Phenolic Composition, Enzyme Inhibitory and Anti-quorum Sensing Activities of Cinnamon (Cinnamomum zeylanicum Blume) and Basil (Ocimum basilicum Linn)

Tamfu, Alfred Ngenge; Küçükaydın, Selçuk; Ceylan, Özgür; Baygar, Tuba; Duru, Mehmet Emin

doi:10.1007/s42250-021-00265-5

Cited by 33 publications

(21 citation statements)

References 45 publications

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“…The phenolic compounds in the plant extracts were detected and quantified using reversed-phase high-performance liquid chromatography (RP-HPLC) coupled with diode array detector (DAD). Known weights of each extract were dissolved in water:methanol (80:20) then filtered on sterile 0.20 μm disposable filter disk for liquid chromatography, and an Intertsil ODS-3 reverse-phase C18 column was used for the separation, employing a 1.0 mL/min solvent flow rate and 20 μL injection volume [ 73 , 74 ]. There were two mobile phases: A (0.5% acetic acid H 2 O) and B (0.5% acetic acid in CH 3 OH).…”

Section: Methodsmentioning

confidence: 99%

Antibiofilm and Anti-Quorum Sensing Potential of Cycloartane-Type Triterpene Acids from Cameroonian Grassland Propolis: Phenolic Profile and Antioxidant Activity of Crude Extract

et al. 2022

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Propolis is very popular for its beneficial health properties, such as antimicrobial activity and antioxidant effects. It is one of the most long-serving traditional medicines to mankind due to its interesting chemical diversity and therapeutic properties. The detailed chemical information of propolis samples is very necessary to guarantee its safety and for it to be accepted into health care systems. The phenolic profile of the hydroethanolic extract was determined using HPLC-DAD, and the antioxidant was evaluated using five complementary methods. Triterpenoids were isolated using column chromatography and characterized using 1H NMR and 13C NMR. The effects of the extract and the isolated compounds on quorum sensing mediated processes and biofilm formation in bacteria were evaluated. Protocatechic acid (40.76 ± 0.82 µg/g), 4-hydroxybenzoic acid (24.04 ± 0.21 µg/g), vanillic acid (29.90 ± 1.05 µg/g), quercetin (43.53 ± 1.10 µg/g), and luteolin (4.44 ± 0.48 µg/g) were identified and quantified. The extract showed good antioxidant activity in the DPPH•, ABTS•+, CUPRAC, and metal chelating assays, and this antioxidant effect was confirmed by cyclic voltammetry. 27-Hydroxymangiferonic acid (1), Ambolic acid (2), and Mangiferonic acid (3) were isolated from anti-quorum sensing activity at MIC, and it was indicated that the most active sample was the extract with inhibition diameter zone of 18.0 ± 1.0 mm, while compounds 1, 2, and 3 had inhibition zones of 12.0 ± 0.5 mm, 9.0 ± 1.0 mm, and 12.3 ± 1.0 mm, respectively. The samples inhibited the P. aeruginosa PA01 swarming motility at the three tested concentrations (50, 75, and 100 μg/mL) in a dose-dependent manner. The propolis extract was able to inhibit biofilm formation by S. aureus, E. coli, P. aeruginosa, C. albicans, and C. tropicalis at MIC concentration. Compound 1 proved biofilm inhibition on S. aureus, L. monocytogenes, E. faecalis, E. coli, and C. tropicalis at MIC and MIC/2; compound 2 inhibited the formation of biofilm at MIC on S. aureus, E. faecalis, E. coli, S. typhi, C. albicans, and C. tropicalis; and compound 3 inhibited biofilm formation on E. faecalis, E. coli, C. albicans, and C. tropicalis and further biofilm inhibition on E. coli at MIC/4 and MIC/8. The studied propolis sample showed important amounts of cycloartane-type triterpene acids, and this indicates that there can be significant intra-regional variation probably due to specific flora within the vicinity. The results indicate that propolis and its compounds can reduce virulence factors of pathogenic bacteria.

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Section: Methodsmentioning

confidence: 99%

Antibiofilm and Anti-Quorum Sensing Potential of Cycloartane-Type Triterpene Acids from Cameroonian Grassland Propolis: Phenolic Profile and Antioxidant Activity of Crude Extract

et al. 2022

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“…Both compounds were able to inhibit violacein synthesis in C. violaceum CV12472 and also block quorum-sensing in C. violaceum CV026 despite the external supply of an AHL to the latter. The C. violaceum CV12472 strain is able to produce its violacein and since the production of violacein was inhibited, this suggests that the compounds could block signal emission since violacein is a signal molecule (Tamfu et al 2021). Also, since C. violaceum CV026 cannot produce AHL on its own, an external AHL was supply to it but zones of non-production of violacein were observed indicating that the compounds equally disrupted signal reception within the anti-QS zones (Tamfu et al 2020b).…”

Section: Discussionmentioning

confidence: 99%

Synthesis and evaluation of inhibitory potentials of microbial biofilms and quorum-sensing by 3-(1,3-dithian-2-ylidene) pentane-2,4-dione and ethyl-2-cyano-2-(1,3-dithian-2-ylidene) acetate

Tamfu¹,

Boukhedena²,

Boudiba³

et al. 2022

PHAR

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The virulence and resistance of pathogenic microorganisms are promoted by quorum-sensing (QS) mediated traits and biofilms. The development of antimicrobial agents which can reduce the incidence of microbial resistance by disrupting the establishment of biofilms and QS, constitute a suitable strategy to reduce the emergence of pathogenic strains that are resistant to antibiotics. In this study, 3-(1,3-dithian-2-ylidene) pentane-2,4-dione (1) and ethyl-2-cyano-2-(1,3-dithian-2-ylidene) acetate (2) were successfully synthesized and characterized using EIMS, 1H NMR and 13C NMR techniques. On S. aureus, both compounds had MIC (minimal inhibitory concentrations) of 0.625 mg/mL while on E. coli and C. albicans, compound 2 showed higher activity than compound 1. All compounds inhibited formation of biofilms by C. albicans and S. aureus at sub-MIC with compound 1 being more active than compound 2. On E. coli, only compound 1 inhibited biofilm formation. Violacein production of violacein in C. violaceum CV12472 and quorum sensing in C. violaceum CV026 were inhibited indicating that the compounds could block signal production and reception. Anti-quorum sensing at sub-MIC concentrations revealed by inhibition zones were 13.0±0.5 mm and 8.0±0.5 mm at MIC and MIC/2 respectively for compound 1 and for compound 2, they were 11.5±0.4 mm and 7.5±0.0 mm at MIC and MIC/2 respectively. Concentration-dependent swarming motility was exhibited by both compounds with compound 1 slightly more active than compound 2. The results indicate that the organosulphur compounds could be suitable candidates for modern antibiotics.

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“…Interestingly, CiEO was somehow active against AChE, but inactive against BChE, which could indicate a potential selectivity against the two enzymes. Previously, an ethanol cinnamon extract (200 µg/mL) was shown to exhibit 54.30% and 66.43% inhibition against AChE and BChE, respectively [80]. Regarding cumin extracts, the non-polar extracts (CuH and CuD) showed the highest AChE and BChE inhibitory activities, with the other three samples being inactive, especially against BChE.…”

Section: Anti-enzymatic Activity Of Extracts and Essential Oils Obtai...mentioning

confidence: 95%

“…When assessing tyrosinase inhibition (Table 6), it was noticed that the polar CiMW and CiM extracts clearly displayed the most potent effects (66.45 and 61.56 mg kojic acid equivalents (KAE)/g, respectively), which were 2.5-3.6-fold higher than the remaining cinnamon samples. Previously, Tamfu et al [80] showed that an ethanol cinnamon extract (200 µg/mL) exhibited a 45.37% inhibition against tyrosinase. Cumin extracts exerted a comparable anti-tyrosinase activity, with the highest effects also noticed in the polar extracts CuM (58.05 mg KAE/g) and CuMW (63.12 mg KAE/g).…”

Section: Anti-enzymatic Activity Of Extracts and Essential Oils Obtai...mentioning

confidence: 99%

Phytochemical Characterization and Evaluation of the Antioxidant and Anti-Enzymatic Activity of Five Common Spices: Focus on Their Essential Oils and Spent Material Extractives

Trifan

Zengin

Brebu³

et al. 2021

Plants

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The essential oil industry of aromatic herbs and spices is currently producing a significant amount of by-products, such as the spent plant materials remaining after steam or hydrodistillation, that are simply discarded. The aim of this study was to comparatively investigate the phytochemical composition, antioxidant and multi-enzymatic inhibitory potential of the essential oils and spent plant material extractives obtained from cinnamon, cumin, clove, laurel, and black pepper. The essential oils were characterized by the presence of several phytochemical markers (cinnamaldehyde, cuminaldehyde, eugenol, eucalyptol, α-terpinene, limonene, β-caryophyllene or β-pinene). On the other hand, the LC-HRMS/MS profiling of the spent material extracts allowed the annotation of species specific and non-specific metabolites, such as organic acids, phenolic acids, flavonoids, proanthocyanidins, hydrolysable tannins, fatty acids, or piperamides. All samples exhibited very strong antioxidant effects, with the clove essential oil displaying the strongest radical scavenging (525.78 and 936.44 mg TE/g in DPPH and ABTS assays), reducing (2848.28 and 1927.98 mg TE/g in CUPRAC and FRAP), and total antioxidant capacity (68.19 mmol TE/g). With respect to the anti-acetylcholinesterase (0.73–2.95 mg GALAE/g), anti-butyrylcholinesterase (0–3.41 mg GALAE/g), anti-tyrosinase (0–76.86 mg KAE/g), anti-amylase and anti-glucosidase (both 0–1.00 mmol ACAE/g) assays, the spice samples showed a modest activity. Overall, our study reports that, not only the volatile fractions of common spices, but also their spent plant materials remaining after hydrodistillation can be regarded as rich sources of bioactive molecules with antioxidant and multi-enzymatic inhibitory effects.

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Phenolic Composition, Enzyme Inhibitory and Anti-quorum Sensing Activities of Cinnamon (Cinnamomum zeylanicum Blume) and Basil (Ocimum basilicum Linn)

Cited by 33 publications

References 45 publications

Antibiofilm and Anti-Quorum Sensing Potential of Cycloartane-Type Triterpene Acids from Cameroonian Grassland Propolis: Phenolic Profile and Antioxidant Activity of Crude Extract

Antibiofilm and Anti-Quorum Sensing Potential of Cycloartane-Type Triterpene Acids from Cameroonian Grassland Propolis: Phenolic Profile and Antioxidant Activity of Crude Extract

Synthesis and evaluation of inhibitory potentials of microbial biofilms and quorum-sensing by 3-(1,3-dithian-2-ylidene) pentane-2,4-dione and ethyl-2-cyano-2-(1,3-dithian-2-ylidene) acetate

Phytochemical Characterization and Evaluation of the Antioxidant and Anti-Enzymatic Activity of Five Common Spices: Focus on Their Essential Oils and Spent Material Extractives

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Phenolic Composition, Enzyme Inhibitory and Anti-quorum Sensing Activities of Cinnamon (Cinnamomum zeylanicum Blume) and Basil (Ocimum basilicum Linn)

Cited by 33 publications

References 45 publications

Antibiofilm and Anti-Quorum Sensing Potential of Cycloartane-Type Triterpene Acids from Cameroonian Grassland Propolis: Phenolic Profile and Antioxidant Activity of Crude Extract

Antibiofilm and Anti-Quorum Sensing Potential of Cycloartane-Type Triterpene Acids from Cameroonian Grassland Propolis: Phenolic Profile and Antioxidant Activity of Crude Extract

﻿Synthesis and evaluation of inhibitory potentials of microbial biofilms and quorum-sensing by 3-(1,3-dithian-2-ylidene) pentane-2,4-dione and ethyl-2-cyano-2-(1,3-dithian-2-ylidene) acetate

Phytochemical Characterization and Evaluation of the Antioxidant and Anti-Enzymatic Activity of Five Common Spices: Focus on Their Essential Oils and Spent Material Extractives

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Synthesis and evaluation of inhibitory potentials of microbial biofilms and quorum-sensing by 3-(1,3-dithian-2-ylidene) pentane-2,4-dione and ethyl-2-cyano-2-(1,3-dithian-2-ylidene) acetate