SYNTHESIS OF 4-(3H)-QUINAZOLINONES FOR POTENTIAL ANTIMICROBIAL ACTIVITY

INDIAN DRUGS ◽  
2021 ◽  
Vol 58 (08) ◽  
pp. 42-48
Author(s):  
Ekta Thakor ◽  
Tabassum A. Khan ◽  
◽  
Keyword(s):  
Biological Activities ◽  
Reference Standard ◽  
Bacterial Strains ◽  
E Coli ◽  
Design And Synthesis ◽  
Naturally Occurring ◽  
Large Numbers ◽  
Wide Range ◽  
Antibacterial And Antifungal ◽  
Potential Antimicrobial Activity

Quinazolinones are of considerable research interest since their discovery and are found in large numbers as naturally occurring alkaloids. They are reported to exhibit a wide range of useful biological activities like antibacterial, antiviral, antimalarial, anticancer, anticonvulsant, antihypertensive, antidiabetic, antihistamine and anti-inflammatory. There are several new reports on quinazolinone analogues showing a diverse spectrum of biological activities. A new series of 2-styryl 4(3H)- quinazolinone analogues were synthesized using anthranilamide, acetyl chloride and substituted aromatic benzaldehyde. The synthesized analogues (IVa-IVj) were purified by chromatography and characterized by spectroscopy. They were screened for antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, Pseudomonas vulgaris, Staphylococcus aureus and Bacillus subtilis using moxifloxacin as the reference standard and for antifungal activity against Candida albicans and Aspergillus niger using ketoconazole as the reference standard. The results indicated that IVa and IVj were active against E. coli, IVd against B. subtilis, IVb against S. aureus and IVa, IVb and IVe against C. albicans. The synthesized analogues did not exhibit activity against A. niger. The 2-styryl 4(3H)- quinazolinone series was found to show good activity against the selected bacterial strains and can serve as good templates for design and synthesis of more potent antibacterial and antifungal entities.

3,4-Dihydroisocoumarins, Interesting Natural Products: Isolation, Organic Syntheses and Biological Activities

2019 ◽  
Vol 16 (1) ◽  
pp. 112-129 ◽  
Author(s):  
Aurelio Ortiz ◽  
Miriam Castro ◽  
Estibaliz Sansinenea
Keyword(s):  
Natural Products ◽  
Biological Activities ◽  
Natural Compounds ◽  
Biologically Active ◽  
Bacterial Strains ◽  
Drug Candidates ◽  
Heterocyclic Molecules ◽  
Naturally Occurring ◽  
Wide Range ◽  
Different Sources

Background:3,4-dihydroisocoumarins are an important small group belonging to the class of naturally occurring lactones isolated from different bacterial strains, molds, lichens, and plants. The structures of these natural compounds show various types of substitution in their basic skeleton and this variability influences deeply their biological activities. These lactones are structural subunits of several natural products and serve as useful intermediates in the synthesis of different heterocyclic molecules, which exhibit a wide range of biological activities, such as anti-inflammatory, antiplasmodial, antifungal, antimicrobial, antiangiogenic and antitumoral activities, among others. Their syntheses have attracted attention of many researchers reporting many synthetic strategies to achieve 3,4-dihydroisocoumarins and other related structures. </P><P> Objective: In this context, the isolation of these natural compounds from different sources, their syntheses and biological activities are reviewed, adding the most recent advances and related developments.Conclusion:This review aims to encourage further work on the isolation and synthesis of this class of natural products. It would be beneficial for synthetic as well as the medicinal chemists to design selective, optimized dihydroisocoumarin derivatives as potential drug candidates, since dihydroisocoumarin scaffolds have significant utility in the development of therapeutically relevant and biologically active compounds.

scholarly journals Beehive Products as Antibacterial Agents: A Review

Antibiotics ◽  
2021 ◽  
Vol 10 (6) ◽  
pp. 717
Author(s):  
Rita Abou Nader ◽  
Rawan Mackieh ◽  
Rim Wehbe ◽  
Dany El El Obeid ◽  
Jean Marc Sabatier ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Honey Bee ◽  
Antibacterial Agents ◽  
Royal Jelly ◽  
Biological Activities ◽  
Vital Role ◽  
Bee Venom ◽  
Bacterial Strains ◽  
Wide Range ◽  
Life Threatening

Honeybees are one of the most marvelous and economically beneficial insects. As pollinators, they play a vital role in every aspect of the ecosystem. Beehive products have been used for thousands of years in many cultures for the treatment of various diseases. Their healing properties have been documented in many religious texts like the Noble Quran and the Holy Bible. Honey, bee venom, propolis, pollen and royal jelly all demonstrated a richness in their bioactive compounds which make them effective against a variety of bacterial strains. Furthermore, many studies showed that honey and bee venom work as powerful antibacterial agents against a wide range of bacteria including life-threatening bacteria. Several reports documented the biological activities of honeybee products but none of them emphasized on the antibacterial activity of all beehive products. Therefore, this review aims to highlight the antibacterial activity of honey, bee venom, propolis, pollen and royal jelly, that are produced by honeybees.

scholarly journals Antimicrobial and antioxidant potentials of non-cytotoxic extracts of corticolous lichens sampled in Armenia

AMB Express ◽  
2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Razmik Sargsyan ◽  
Arsen Gasparyan ◽  
Gohar Tadevosyan ◽  
Hovik Panosyan
Keyword(s):  
Antifungal Activity ◽  
Methanol Extract ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Cytotoxic Activities ◽  
Bacterial Strains ◽  
Evernia Prunastri ◽  
Wide Range ◽  
Antibacterial And Antifungal ◽  
Acetone Extracts

AbstractDue to wide range of secondary metabolites, lichens were used from antiquity as sources of colorants, perfumes and medicaments. This research focuses on exploring the antioxidant, antimicrobial and cytotoxic activities of methanol, ethanol, acetone extracts and aqueous infusions of corticolous lichens sampled from Armenia. Methanol, ethanol and acetone extracts from all tested lichens were active against Gram-positive bacterial strains. The most effective solvent to retrieve antimicrobial compounds was methanol. Aqueous infusions of tested lichens didn’t show any significant antibacterial and antifungal activity. The highest antimicrobial activity was observed for methanol extract of Ramalina sinensis. The minimum inhibitory concentration of methanol extract of Ramalina sinensis were 0.9–1.8 mg mL− 1. Pseudevernia furfuracea demonstrated antifungal activity (Ø 12 mm). Methanol extract of Parmelia sulcata demonstrated largest 1,1-diphenyl-2-picryl-hydrazil (DPPH) radical scavenging activity (71 %). The cytotoxicity was measured on human HeLa (cervical carcinoma) cell lines using microculture tetrazolium test assay. The IC50 values estimated for methanol extracts of Peltigera praetextata, Evernia prunastri, Ramalina sinensis and Ramalina farinacea species in HeLa cell line were within 1.8–2.8 mg mL− 1 and considered as non-cytotoxic. Obtained results suggest that studied lichens can be prospective in biotechnologies as alternative sources of antimicrobial and antioxidant substances.

Development and characterization of electrospun curcumin-loaded antimicrobial nanofibrous membranes

2020 ◽  
pp. 004051752092551
Author(s):  
Javeed A Awan ◽  
Saif Ur Rehman ◽  
Muhammad Kashif Bangash ◽  
Fiaz Hussain ◽  
Jean-Noël Jaubert
Keyword(s):  
Biological Activities ◽  
Research Work ◽  
Medical Applications ◽  
Electrospinning Technique ◽  
Naturally Occurring ◽  
Wide Range ◽  
Nanofibrous Membranes ◽  
Antimicrobial Barrier ◽  
Anti Hiv

Curcumin is a naturally occurring hydrophobic polyphenol compound. It exhibits a wide range of biological activities such as antibacterial, anti-inflammatory, anti-carcinogenic, antifungal, anti-HIV, and antimicrobial activity. In this research work, antimicrobial curcumin nanofibrous membranes are produce by an electrospinning technique using the Eudragit RS 100 (C19H34ClNO6) polymer solution enriched with curcumin. The morphology and chemistry of the membrane are analyzed using scanning electron microscopy (SEM) and Fourier transform infrared (FTIR) spectroscopy. Kirby Bauer disk diffusion tests are carried out to examine the antibacterial effectiveness of the membrane. Experimental results show that the nanofibers produced are of uniform thickness morphology and curcumin is successfully incorporated into the nanofibrous mat, while no chemical bonding was observed between curcumin and the polymer. The antimicrobial curcumin nanofibrous membranes can be effectively applied as antimicrobial barrier in a wide variety of medical applications such as wound healing, scaffolds, and tissue engineering.

Combinatorial Synthesis of Novel 3/5(3,5)-(Di)nitro/chloropaeonol Carbonyl Hydrazone Derivatives as Nematicidal Agents

2021 ◽  
Vol 24 ◽  
Author(s):  
Genqiang Chen ◽  
Lina Zhu ◽  
Yanfei Xia ◽  
Jinming Yang ◽  
Song Zhang ◽  
...  
Keyword(s):  
High Efficiency ◽  
Biological Activities ◽  
Science Research ◽  
Nematicidal Activity ◽  
Effective Control ◽  
Root Bark ◽  
Naturally Occurring ◽  
Whole Plant ◽  
Wide Range

Background: Developing the high-efficiency and low-risk small-molecule green-nematocide is the key of effective control of the nematodes. Paeonol, is a naturally occurring phenolic compound, isolated from the root bark of Paeonia suffruticosa and the whole plant of Cynanchum paniculatum. Due to its crucial phenolic ketone skeleton, modern biological science research has indicated that paeonol has a wide range of biological activities. The structural modification of paeonol into paeonol carbonyl hydrazone derivatives is a potential approach for the development of novel nematodes, which showed more toxicity than paeonol. However, there are no reports on the nematicidal activity of paeonol carbonyl hydrazone derivatives to control Heterodera glycines. Results: We always endeavor to discover and develop biorational natural products-based pesticidal agents, 4 significant intermediates and 21 novel 3/5(3,5)-(di)nitro/chloropaeonol carbonyl hydrazone derivatives were prepared, and their structures well characterized by 1H NMR, HRMS, MS, and mp. Due to the steric hindrance, the substituents on the C=N double bond of all hydrazine compounds adopted E configuration. Results of nematicidal activity revealed that, among all compounds, especially 5-nitropaeonol (5) and 3,5-dinitropaeonol (7) displayed the most potent nematicidal activity H. glycines in vivo with LC50 values of 0.0323 and 0.0367 mg/mL, respectively. Conclusion: It suggested that for the 3/5(3,5)-(di)nitro/chloropaeonol carbonyl hydrazone derivatives, a nitro group introduced at C5 position of 1 was necessary for obtaining the potent compound as nematicidal agents. These preliminary results will pave the way for further modification of paeonol in the development of potential new nematicides.

scholarly journals Oxazolidinones as Chiral Auxiliaries in the Asymmetric 1,4-Conjugate Addition Reaction Applied to the Total Synthesis of Natural Products: A Supplemental Mini-Review

2018 ◽  
Vol 15 (1) ◽  
pp. 3-20 ◽  
Author(s):  
Vahideh Zadsirjan ◽  
Majid M. Heravi
Keyword(s):  
Total Synthesis ◽  
Biological Activities ◽  
Conjugate Addition ◽  
Chiral Auxiliary ◽  
Addition Reactions ◽  
Chiral Auxiliaries ◽  
Complex Molecules ◽  
Total Syntheses ◽  
Naturally Occurring ◽  
Wide Range

Background: The most frequently used chiral auxiliaries, oxazolidinones (Evans' oxazolidinones) have been employed in 1,4-congugate addition reactions to α,β-unsaturated carbonyl compounds. Supplementary to our previous reports in this mini-review, we attempted to underscore the applications of this strategy in a step (steps) in the total synthesis of some naturally occurring compounds exhibiting diverse biological activities. Objective: In this mini-review, we try to underscore the applications of oxazolidinones (Evans’ oxazolidinones) in 1,4-congugate addition reactions to α,β-unsaturated carbonyl in the total synthesis of some naturally occurring compounds exhibiting diverse biological activities. Conclusion: In spite of well-known superiority of asymmetric catalyzed reactions, the use of auxiliarycontrolled reactions are still considered as commanding, vital and sometimes as only tools in the generation of stereogenic centers during the construction of complex molecules and total synthesis of naturally occurring compounds. The commercial availability, or readily accessibility of a wide variety of chiral amino alcohols as starting materials to synthesize a wide range of oxazolidinones is the merits of them. In addition, the ease of removal and subjection to various and diverse stereoselective reactions make oxazolidinones as the ideal and superior chiral auxiliaries. In this regard, they were successfully used in asymmetric 1,4-conjugate addition reactions with high stereoselectivities. The high degree of asymmetric induction can be attributed to the rigid chelation of N-acyloxazolidinones with metal ions, as well as the covering of one face of the system by the bulkiness of 4-substituent. In summary, in this report, the importance of the applications of chiral oxazolidinones as suitable chiral auxiliaries in the stereoselective, 1,4-conjugate addition reactions in asymmetric synthesis and in particular, the total synthesis of naturally occurring compounds and some complex molecules were underscored. Noticeably, in these total syntheses, this chiral auxiliary is controlling the stereochemistry of a newly created stereogenic center as well as preserving the configuration of other chiral centers, which already have been presented in the precursor. General methods have been established for the attachment of the chiral auxiliary as a moiety to the substrate molecule in high to excellent yields. At the end of these reactions, this auxiliary can be easily removed leaving various desired reactive motifs for the next step in multi-step synthesis.

scholarly journals Microbial Synthesis of Non-Natural Anthraquinone Glucosides Displaying Superior Antiproliferative Properties

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2171 ◽  
Author(s):  
Trang Nguyen ◽  
Ramesh Pandey ◽  
Prakash Parajuli ◽  
Jang Han ◽  
Hye Jung ◽  
...  
Keyword(s):  
Cell Growth ◽  
Biological Activities ◽  
Uterine Cervical Cancer ◽  
Cell Growth Inhibition ◽  
Microbial Synthesis ◽  
E Coli ◽  
Anticancer Effects ◽  
Naturally Occurring ◽  
Spectroscopic Analyses ◽  
Proliferative Assay

Anthraquinones, naturally occurring bioactive compounds, have been reported to exhibit various biological activities, including anti-inflammatory, antiviral, antimicrobial, and anticancer effects. In this study, we biotransformed three selected anthraquinones into their novel O-glucoside derivatives, expressing a versatile glycosyltransferase (YjiC) from Bacillus licheniformis DSM 13 in Escherichia coli. Anthraflavic acid, alizarin, and 2-amino-3-hydroxyanthraquinone were exogenously fed to recombinant E. coli as substrate for biotransformation. The products anthraflavic acid-O-glucoside, alizarin 2-O-β-d-glucoside, and 2-amino-3-O-glucosyl anthraquinone produced in the culture broths were characterized by various chromatographic and spectroscopic analyses. The comparative anti-proliferative assay against various cancer cells (gastric cancer-AGS, uterine cervical cancer-HeLa, and liver cancer-HepG2) were remarkable, since the synthesized glucoside compounds showed more than 60% of cell growth inhibition at concentrations ranging from ~50 μM to 100 μM. Importantly, one of the synthesized glucoside derivatives, alizarin 2-O-glucoside inhibited more than 90% of cell growth in all the cancer cell lines tested.

Antioxidant and Antimicrobial Activities of the Fresh aerial parts of Ammi visnaga L. from Algeria

2016 ◽  
Vol 6 (2) ◽  
pp. 70-76
Author(s):  
Soumia Keddari ◽  
Narimen Benaoum ◽  
Yasmina Mokhtaria Boufadi ◽  
Mansouria Belhocine ◽  
Ali Riazi
Keyword(s):  
Staphylococcus Aureus ◽  
Antimicrobial Activity ◽  
Phenolic Compounds ◽  
Biological Activities ◽  
Antibacterial Properties ◽  
Ethanolic Extract ◽  
Diffusion Method ◽  
E Coli ◽  
Ammi Visnaga ◽  
Wide Range

Medicinal plants have been used for countries as cures for human diseases because they contain components of therapeutic value. Among these medi-cinal plants, Ammi visnage which have an immense reservoir of potential compounds attributed to the secondary metabolites which have the advan-tage of being of great diversity of chemical structure and have a very wide range of biological activities. The objectives of the present work were to stu-dy the antioxidant and antimicrobial activity of phenolic compounds ex-tracted from A. visnaga L. Its extraction is performed by two methods, etha-nol extraction and water extraction. The results showed that A. visnaga L.. ethanolic extract contains a mixture of phytochemical classes as polyphenol, flavonoids and revealed that this plant has high antioxidant activity (IC50 0.069 mg/ml). Regarding the antimicrobial activity results expressed by the diameter of the inhibition zones by diffusion method AWDT, the most signifi-cant inhibition was observed against to Staphylococcus aureus (12 mm) to the ethanol extract at concentration of 100mg / ml. Thus the aqueous ex-tract had a significant inhibitory activity against on the strains Staphylococ-cus aureus (8 mm), E. coli ATCC 10536 (8 mm) to a concentration of 100 mg / ml. The results for the antibacterial properties have shown that Gram-positive bacteria (Staphylococcus aureus, Listeria monocytogenes and M. luteus.) were more sensitive than gram-negative (Pseudomonas aeruginosa, E. coli ATCC 10536) against from the action of phenolic compounds of the Ammi visnaga ethanolic extract.

scholarly journals ANTIOXIDANT POTENTIAL OF PIPERIDINE CONTAINING COMPOUNDS-A SHORT REVIEW

2018 ◽  
Vol 11 (8) ◽  
pp. 66
Author(s):  
Manjusha R K ◽  
Shaheen Begum ◽  
Arifa Begum ◽  
Bharathi K
Keyword(s):  
Biological Activities ◽  
Short Review ◽  
Heterocyclic Ring ◽  
Antioxidant Potential ◽  
Naturally Occurring ◽  
Antioxidant Profile ◽  
Antioxidant Agents ◽  
Wide Range ◽  
Privileged Scaffold ◽  
Candidate Molecule

Piperidine is a saturated heterocyclic ring, considered as a privileged scaffold in view of its role in wide range of biological activities. Piperidine is good candidate molecule for obtaining potent antioxidant agents. The planar nature of this heterocyclic nucleus allows the introduction of substituent groups at different positions on the ring. In the present review, the antioxidant profile of piperidine containing compounds has been focused. The compounds were classified into naturally occurring piperidines, unsaturated piperidines, N-substituted piperidines, piperamides, piperanols, piperidine oximes, and hydrazides.

Optogenetic Modulation of a Productive Biofilm for Improved Biotransformation

2020 ◽  
Author(s):  
Bin Cao ◽  
Yidan Hu ◽  
Xiaobo Liu ◽  
Aloysius Teng ◽  
Ji-Dong Gu
Keyword(s):  
Biofilm Formation ◽  
Near Infrared ◽  
Biological Activities ◽  
Tryptophan Synthase ◽  
Spatiotemporal Resolution ◽  
Chemical Inducers ◽  
E Coli ◽  
Nir Light ◽  
Wide Range ◽  
Genes Encoding

&lt;p&gt;Biofilm as a living catalysts has been exploited for the production of biofuels and bioelectricity in microbial fuel cells (MFCs) as well as in the synthesis of bulk and fine chemicals. However, the structure and activity of biofilms are highly dynamic and heterogeneous, which makes the control of biofilm-mediated bioprocesses challenging and limits their application in industrial biotechnology. Efficient biofilm-mediated biocatalysis requires the modulation of biofilm formation. In a wide range of bacteria, the development of biofilm is subject to a signal cascade regulated by the intracellular levels of secondary messenger bis-(3'-5') cyclic dimeric guanosine monophosphate (c-di-GMP). Typically, an increase in c-di-GMP level enhances biofilm formation while a decrease in c-di-GMP level leads to biofilm dispersal. Intracellular levels of c-di-GMP are modulated in response to internal and environmental cues, which is achieved by the activities of diguanylate cyclases (DGCs, c-di-GMP synthases) and phosphodiesterases (PDEs, c-di-GMP hydrolases). Hence, biofilm formation can be modulated by controlling the expression of genes encoding DGCs or PDEs using chemical inducers.&lt;/p&gt; &lt;p&gt;For biofilm-mediated biocatalysis for chemicals synthesis, it would be desirable if chemical inducers could be avoided for modulating biofilm formation. Light as a non-invasive stimulus is such an attractive inducer, which can offer a higher spatiotemporal resolution in the regulation of biological activities. Several light-responsive regulatory modules have been reported for protein degradation, protein&amp;#8211;protein interactions and gene expression. In particular, the near infrared (NIR) light (680&amp;#8211;880 nm) is an attractive inducer for the photocontrol of biological activities because of its deep penetration and non-toxicity. In this study, we engineered a near infrared (NIR) light-responsive, tryptophan-producing &lt;em&gt;Escherichia coli&lt;/em&gt; biofilm by introducing a NIR light-responsive DGC and the genes encoding tryptophan synthase (TrpAB). Biofilm formation of the engineered &lt;em&gt;E. coli&lt;/em&gt; could be modulated by NIR light through manipulation of the intracellular c-di-GMP concentration and the biotransformation of indole and serine into tryptophan was catalyzed by TrpAB. The engineered catalytic biofilm overcame the inhibition of indole on biofilm formation by E. coli and reduced the reverse reaction from tryptophan to indole. By applying the engineered biofilm to catalyze the biotransformation of indole into tryptophan in submerged biofilm reactors, we showed that NIR light enhanced biofilm formation to result in 30% increase in tryptophan yield. This demonstrates the feasibility of applying light to modulate the catalytic biofilm formation and performance for chemical production in bioreactors. The optogenetic approach for modulating catalytic biofilm we have demonstrated here would allow the wide application for further biofilm-mediated biocatalysis.&lt;/p&gt;

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