Thermal solvent-free synthesis of chromonyl chalcones, pyrazolines and their <i>in vitro</i> antibacterial, antifungal activities

Siddiqui, Zeba N.; Praveen, Shagufta; Musthafa, T. N. Mohammed; Ahmad, Anis; Khan, Asad U.

doi:10.3109/14756366.2011.577035

Cited by 31 publications

(13 citation statements)

References 25 publications

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“…Siddiqui and coworkers reported the reaction of 3-(3-substituted-3-oxoprop-1-en-1-yl)chromones 49 with different hydrazines in conventional heating conditions, using acetic acid as solvent, and in solvent-free heating conditions ( Scheme 13 ) [ 37 ].…”

Section: Synthesis Of Chromone-pyrazole Dyadsmentioning

confidence: 99%

“…The synthesized compounds 50, demonstrated moderate to good antimicrobial activity, which seemed to be dependent on the nature of the heterocyclic moieties. Moreover, although the tested compounds were more active against fungi than bacteria, none of them exceeded the activity of the commercial drugs ciprofloxacin and griseofulvin [ 37 ].…”

Section: Synthesis Of Chromone-pyrazole Dyadsmentioning

confidence: 99%

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Synthesis of Chromone-Related Pyrazole Compounds

Santos

Silva

2017

Molecules

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Chromones, six-membered oxygen heterocycles, and pyrazoles, five-membered two-adjacent-nitrogen-containing heterocycles, represent two important classes of biologically active compounds. Certain derivatives of these scaffolds play an important role in medicinal chemistry and have been extensively used as versatile building blocks in organic synthesis. In this context, we will discuss the most relevant advances on the chemistry that involves both chromone and pyrazole rings. The methods reviewed include the synthesis of chromone-pyrazole dyads, synthesis of chromone-pyrazole-fused compounds, and chromones as starting materials in the synthesis of 3(5)-(2-hydroxyaryl)pyrazoles, among others. This review will cover the literature on the chromone and pyrazole dual chemistry and their outcomes in the 21st century.

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Section: Synthesis Of Chromone-pyrazole Dyadsmentioning

confidence: 99%

Section: Synthesis Of Chromone-pyrazole Dyadsmentioning

confidence: 99%

Synthesis of Chromone-Related Pyrazole Compounds

Santos

Silva

2017

Molecules

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“…For natural sources of chalcones and their derivatives, see: Anderson & Markham (2006); Yadav et al (2011). For examples of their biological activities, see: Liu et al (2011); Siddiqui et al (2012). For their use as synthons for the preparation of five-and six-membered ring systems, see: Powers et al (1998).…”

Section: Related Literaturementioning

confidence: 99%

“…These properties are largely attributed to the presence of the a,ß-unsaturated ketone moiety in the chalcone (Anderson & Markham, 2006;Yadav et al, 2011). Chalcones are reported to possess many useful properties, for example antibacterial [Liu et al, 2011] and antifungal [Siddiqui et al, 2012]. These compounds are important synthons for the preparation of five-and sixmembered ring systems [Powers et al, 1998] as well as intermediates in the synthesis of many pharmaceutically useful molecules [Perozo-Rondon et al, 2006].…”

Section: S1 Commentsmentioning

confidence: 99%

Crystal structure of (E)-1,3-bis(6-methoxynaphthalen-2-yl)prop-2-en-1-one

Patel¹,

Chadha²

2015

Acta Cryst E

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In the title compound, C25H20O3, the central –C(=O)—C=C– chain is disordered over two positions about the central C atom, with an occupancy ratio of 0.848 (6):0.152 (6). The molecule is twisted with the two naphthalene ring systems being inclined to one another by 52.91 (9)°. In the crystal, molecules are linked by C—H⋯π interactions, forming a three-dimensional structure. The structure was refined as a two-component twin with a 180 ° rotation about the c* axis.

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“…In nature, (E)-chalcones have shown to display an important role in pigmentation of flowers and can act as protecting agents against microorganisms, insects and ultraviolet radiation. They can also present other biological, pharmacological and biocidal properties, such as antibacterial [6], anti-inflammatory [7][8][9], antifungal [6], antimalarial [10][11][12], antitumor [13], antimicrobial [14,15], antiviral [16], antitubercular [17], antioxidant [18], antimitotic [19], antileishmanial [20], antiplatelet [21], anticancer [22] activities, among others [23,24].…”

Section: Introductionmentioning

confidence: 99%

Chalcones as Versatile Synthons for the Synthesis of 5- and 6-membered Nitrogen Heterocycles

Albuquerque¹,

Santos²,

Cavaleiro³

et al. 2014

COC

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Chalcones belong to the flavonoid family which constitutes one of the major classes of naturally occurring oxygen heterocyclic compounds. The ,-unsaturated carbonyl system of chalcones possesses two electrophilic reactive centers allowing them to participate in addition reactions via attack to the carbonyl group (1,2-addition) or involving the-carbon (1,4-conjugate addition), leading to the synthesis of promising bioactive heterocyclic compounds. The purpose of this review is to present a systematic survey of the most recent literature that uses chalcones in the synthesis of biologically active 5-and 6-membered nitrogen heterocycles such as pyrroles, indoles, isoxazoles, imidazoles, pyrazoles, indazoles, triazoles, tetrazoles, pyridines and pyrimidines. Efficiency, easy-to-handle and cheap reagents, alternative heating conditions and greener protocols will be highlighted. In this review we will cover the literature since the beginning of the 21 st century in more than 400 publications.

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Thermal solvent-free synthesis of chromonyl chalcones, pyrazolines and their in vitro antibacterial, antifungal activities

Cited by 31 publications

References 25 publications

Synthesis of Chromone-Related Pyrazole Compounds

Synthesis of Chromone-Related Pyrazole Compounds

Crystal structure of (E)-1,3-bis(6-methoxynaphthalen-2-yl)prop-2-en-1-one

Chalcones as Versatile Synthons for the Synthesis of 5- and 6-membered Nitrogen Heterocycles

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