Chemistry & Biodiversity最新文献

Inspired by the fact that the introduction of indole pharmacophore in organic scaffolds could enable interesting pharmacological properties, the series of novel tryptamine-derived Schiff bases was synthetized. Tryptamine was used as a source of indole pattern, as well as an example of biogenic amines which chemical transformations lead to the compounds with prominent biological activities. The obtained results for antimicrobial activity against a range of bacterial and fungal strains and cytotoxic activities have revealed that Schiff base TSB4 combining the tryptamine and p-nitro aryl patterns in the structure showed better antifungal activity at low concentrations than standard drug Fluconazole, while compound TSB6 with molecular scaffold composed from tryptamine and quinoline moieties showed certain cytotoxic effect on HCT-116 cell line with a strongly expressed selectivity about healthy fibroblast cells, MRC-5. For these two selected compounds, additional ADME analysis and DNA interactions were performed. to obtain better insight into their pharmacokinetics and determination of binding mode for DNA molecules. As results suggested, strong binding of examined compounds to CT-DNA was observed, while the ADME screening showed that selected compounds possess suitable physicochemical properties for oral bioavailability and druglikeness.

The toxicity associated with synthetic drugs used for treating various diseases is common. This led to a growing interest in searching and incorporating natural functional core structures such as flavonoid and their derivatives via chemical modifications to overcome the toxicity problems and enhance their biological spectrum. Natural core structures such as flavonoids are accepted due to their safety to the environment and owing to their varieties of biological activities such as anti-Alzheimer, antimicrobial, anticancer, anti-inflammatory, antidiabetics, and antiviral properties. Based on their chemical structure, flavonoids are classified into various classes such as flavone, flavanol, flavanone, isoflavone, and Anthocyanin, etc. The present review focuses on the potential role of the flavonoid ring-containing derivatives, highlighting their ability to prevent and treat non-communicable diseases such as diabetes, Alzheimer's, and cancer. The pharmacological activities of the flavonoid's derivatives are mainly attributed to their antioxidant effects against free radicals, and reactive oxygen species as well as their ability to act as enzymes inhibitors. The review covers the synthetic strategies of flavonoid derivatives, structure activity relationship (SAR), and in silico studies to improve the efficacy of these compounds. The SAR, molecular docking analysis will enable medicinal chemists to search further, develop potent and newer therapeutic agents.

Polycystic Ovarian Syndrome (PCOS) is characterized by metabolic and reproductive dysfunction, often associated with elevated oxidative stress markers in the bloodstream. This study examines the potential antioxidant properties and α-amylase inhibitory activity of Artemisia campestris leaves extract (Artemisia campestris L) and its effects on rats with induced PCOS. Estradiol valerate was administered to ten mature Wistar rats to induce PCOS, while a control group consisted of five mature Wistar rats. Following a 16-day induction period, the rats were categorized into three groups: a control group, a PCOS group, and an experimental group receiving 200 mg/kg body weight of A. campestris L. extract orally for 15 days. Serum levels of follicle-stimulating hormone (FSH) and luteinizing hormone (LH) were measured using the ELISA technique. The group treated with A. campestris L. extract exhibited significantly reduced LH levels compared to the PCOS group. Histomorphometric analysis indicated notable changes in follicle counts and the thickness of the theca layer. These findings suggest a significant alleviation of PCOS symptoms, potentially linked to the effects of A. campestris L. on oxidative stress pathways. Furthermore, aqueous extracts of A. campestris L. displayed potent in vitro inhibition of α-amylase, with an IC50 value of 2.418 μg/mL.

A series of innovative benzo[4,5]imidazo[1,2-b]pyrazole scaffold containing compounds were rationally designed through a ring-closure scaffold hopping strategy and synthetized with an intermediate derivatization approach. Physicochemical properties analysis indicated the potential pesticide-likeness of the target compounds. The optimal target compound A14 showed relatively good insecticidal activity against P. xylostella, with an LC₅₀ value of 37.58 mg/L, and demonstrated lower acute fish toxicity compared to fipronil. Docking binding mode analysis demonstrated that compound A14 bound to GABAR through a H-bond between the amide group and the residue of 6'Thr. The differences in binding modes between benzo[4,5]imidazo[1,2-b]pyrazole target compounds and fipronil may be a key factor for the reduced insecticidal activities. The elucidated binding mode and SAR profile lay a foundation for the further structural optimization of insecticidal benzo[4,5]imidazo[1,2-b]pyrazole derivatives.

Platycladus orientalis leaves are widely used in traditional medicine to treat different ailments. In the present study, the volatile constituents were obtained by n-hexane extraction and hydrodistillation. Comprehensive metabolomic profiling was performed using GC-MS analysis. Furthermore, in vitro antioxidant potential and enzyme-inhibitory activity were assessed and supported by in silico profiling. Results revealed the predominance of monoterpene hydrocarbons in the hydrodistilled volatile oil (42.30 %) followed by oxygenated sesquiterpenes (32.10 %); with cedrol as the main component. Diterpenoids (49.70 %) and sesquiterpene hydrocarbons (13.43 %) were the major components of the n-hexane extract; with vulgarol A, a diterpene alcohol, as the major constituent. The volatile oil demonstrated significantly higher antioxidant potential across all assays, including ABTS and DDPH scavenging activity, CUPRAC, and FRAP assays. However, the n-hexane extract demonstrated broad inhibitory effects against butyrylcholinesterase, tyrosinase, α-amylase, and α-glucosidase enzymes, supported by molecular docking study and predictive ADME profiling. Therefore, it may be concluded that the n-hexane extract is a viable option for treating dysregulated enzyme conditions. In addition, the potential use of volatile oil in the pharmaceutical industries and management of oxidative stress can be inferred. These results warrant further studies to validate the therapeutic potential of the volatile oil and the n-hexane extract.

In recent years, polysaccharides from Codonopsis pilosula (CPs) have received increasing attention for their excellent behaviors in immune-regulation. However, the relationship between the structure and immunomodulatory activity has rarely been reported. In this work, four fractions purified from crude CPs (CPW, CPS0.2, CPS0.5, CPS1) by chromatographic column separation were explored with both structure and immunomodulatory effects by THP-1 cells. The results showed that the monosaccharide composition, chain conformation, molecular weight (M_w) and aggregated state of CPs were different. At the same time, the immunomodulatory effects of CPs were also varied depend on structure differences, as indicated by the released cytokines of TNF-α and IL-1β by LPS-induced THP-1 cells. The results showed that the monosaccharide combination differences of polysaccharides might lead to anti-inflammatory or pro-inflammatory activity. Moreover, the higher percentage of glucose, the relatively large particle size, as well as the extended chain conformation of CPs might be the key factors attributed to better immune-enhancing effects. This study aims to provide a theoretical basis for establishing the structure-activity relationship of CPs.

Pharmacological evaluation showed that AEOM significantly reduced pain in an animal model, suggesting potential analgesic properties. Acute toxicity studies indicated no adverse effects on kidney and liver function or blood parameters at doses up to 800 mg/kg. The analgesic effect is likely mediated by flavonoids in the extract, which may inhibit pain pathways. These findings suggest that O. majorana has promising therapeutic applications, particularly as a natural analgesic agent.

The current work aims to optimize the ultrasound-assisted extraction (UAE) of Cistus salviifolius L. (aerial parts) antioxidative phenolic compounds using response surface methodology. A Box-Behnken design has been conducted to investigate the effect of four factors, namely: (i) percentage of ethanol (50-90 %, v/v), (ii) temperature (40-80 °C), (iii) solvent-solid ratio (10-50 mL g^-1) and (iv) extraction time (5-25 min) on four responses, namely: total phenolic content (TPC), total flavonoid content (TFC) 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical inhibition, and ferric reducing antioxidant power (FRAP). Based on the desirability index, UAE with 50 % (v/v) ethanol, at 80 °C, using a solvent-solid ratio of 32.24 mL g^-1, for 21 min resulted in the maximum recovery of phenolic antioxidants. Under optimum conditions, the experimental values of TPC, TFC, % DPPH radical scavenging activity, and FRAP were 171.67±4.69 mg GAE g^-1, 26.87±0.78 mg CE g^-1, 81.31±0.16 %, and 1038.22±7.69 μmol TE g^-1, respectively. Results shows a reasonable agreement of experimental values with the predicted ones; the absolute error values being in all cases lower than 2.90 %. The present work provide a developed eco-friendly extarction method that is appropriate for the improved recovery of phenolic antioxidants from C. salviifolius L.

The low effectiveness of currently available antibiotics is driving efforts worldwide to generate new antimicrobial drugs. So, we synthesized some new formazan derivatives containing sulfonamide moiety, and assessed their in-silico biochemical properties as well as in-vitro antibacterial activity against some pathogenic Gram-positive (B. subtilis and S. aureus) and Gram-negative (E. coli and S. thyphi) bacteria and fungi (C. albicans and A. niger). These formazan derivatives were synthesized by condensing sulphanilamide with benzaldehyde in the presence of glacial acetic acid and ethanol produced a Schiff base of sulfonamide (1). After this compound 1 was reacted with substituted benzene diazonium chlorides (2a-g) by condensation reaction yields formazan derivatives (3a-g). The structures of synthesized compounds were characterized on the basis analytical and spectral (IR, ¹H-NMR, and mass) data. Agar diffusion method was utilized to assess the antibacterial activity of the synthesized compounds by measuring the zone of inhibition against tested strains of bacteria and fungi. Ciprofloxacin and ketoconazole were used as reference drugs. The result exhibited that synthesized compounds have demonstrated satisfactory in-silico biochemical properties as well as significant level of antibacterial activity.

In order to deeply explore the effect of para-substituents on the antibacterial activity of N-benzyl-3-methylbuten-2- enamide derivatives, we elaborately synthesized three such para-substituted derivatives (compound a: N-(4-hydroxybenzyl)-3-methylbut-2- enamide; compound b: N-(4-isobutoxybenzyl)-3- methylbut-2-enamide; compound c: N-(4-isopropoxybenzyl) -3-methylbut-2- enamide), of which the structures were determined by ways of single crystal X-ray diffraction data analysis mainly. The antibacterial performance experiments showed that compounds a, b and c were evaluated for their antibacterial (Escherichia coli, Staphylococcus aureus, and Enterobacter aerogenes) activities. Among them, compounds a, b and c have an effective antibacterial reagents for E. coli exhibiting MIC values of 0.01, 0.01 and 0.01 g/mL, respectively, but inactive for E. aerogenes. In addition, compounds b and c have better activity than compound a against S. aureus with MIC values of 0.01 and 0.02 g/mL. These results provide an important basis for further study of the antibacterial properties and structure-activity relationship of these compounds, and are expected to provide valuable reference for the development of new antibacterial drugs.