Synthesis of New Hydroxy‐2‐styrylchromones.

Santos, Clementina M.M.; Silva, Artur M. S.; Cavaleiro, José A. S.

doi:10.1002/chin.200413102

Cited by 5 publications

(5 citation statements)

References 6 publications

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“…The chemical structures of the isolated compounds 1-7 were identified by EIMS, 1D and 2D NMR and were confirmed by comparison with the NMR spectral data in the literatures (Santos et al 2003;Guvenalp & Demirezer 2005;Sripathi et al 2011;Rashed et al 2012). …”

Section: Oligonucleotide Substratessupporting

confidence: 52%

Anti-HIV-1 integrase compounds from Dioscorea bulbifera and molecular docking study

Chaniad

Wattanapiromsakul

Pianwanit

et al. 2016

Pharmaceutical Biology

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Context Dioscorea bulbifera L. (Dioscoreaceae) has been used in a traditional Thai longevity medicine preparation. Isolation of inhibitors from natural products is a potential source for continuous development of new HIV-1 integrase (IN) inhibitors. Objective The objective of this study is to isolate the compounds and evaluate their anti-HIV-1 IN activity, as well as to predict the potential interactions of the compounds with an IN. Materials and methods The ethyl acetate and water fractions (1-100 mg/mL) of Dioscorea bulbifera bulbils were isolated and tested for their anti-HIV-1 IN activity using the multiplate integration assay (MIA). The interactions of the active compounds with IN were investigated using a molecular docking method. Results and discussions The ethyl acetate and water fractions of Dioscorea bulbifera bulbils afforded seven compounds. Among these, allantoin (1), 2,4,3 0 ,5 0 -tetrahydroxybibenzyl (2), and 5,7,4 0 -trihydroxy-2-styrylchromone (5) were isolated for the first time from this plant. Myricetin (4) exhibited the most potent activity with an IC 50 value of 3.15 mM, followed by 2,4,6,7-tetrahydroxy-9,10-dihydrophenanthrene (3, IC 50 value¼ 14.20 mM), quercetin-3-O-b-D-glucopyranoside (6, IC 50 value ¼ 19.39 mM) and quercetin-3-O-b-D-galactopyranoside (7, IC 50 value ¼ 21.80 mM). Potential interactions of the active compounds (3, 4, 6, and 7) with the IN active site were additionally investigated. Compound 4 showed the best binding affinity to IN and formed strong interactions with various amino acid residues. These compounds interacted with Asp64, Thr66, His67, Glu92, Asp116, Gln148, Glu152, Asn155, and Lys159, which are involved in both the 3 0 -processing and strand transfer reactions of IN. In particular, galloyl, catechol, and sugar moieties were successful inhibitors for HIV-1 IN.ARTICLE HISTORY

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Section: Oligonucleotide Substratessupporting

confidence: 52%

Anti-HIV-1 integrase compounds from Dioscorea bulbifera and molecular docking study

Chaniad

Wattanapiromsakul

Pianwanit

et al. 2016

Pharmaceutical Biology

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“…Generally, the total synthesis of simple chromones can be attained using starting styrylchromone derivatives were obtained through this methodology [216][217][218][219][220] . Several modifications have been proposed to this method.…”

Section: Methods Of Synthesis Of Simple Chromonesmentioning

confidence: 99%

Chromone: A Valid Scaffold in Medicinal Chemistry

et al. 2014

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The last few decades have provided stunning progresses in the understanding of physiopathology of several diseases. The remarkable progress in research fields, like genetics, immunology, neurobiology, among others, as well as the advent of more powerful tools, have made it possible to characterize, monitor, and understand far more of the basis of physiology and disease. However, for some diseases the treatment remains a problematic issue as the efforts performed so far were not translated into therapeutic solutions. Notwithstanding the steady increase in the total amount of FCUP

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“…In the synthesis of chromones and flavones, the Baker-Venkatraman rearrangement is frequently utilized [50][51][52][53][54][55][56]. The treatment with acid after the base-catalyzed rearrangement normally yields the flavone core chromone, while various milder approaches have been observed [57].…”

Section: Methods For the Synthesis Of Flavonesmentioning

confidence: 99%

Flavones and Their Derivatives: Synthetic and Pharmacological Importance

MOTGHARE¹,

KATOLKAR²,

CHACHERKAR³

et al. 2022

Asian J Pharm Clin Res

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Flavones (from the Latin flavus, which means “yellow”) are a kind of flavonoid with a backbone of 2-phenylchromen-4-one. Flavones, one of the most important classes of plant secondary metabolites, are well-known for their anti-cancer, anti-inflammatory, anti-microbial, antioxidant, anti-osteoporatic, anti-diabetic, anti-estrogenic, anti-allergic, and metal chelating properties. These family compounds have been intensively studied synthetically due to their wide spectrum of biological actions, and more than 4000 chemically distinct flavonoids have been identified from plants. However, new advances in synthetic chemistry have resulted in the production of a number of therapeutically important derivatives. This article summarizes the synthesis of flavones, their derivatives, and other flavone analogues which have the potential for treating a range of illnesses and ailments.

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Synthesis of New Hydroxy‐2‐styrylchromones.

Abstract: For Abstract see ChemInform Abstract in Full Text.

Cited by 5 publications

References 6 publications

Anti-HIV-1 integrase compounds from Dioscorea bulbifera and molecular docking study

Anti-HIV-1 integrase compounds from Dioscorea bulbifera and molecular docking study

Chromone: A Valid Scaffold in Medicinal Chemistry

Flavones and Their Derivatives: Synthetic and Pharmacological Importance

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