- Synthesis and biological activity of (±)-7,3′,4′-trihydroxyhomoisoflavan and its analogs
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Acetylcholinesterase (AChE) inhibitors and neurite outgrowth promoters are thought to alleviate the symptoms of degenerative brain disorders, such as Alzheimer's disease. We designed and synthesized a series of homoisoflavonoids based on the structure of natural homoisoflavan isolated from Dracaena cambodiana dragon's blood. The homoisoflavonoids were then evaluated as AChE inhibitors and neurite outgrowth promoters. The catechol structure of the homoisoflavan B rings was important for AChE inhibition, and some of the homoisoflavonoids significantly promoted neurite outgrowth induced by nerve growth factor (NGF).
- Noshita, Toshiro,Fujita, Kentaro,Koga, Takeru,Ouchi, Hidekazu,Tai, Akihiro
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- The bioinspired design of a reagent allows the functionalization of Cα-H of α,β-unsaturated carbonyl compounds via the Baylis-Hillman chemistry under ambient conditions
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A rationally designed reagent capable of affecting alkylation at Cα of α,β-unsaturated carbonyl compounds is reported. The reaction proceeded at room temperature without any additives. The pH and H-bond formation during the reaction play a key role in the working of the reagent.
- Singh, Palwinder,Kumar, Arun,Kaur, Sukhmeet,Kaur, Jagroop,Singh, Harpreet
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supporting information
p. 2936 - 2939
(2016/02/20)
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- Synthesis of 3-allylchromones, homoisoflavones and bischromones from (E)-1-(2-Hydroxyphenyl)-3-(N,N-dimethylamino)prop-2-en-1-one
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(E)-1-(2-Hydroxyphenyl)-3-(N,N-dimethylamino)prop-2-en-1-one reacts with allyl bromide, prenyl bromide, benzyl bromide and α,α'-dibromo-p- xylene in DMF to produce 3-allyl-, 3-prenyl-chromones, homoisoflavones and bischromones, respectively. Similar compo
- Panja, Suman Kalyan,Maiti, Sourav,Bandyopadhyay, Chandrakanta
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experimental part
p. 555 - 558
(2011/02/23)
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- New convenient synthesis of homoisoflavanones and (±)-di-O- methyldihydroeucomin
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Upon reaction of 1-(2-hydroxyphenyl)-3-phenylpropane-1-ones (2′-hydroxydihydrochalcones) with dimethylaminodimethoxymethane in boiling toluene, the corresponding 3-benzylchromones are obtained in excellent yields. These latter lead to 3-benzylchroman-4-on
- Kirkiacharian, B. Serge,Gomis, Michel
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p. 563 - 569
(2007/10/03)
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- Reactivity of α-arylidene benzoheteracyclanone dibromides toward azide ion: An effective approach to 3-(α-substituted-benzyl)chromones and -1-thiochromones
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Treatment of dibromides of 3-arylidenechromanones and -1-thiochromanones with sodium azide resulted in the formation of 3-(α-azidobenzyl)chromones and -1-thiochromones whereas dibromides having no antiperiplanar vicinal hydrogen in the ring such as flavanone, 1-thioflavanone and benzosuberone derivatives afforded only the parent enones by bromine elimination. Evidence supported the intermediacy of 3-(α-bromobenzyl)chromones and -1-thiochromones in this reaction. These postulated intermediates were prepared in an independent way and transformed into azides in high yield.
- Patonay,Dinya,Lévai,Molnár
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p. 2895 - 2907
(2007/10/03)
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- Palladium-catalyzed double-bond migration in the homoisoflavone system
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3-Benzylidene-4-chromanones were converted to 3-benzylchromones in HMPA at 200°C in excellent yields. The reaction was irreversible and efficiently promoted by palladium catalysts in a remarkably shortened reaction time (3 h), compared with the existing p
- Hoshino,Takeno
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p. 2873 - 2875
(2007/10/02)
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- Synthesis and angioprotective, antiallergic and antihistaminic activities of 3-benzyl-chromones (homoisoflavones)
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Various 3-benzyl-chromones were prepared and their angioprotective antiallergic and antihistaminic activities were studied. - 3-benzyl-chromones / antiallergic / antihistaminic / angioprotective
- Kirkiacharian, Serge,Tongo, Hubert G.,Bastide, Janine,Bastide, Pierre,Grenie, Marie Magdeleine
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p. 541 - 546
(2007/10/02)
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- Homoisoflavones: Part V - Bromination of 3-Benzylchroman-4-ones
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Bromination of 3-benzylchroman-4-ones (IIa-e) with cupric bromide or phenyltrimethylammonium perbromide affords the 3-bromo derivatives (IIIa-e) which have been conveniently converted into homoisoflavones (Va-e).) Bromination of IIa-e with N-bromosuccinim
- Chatterjea, J. N.,Singh, R. P.,Jha, I. S.,Shaw, S. C.
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p. 923 - 924
(2007/10/02)
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