scholarly journals Cinnamic Acid Derivatives as α-Glucosidase Inhibitor Agents

2017 ◽  
Vol 17 (1) ◽  
pp. 151 ◽  
Author(s):  
Teni Ernawati ◽  
Maksum Radji ◽  
Muhammad Hanafi ◽  
Abdul Mun’im ◽  
Arry Yanuar
Keyword(s):  
Functional Groups ◽  
Cinnamic Acid ◽  
Phenyl Group ◽  
Chemical Compounds ◽  
Cinnamic Acid Derivative ◽  
Cinnamic Acid Derivatives ◽  
Glucosidase Inhibitor ◽  
Glucosidase Inhibitors ◽  
Derivatives Of ◽  
Additive Reaction

This paper reviews biological activity of some cinnamic acid derivative compounds which are isolated from natural materials and synthesized from the chemical compounds as an agent of α-glucosidase inhibitors for the antidiabetic drug. Aegeline, anhydroaegeline and aeglinoside B are natural products isolated compounds that have potential as an α-glucosidase inhibitor. Meanwhile, α-glucosidase inhibitor class of derivatives of cinnamic acid synthesized compounds are p-methoxy cinnamic acid and p-methoxyethyl cinnamate. Chemically, cinnamic acid has three main functional groups: first is the substitution of the phenyl group, second is the additive reaction into the α-β unsaturated, and third is the chemical reaction with carboxylic acid functional groups. The synthesis and modification of the structure of cinnamic acid are very influential in inhibitory activity against α-glucosidase.

scholarly journals Untargeted Metabolomics Analysis Using FTIR and UHPLC-Q-Orbitrap HRMS of Two Curculigo Species and Evaluation of Their Antioxidant and α-Glucosidase Inhibitory Activities

Metabolites ◽  
2021 ◽  
Vol 11 (1) ◽  
pp. 42
Author(s):  
Abdul Halim Umar ◽  
Diah Ratnadewi ◽  
Mohamad Rafi ◽  
Yohana Caecilia Sulistyaningsih
Keyword(s):  
Functional Groups ◽  
Geographical Origin ◽  
Total Phenolics ◽  
Principal Component ◽  
Chemical Compounds ◽  
Traditional Medicines ◽  
Plant Parts ◽  
Glucosidase Inhibitors ◽  
Pls Analysis ◽  
Inhibitory Activities

Curculigo orchioides and C. latifolia have been used as traditional medicines such as antidiabetic and anticancer. This study measured the total phenolics and flavonoid contents as well as analyzed the functional groups and chemical compounds using Fourier-transform infrared (FTIR) spectra and UHPLC-Q-Orbitrap-HRMS profiling for the discrimination of plant parts, geographical origin, and compounds that presumably have a significant contribution as antioxidant and α-glucosidase inhibitors on both plants. The total phenolics and flavonoids contents in Curculigo species varied from 142.09 to 452.47 mg gallic acid equivalent (GAE/g) and from 0.82 to 5.44 mg quercetin equivalent (QE/g), respectively. The lowest IC50 for antioxidant and α-glucosidase inhibitory activities is presented by C. latifolia from a higher altitude region. Principal component analysis (PCA) from FTIR and UHPLC-Q-Orbitrap-HRMS data could discriminate the plant parts and geographical origin. Partial least squares (PLS) analysis has identified several functional groups, such as O–H, C–H, C=O, C–C, C–O, and chemical compounds, unknown-185 and unknown-85, that are most likely to contribute to the antioxidant and α-glucosidase inhibitory activities.

scholarly journals Synthesis and Antimicrobial Evaluation of New Series of 1,3,4-Oxadiazole Containing Cinnamic Acid Derivatives

2021 ◽  
Vol 8 (1) ◽  
pp. 11-16
Author(s):  
Yasin SarveAhrabi ◽  
Nakisa Zarrabi Ahrabi ◽  
Ali Souldozi
Keyword(s):  
Cinnamic Acid ◽  
Fungal Pathogens ◽  
Antibacterial Properties ◽  
New Drugs ◽  
Future Research ◽  
Bacterial Strains ◽  
Inhibitory Effects ◽  
Cinnamic Acid Derivatives ◽  
Minimum Fungicidal Concentration ◽  
Derivatives Of

Background: New drugs must be designed and synthesized for combating resistant pathogens. In this study, antibacterial and antifungal activities of 4 new derivatives of 1,3,4-oxadiazole were assessed against 8 bacterial and 2 fungal pathogens. Methods: To this end, the cinnamic acid derivatives were dissolved in acetonitrile solvent and N-iso-ciano-imino-triphenyl-phosphorane was added to the above-mentioned solution, followed by applying Petroleum ether and Ethyl acetate as solvent and base. Then, antimicrobial susceptibility tests were used to determine inhibition zone diameter, minimum inhibitory concentration, the minimum bactericidal concentration (MBC), and minimum fungicidal concentration (MFC) values. Results: The chemical structure of all compounds was characterized with infrared spectra, 1H-NMR, and 13C-NMR. A variety of inhibitory effects were observed by the synthesized compounds. Methoxyphenyl derivative (3c) affected bacterial strains, especially Streptococcus mutans. Other compounds also had antibacterial properties. Additionally, compound 3c showed the greatest effect on fungal samples, especially Aspergillus flavus. Conclusions: In general, our new derivatives of 1,3,4-oxadiazole are able to destroy Gram-positive bacteria. In addition, developing new derivatives of 1,3,4-oxadiazole in future research can improve therapeutic properties. It seems that with the addition of other functional groups and increasing the destructive power of compounds, inhibitory effects on fungal samples can also be observed.

scholarly journals Crystal engineering: co-crystals of cinnamic acid derivatives with a pyridyl derivative co-crystallizer

2016 ◽  
Vol 72 (1) ◽  
pp. 87-95 ◽  
Author(s):  
Daniel A. Lorenzo ◽  
Sebastian J. K. Forrest ◽  
Hazel A. Sparkes
Keyword(s):  
Hydrogen Bonding ◽  
Diffraction Analysis ◽  
Cinnamic Acid ◽  
Crystal Engineering ◽  
X Ray Diffraction ◽  
Cinnamic Acid Derivative ◽  
Cinnamic Acid Derivatives ◽  
X Ray ◽  
Single Crystal Structures ◽  
Hydrogen Bonding Interactions

A number of hydrogen-bonded co-crystals, consisting of a cinnamic acid derivative and a pyridyl co-crystallizer, have been synthesized and their properties investigated by X-ray diffraction. Samples were prepared by recrystallization or solvent drop grinding oftrans-cinnamic acid (1), 4-methylcinnamic acid (2), 4-methoxy cinnamic acid (3) or 3,4-methoxy cinnamic acid (4), with 4,4-dipyridyl (A),iso-nicotinamide (B) or nicotinamide (C). The X-ray single-crystal structures of seven novel co-crystals, obtained through recrystallization, are examined and the hydrogen-bonding interactions discussed. Consistent hydrogen-bonding motifs were observed for samples prepared when using 4,4-dipyridyl (A) oriso-nicotinamide (B) as the co-crystallizing agent. Powder X-ray diffraction analysis of the samples prepared by solvent drop grinding suggests the formation of ten co-crystals.

Cinnamic acid derivative rare-earth dinuclear complexes and one-dimensional architectures: synthesis, characterization and magnetic properties

2017 ◽  
Vol 46 (12) ◽  
pp. 3943-3952 ◽  
Author(s):  
Ouafa Khalfaoui ◽  
Adel Beghidja ◽  
Jérôme Long ◽  
Ahlem Boussadia ◽  
Chahrazed Beghidja ◽  
...  
Keyword(s):  
Magnetic Properties ◽  
Rare Earth ◽  
Acid Derivative ◽  
Cinnamic Acid ◽  
Slow Relaxation ◽  
Dinuclear Complexes ◽  
Cinnamic Acid Derivative ◽  
One Dimensional ◽  
Derivatives Of

Discrete and extended architectures based on two derivatives of cinnamic acid show slow relaxation of the magnetisation.

scholarly journals Structure-Activity Relationships ofN-Cinnamoyl and Hydroxycinnamoyl Amides onα-Glucosidase Inhibition

2017 ◽  
Vol 2017 ◽  
pp. 1-5 ◽  
Author(s):  
Maya G. Chochkova ◽  
Petranka P. Petrova ◽  
Boyka M. Stoykova ◽  
Galya I. Ivanova ◽  
Martin Štícha ◽  
...  
Keyword(s):  
Diabetes Mellitus ◽  
Cinnamic Acid ◽  
Inhibitory Activity ◽  
Diabetes Mellitus Type 2 ◽  
Significant Inhibition ◽  
Cinnamic Acid Derivatives ◽  
Structure Activity ◽  
Glucosidase Inhibitors

Currently, there is an increasing interest towardsα-glucosidase inhibition of various diseases including diabetes mellitus type 2, cancer, HIV, and B- and C-type viral hepatitis. Cinnamic acid derivatives have been shown to be potentially valuable as a new group ofα-glucosidase inhibitors. Therefore, herein, theα-glucosidase inhibitory activity oftrans-N-cinnamoyl and hydroxycinnamoyl amides was studied in vitro. Results revealed that the tested hydroxycinnamoyl amides (1–16) inhibiteda-glucosidase with IC50s ranging between 0.76 and 355.1 μg/ml. Compounds1,2,5,6,9,14, and15showed significant inhibition of yeastα-glucosidase, being even more potent ones than the used positive inhibitor acarbose (IC50=2.50±0.21 μg/ml).

Novel Piperazine Amides of Cinnamic Acid Derivatives as Tyrosinase Inhibitors

2018 ◽  
Vol 16 (1) ◽  
pp. 36-44 ◽  
Author(s):  
Zehra Tuğçe Gür ◽  
Fatma Sezer Şenol ◽  
Suhaib Shekfeh ◽  
İlkay Erdoğan Orhan ◽  
Erden Banoğlu ◽  
...  
Keyword(s):  
Cinnamic Acid ◽  
Active Site ◽  
Agaricus Bisporus ◽  
Biological Activities ◽  
Docking Simulation ◽  
Cinnamic Acid Derivatives ◽  
In Silico Docking ◽  
Amide Derivatives ◽  
Tyrosinase Inhibitors ◽  
Further Development

Background: A series of novel cinnamic acid piperazine amide derivatives has been designed and synthesized, and their biological activities were also evaluated as potential tyrosinase inhibitors. Methods: Compounds 9, 11 and 17 showed the most potent biological activity (IC50 = 66.5, 61.1 and 66 µM, respectively). In silico docking simulation was performed to position compound 11 into the Agaricus bisporus mushroom tyrosinase’s active site to determine the putative binding interactions. Results and Conclusion: The results indicated that compound 11 could serve as a promising lead compound for further development of potent tyrosinase inhibitors.

Infrared spectra and substituent effects in 2-(3-, and 4-substituted phenylmethylene)-1,3-cycloheptanediones

1983 ◽  
Vol 48 (2) ◽  
pp. 586-595 ◽  
Author(s):  
Alexander Perjéssy ◽  
Pavol Hrnčiar ◽  
Ján Šraga
Keyword(s):  
Substituent Effects ◽  
Phenyl Group ◽  
Wave Number ◽  
Vibrational Coupling ◽  
Wave Numbers ◽  
Stretching Vibration ◽  
Stretching Vibrations ◽  
The Relationship ◽  
Derivatives Of ◽  
Effect Of Structure

The wave numbers of the fundamental C=O and C=C stretching vibrations, as well as that of the first overtone of C=O stretching vibration of 2-(3-, and 4-substituted phenylmethylene)-1,3-cycloheptanediones and 1,3-cycloheptanedione were measured in tetrachloromethane and chloroform. The spectral data were correlated with σ+ constants of substituents attached to phenyl group and with wave number shifts of the C=O stretching vibration of substituted acetophenones. The slope of the linear dependence ν vs ν+ of the C=C stretching vibration of the ethylenic group was found to be more than two times higher than that of the analogous correlation of the C=O stretching vibration. Positive values of anharmonicity for asymmetric C=O stretching vibration can be considered as an evidence of the vibrational coupling in a cyclic 1,3-dicarbonyl system similarly, as with derivatives of 1,3-indanedione. The relationship between the wave numbers of the symmetric and asymmetric C=O stretching vibrations indicates that the effect of structure upon both vibrations is symmetric. The vibrational coupling in 1,3-cycloheptanediones and the application of Seth-Paul-Van-Duyse equation is discussed in relation to analogous results obtained for other cyclic 1,3-dicarbonyl compounds.

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