Stereoselective Synthesis of Flavonoids. Part 8. Free Phenolic Flavan-3-ol Diastereoisomers
نویسندگان
چکیده
منابع مشابه
Antioxidative flavan-3-ol glycosides from stems of Rhizophora stylosa.
Two flavan-3-ol glycosides together with seven flavan-3-ols were isolated from stems of the mangrove plant, Rhizophora stylosa. Their structures were established as glabraoside A (7) and glabraoside B (8) by spectroscopic and chemical methods. The antioxidative activity of these isolated compounds evaluated by the diphenylpicrylhydrazyl (DPPH) radical scavenging reaction was higher than that of...
متن کاملSynthesis and biological evaluation of flavan-3-ol derivatives as positive modulators of GABAA receptors.
We herein describe the synthesis and positive modulatory activities of a small library of flavan-3-ol derivatives on alpha(1)beta(2)gamma(2L) GABA(A) receptors. Structure-activity relationships of various substituents on the A, B and C rings were evaluated in a functional electrophysiological assay. A trans configuration and a 3-acetoxy moiety are essential for activity. Substitution of the B r...
متن کاملAmmonium-directed dihydroxylation: metal-free synthesis of the diastereoisomers of 3-aminocyclohexane-1,2-diol.
The ammonium-directed, metal-free oxidation of 3-(N,N-dibenzylamino)cyclohex-1-ene with mCPBA in the presence of either trichloroacetic acid or tosic acid has been used as the key step to facilitate the synthesis of all the diastereoisomers of 3-aminocyclohexane-1,2-diol, in >98% de in each case.
متن کاملMetal free stereoselective synthesis of functionalized enamides.
An efficient and expeditious DABCO-mediated synthesis of functionalized enamides from alkenes is delineated. The reaction proceeds through an unprecedented cascade involving an Aza-Michael addition/α-bromination/elimination and a Morita-Baylis-Hillman type reaction to generate functionalized enamides in a regio- & stereoselective fashion.
متن کاملPurification of flavan-3-ol biosynthesis for co-localization onto nanocarriers and a multi-enzyme assay
Flavonoids are polyphenolic secondary metabolites that serve a variety of purposes, from assisting pollination in plants to providing anti-cancerous activity in humans. It is the wide range of functions that give these molecules the highly revered status they have today. Range in function can be linked with the range in structure, and with over 10,000 different flavonoids known, they make up on...
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ژورنال
عنوان ژورنال: Journal of Chemical Research
سال: 1999
ISSN: 1747-5198,2047-6507
DOI: 10.1177/174751989902301010