Synthesis of Some Chalcone and Their Heterocyclic Derivatives as Potential Antimicrobial Agents: A Review.

Kumar, Arun; Gupta, Vinita; Singh, Sanchita; Gupta, Yogesh

doi:10.5958/0974-4150.2017.00038.4

Cited by 7 publications

(7 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Chalcones are natural or synthetic compounds comprising an open-chain flavonoid structure in which the two aromatic rings are connected via a three-carbon-atom ,-unsaturated carbonyl system. These compounds have attracted much attention due to their diverse pharmacological and biological activities (Gaonkar & Vignesh, 2017), including their anticancer (Mahapatra et al, 2015), anti-malarial (Syahri et al, 2017), anti-inflammatory (Li et al, 2017), anti-microbial (Kumar et al, 2017), xanthine oxidase inhibitory (Xie et al, 2017) and aldol reductase inhibitory (Zhuang et al, 2017) properties. The present work is part of an on-going project on the synthesis of chalcone-derived Schiff bases, their ultilization in the synthesis of new transition metal complexes and their investigation as anti-proliferative and anti-bacterial agents.…”

Section: Chemical Contextmentioning

confidence: 99%

1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis

Tan¹,

Crouse²,

Ravoof³

et al. 2017

Acta Cryst E

View full text Add to dashboard Cite

The title compound, C23H21N3O2, is constructed about an almost planar disubstituted aminourea residue (r.m.s. deviation = 0.0201 Å), which features an intramolecular amine-N—H...N(imine) hydrogen bond. In the `all-trans' chain connecting this to the terminal methoxybenzene residue, the conformation about each of the imine and ethylene double bonds isE. In the crystal, amide-N—H...O(carbonyl) hydrogen bonds connect centrosymmetrically related molecules into dimeric aggregates, which also incorporate ethylene-C—H...O(amide) interactions. The dimers are linked by amine–phenyl-C—H...π(imine–phenyl) and methoxybenzene-C—H...π(amine–phenyl) interactions to generate a three-dimensional network. The importance of C—H...π interactions in the molecular packing is reflected in the relatively high contributions made by C...H/H...C contacts to the Hirshfeld surface,i.e. 31.6%.

show abstract

Section: Chemical Contextmentioning

confidence: 99%

1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis

Tan¹,

Crouse²,

Ravoof³

et al. 2017

Acta Cryst E

View full text Add to dashboard Cite

show abstract

“…activities. Chalcones are flavonoids and isoflavonoids' precursors [12,13], but they can also be obtained by synthesis [14]. The chemical scaffold for chalcone molecules is 1,3diaryl-2-propen-1-one, also known as chalconoid, which comes in trans and cis isomers, with the trans isomer being more thermodynamically stable [15].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Computational Insights on Molecular Structure, Frontier Molecular Orbital, Molecular electrostatic surface potential of (E)-3-(2,3-dihydrobenzofuran-5- yl)-1-(2- hydroxyphenyl)prop-2-en-1-one

Desale¹,

Shinde²,

Adole³

et al. 2021

JSR

View full text Add to dashboard Cite

In the current work, we described experimental and theoretical properties of chalcone, (E)-3-(2,3-dihydrobenzofuran-5yl)-1-(2-hydroxyphenyl)prop-2-en-1-one (DHBFHP). The titled molecule were practically synthesized and characterized by FT-IR, 1HNMR, and 13C NMR spectral techniques. The density functional theory approach (DFT) at the B3LYP/6-311G(d,p) basis set was used to inspect structural, spectroscopic, and chemical reactivity aspects of the synthesized molecule.To understand the geometrical architecture, a comprehensive investigation of bond lengths and bond angles is discussed. Mulliken atomic charges, molecule electrostatic potential surface, and electronic parameters are used to investigate its chemical behaviour. The time-dependent DFT (TD-DFT) method was used to determine the detailed examination of electronic properties such as HOMO and LUMO energies. The dipole moment of the titled molecule was found to be 4.8670 Debye with C1 point group symmetry. The positive electrostatic potential is predicted to be near hydrogen atoms by the molecular electrostatic potential map. To evaluate the reactive electrophilic and nucleophilic sites, the electronic properties with consideration to the frontiers molecular orbitals, the quantum reactivity descriptors, and the molecule electrostatic potential were used.

show abstract

“…[7,8] The 1,5-benzothiazepine nucleus is present in numerous drugs used for the treatment of different disorders and has been widely acclaimed as eminent cardiotherapeutic and psycho-therapeutic scaffold. [9] They were reported to possess a broad range of biological activities such as Ca 2+ channel blockers and vasodilators, antiviral, CNS acting agents, anti-platelet aggregation, anti-HIV, antimicrobial, antifungal, angiotensin-converting enzyme (ACE) inhibitors, anticancer, histone deacetylase 6 (HDAC6) inhibitors, V2 arginine vasopressin receptor antagonism, HIV-1 reverse transcriptase inhibition, and bradykinin agonist activity [6,[10][11][12][13][14][15][16][17][18][19][20] and also present in the core structure of various commercially available drugs such as diltiazem, clentiazem, thiazesim, quetiapine hemifumarate, and clothiapine as shown in Figure 2.…”

Section: Introductionmentioning

confidence: 99%

Recent advances in the synthetic chemistry of 1,5‐benzothiazepines: A minireview

Devi

Singh

Monga

2020

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

Benzothiazepine, a prominent “drug prejudice core”, is a heterocyclic moiety of immense importance due to its presence in a wide range of bioactive compounds. They act as a primary “biolinker” in diverse synthetic routes to obtain bioactive molecules and serve as important templates in synthetic and medicinal chemistry. They are known to possess a plethora of pharmacological activities, which include Ca2+ channel blockers, CNS acting agents, anti‐HIV, ACE inhibitors, antimicrobial, antifungal, anticancer. Their promising behaviour as drug molecules led the scientific community to develop novel, mild, green, and highly efficient synthetic routes for their synthesis. The conventional synthesis generally involved the condensation of chalcones with 2‐aminothiophenol in the presence of acid/base with high‐temperature heating, mostly resulting in poor yields or mixtures. However, recent trends are replacing these conditions with mild and green conditions through organocatalysis or other methodologies. In this review, an attempt has been made by authors to summarize (a) Recent developments in the synthetic strategies of 1,5‐benzoathiazepines and its derivatives (b) Conventional methods for the synthesis of 1,5‐benzothiazepines including progress in the green chemistry routes (c) Applications of various metals and organocatalysts to achieve the enantioselective synthesis of title compounds.

show abstract

Synthesis of Some Chalcone and Their Heterocyclic Derivatives as Potential Antimicrobial Agents: A Review.

Cited by 7 publications

References 0 publications

1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis

1-{(E)-[(2E)-3-(4-Methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-phenylurea: crystal structure and Hirshfeld surface analysis

Synthesis and Computational Insights on Molecular Structure, Frontier Molecular Orbital, Molecular electrostatic surface potential of (E)-3-(2,3-dihydrobenzofuran-5- yl)-1-(2- hydroxyphenyl)prop-2-en-1-one

Recent advances in the synthetic chemistry of 1,5‐benzothiazepines: A minireview

Contact Info

Product

Resources

About