- Synthesis of isoflavones by tandem demethylation and ring-opening/cyclization of methoxybenzoylbenzofurans
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The unexpected conversion of benzoylbenzofurans into isoflavones through an intramolecular cascade that involves deprotection and ring-opening/cyclization is described. This was discovered in an investigation of the possible transformation of benzoylbenzofurans into coumaronochromones. This route affords isoflavones in two major steps from acetophenones and benzoquinones. The transformation was validated by synthesizing differently substituted isoflavone derivatives and further applied to a concise synthesis of a potential anticancer lead compound, glaziovianin A (1).
- Kunyane, Phaladi,Sonopo, Molahlehi S.,Selepe, Mamoalosi A.
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p. 3074 - 3082
(2019/11/19)
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- Naphthalene anti-psoriatic agents
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Naphthalenes of the formula: STR1 wherein: m is 1 or 2; n is 1, 2, or 3; R1 is alkyl of one to seven carbon atoms or an optionally substituted phenyl; R2 is hydrogen, lower alkyl, lower alkoxy, optionally substituted phenyl, optionally substituted phenyl-lower-alkyl, optionally substituted phenyl-lower-alkoxy, amino, lower alkylamino, lower dialkylamino, halo, cyano, hydroxy, or lower alkylthio are useful in relieving psoriasis.
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- Topical Nonsteroidal Antipsoriatic Agents. 2. 2,3-(Alkylidenedioxy)naphthalene Analogues of Lonapalene
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A series of 2,3-(alkylidenedioxy)naphthalene analogues (5a-p) of lonapalene (RS-43179,1), a 5-lipoxygenase inhibitor currently under clinical investigation for the treatment of psoriasis, has been prepared and evaluated for topical inhibitory activity aga
- Venuti, Michael C.,Loe, Brad E.,Jones, Gordon H.,Young, John M.
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p. 2132 - 2136
(2007/10/02)
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- Derivatives of 1,3-Benzdioxoles, 48. Preparation and Reactions of 1,3-Benzdioxole-4,7-quinones
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We describe the preparation of a substituted 1,3-benzdioxole-4,7-quinone complex (2) by reaction of 4-hydroxy-1,3-benzdioxole (1) with potassiumnitrosodisulfonate.The quinones 4a-d can be obtained by treatment of the 4-hydroxy-7-methoxy-1,3-benzdioxoles 3a-d with ammoniumcerium(IV)nitrate.Reaction of 2 with several cyclophiles gives the addition compounds resp. the dehydrogenation-products 6b-d in partly high yields. - Keywords: 1,3-Benzdioxol-4,7-chinon, 6,7-Dimethyl-naphtho-1,3-dioxol-4,9-chinon, 6-Hydroxy-naphtho-1,3-dioxol-4,9-chinon
- Dallacker, Franz,Holtmann, Bodo,Coerver, Wim
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p. 392 - 397
(2007/10/02)
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