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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)
Appears in Collections:IJC-B Vol.44B(02) [February 2005]

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