Synthesis of Flavones from 2-HYDROXY Acetophenone and Aromatic Aldehyde Derivatives by Conventional Methods and Green Chemistry Approach (2024)

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The flavones are certainly occurring heterocyclic compounds belonging to the flavonoid group. These are accumulating in almost any part of plant and it is medicinal natural products. A series of 6, 7 dimethyl substituted flavones derivatives (F-1 to F-8) were synthesized and their antimicrobial activity was evaluated. The Flavone derivatives are synthesized by oxidative cyclization of 2-hydroxy-4, 5-dimethyl substituted chalcones in presence of Selenium dioxide and DMSO -Iodine. The structure of synthesized Flavones derivatives was elucidated by spectroscopic techniques like 1 H-NMR, IR, UV and Mass spectral analysis. Purity of the substances was determined by high performance liquid chromatography (HPLC). Physical parameters like melting point, solubility in solvents like Acetone Chloroform, DMSO, Ethanol Ethyl acetate Methanol and Pyridine are also documented. The results of antimicrobial assessment revealed that some of the synthesized compounds were good in their antibacterial a...

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A distinctive feature of polyphenolics is the possession of biological properties such as antioxidant and antimicrobial activities. Simple synthesis and study about such important class of compounds and their analogs are very important to enhance the understanding of their role in human health and diseases. Accordingly, a series of chalcones (2a-f) have been synthesized by Claisen-Schmidt condensation reaction with required acetophenones and aromatic aldehydes in high yields. The conversion of chalcones to the corresponding flavones (1a-g) taking minimal amount of dimethyl sulfoxide with iodine in presence of sulfuric acid was carried out under microwave conditions in high yields.

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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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Medicinal properties of the plants are attributed due to presence of various flavonoids. Flavone is one class of flavonoids which attracted the attention of researchers worldwide. These ‘yellow’ colored compounds have 2-phenylchromen-4-one backbone structure. Flavones contribute to various medicinal properties like anti diabetic [1], anti-inflammatory [2], anti-oxidant [3] and anti-cancer [4]. In some basic methods of synthesis of flavones aldehydes react with hydroxyl aceto phenones under claisensmith condensation. In this review we have tried to summarize the various methods of synthesis of flavones.

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Dr. Mzgin mohammed ayoob

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In the present study; 5-(4-chlorophenyl azo)-2-hydroxy acetophenone (1) was prepared by diazotization of 4-chloro aniline and its coupling reaction with 2-hydroxy acetophenone, then reacted with different azo benzyloxy benzaldehydes(3a-i) to give new synthesized 2-hydroxy chalcones(4a-i). The later compounds were subjected to oxidative cyclization by catalytic amount of I 2 in DMSO affording the target molecules new flavones bearing two azo-linkages (5a-i). The structures of the newly synthesized compounds were identified on the bases of their FT-IR, 1 H-NMR, 13 C-NMR and DEPT-135 spectra. The synthesized Flavone derivatives were evaluated against two types of bacteria gram positive (Staphylococcus aurous) and gram negative (Pseudomonas aeruginosa). The results showed that most of the synthesized flavones are more sensitive against (G-ve) bacteria than (G +ve) bacteria.

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Synthesis of Flavones from 2-HYDROXY Acetophenone and Aromatic Aldehyde Derivatives by Conventional Methods and Green Chemistry Approach (2024)

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