C-prenylflavone5 isolated from the
leaves of Malaysian Orthosiphon stamineus
has been synthesized by synthetic route. 2,4,5,6-Tetrahydroxyacetophenone 1 on treatment with dimethyl sulphate
affords 2-hydroxy-4, 5, 6-trimethoxyacetophenone 2 and several other minor
compounds. Compound 2 on prenylation
yields 2-hydroxy-4,5,6-trimethoxy-3-C-prenylacetophenone 3. Alkaline condensation of 3
and 3-methoxy-4-hydroxybenzaldehyde affords
2',4-dihydroxy-3,4',5',6'-tetramethoxy-8-C-prenylchalcone 4. 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone
(DDQ) treatment of 4 furnishes the
title compound 5. |
| Page(s): | 413-415 |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Source: | IJC-B Vol.44B(02) [February 2005]
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