Abstract

Alepterolic acid is a diterpene occurring in the fern Aleuritopteris argentea with potential biological activity that warrants further structural modification. In the present work, sixteen alepterolic acid derivatives were synthesized and evaluated for their anticancer activities. Among them, N-[m-(trifluoromethoxy)phenyl] alepterolamide displayed comparable activity (IC₅₀=4.20±0.21 μM) in MCF-7 cells. Moreover, mechanistic investigations indicated this compound was significantly capable of diminishing cell proliferation and viability of MCF-7 cells. After treatment with N-[m-(trifluoromethoxy)phenyl] alepterolamide, a significant increase in cleaved caspase-9, cleaved caspase-3, cleaved poly (ADP-ribose) polymerase (PARP) and Bax/Bcl2 ratio were observed in MCF-7 cells, leading to caspase-dependent apoptotic pathways. Further studies showed this compound promoted cellular apoptosis and inhibited migration in MCF-7 cells via modulation of the Akt/p70^S6K signaling pathway. All these results revealed the potential of N-[m-(trifluoromethoxy)phenyl] alepterolamide as an appealing therapeutic drug candidate for breast cancer.

Abstract

An [Et₃NH][HSO₄] ionic-liquid catalyzed, intermolecular C−N bond formation for 1,2-disubstituted benzimidazole synthesis was achieved by the reaction of OPD and substituted aldehydes at ambient reaction conditions. Operational simplicity, use of easily available substrate and reagents, good yields (74–95 %) in short reaction time (4–18 min), simple work-up, and column chromatographic free synthesis are the remarkable features of this new protocol. The applicability of [Et₃NH][HSO₄] ionic-liquid as a green and inexpensive catalyst with good recyclability and compatibility with a broad range of functional group having heteroatom, electron-withdrawing, and electron-releasing groups manifested the sustainability, eco-friendliness, and efficiency of the present methodology. Moreover, the antioxidant studies of the synthesized compounds using DPPH and ABTS assays were appealing and several synthesized compounds showed significant antioxidant activity.

Abstract

Naturalness is gaining ground among perfumers and the use of natural raw materials is spreading in perfumery. Forgotten perfumery plants are of concern to develop innovative and natural ingredients for modern perfume industries. The main purpose of this study was to evaluate the potential interest of Crataegus monogyna Jacq. extracts as fragrance ingredient. To this end, various extractions, phytochemical characterizations and organoleptic evaluations of hawthorn were conducted on fresh, frozen, and dried flowering aerial parts, to identify those most likely to be of interest. More than a hundred compounds, anisaldehyde being the predominant one, were characterized for the first time in the volatile fraction, using HS-SPME-GC-MS technology. Impact of plant treatment and harvest year on the extracts were also discussed. From this work, a new and natural hawthorn-based ingredient was developed to complete the perfumers’ palette.

Abstract

Many synthetic pesticides were used to control a severe storage pest, booklouse (Liposcelis bostrychophila). However, considering the environmental impact, plant secondary metabolites were acceptable alternatives. An endemic plant, Magnolia laevifolia, has a significant and unique odour, so its essential oil (EO) could be an option for bio-pesticide development. This study extracted EOs from leaves, flowers, carpels and seeds of M. laevifolia. The common and major compound of EOs was isocapnell-9-en-8-one, which was present at 17.7 to 91.6 % in these four parts. We found no regular pattern in the composition of EO in terms of parts and collection time according to principal component analysis. The contact and repellent activities of EOs against the booklouse were then conducted. Leaves and flowers’ EOs collected in the flowering stage had the best contact toxicity. The percent repellency values of the EOs from different parts of M. laevifolia reached above 80 % after 2 and 4 h exposure at 63.17 nL/cm², with the same levels as DEET (p<0.05). It was shown that parts of plants and collecting time could influence the insecticidal activities of M. laevifolia EOs against booklouse, but collecting time played a significant decisive role in the contact test.

Abstract

Microbial mats are microbial communities capable of recycling the essential elements of life and considered to be the oldest evidence of microbial communities on Earth. Due to their uniqueness and limited sampling material, analyzing their metabolomic profile in different seasons or conditions is challenging. In this study, microbial mats from a small pond in the Cuatro Cienegas Basin in Coahuila, Mexico, were collected in wet and dry seasons. In addition to these samples, mesocosm experiments from the wet samples were set. These mats are elastic and rise after heavy rainfall by forming gas domes structures known as “Archean domes”, by the outgassing of methanogenic bacteria, archaea, and sulfur bacteria. Extracts from all mats and mesocosms were subjected to untargeted mass spectrometry-based metabolomics and molecular networking analysis. Interestingly, each mat showed high chemical diversity that may be explained by the temporal dynamic processes in which they were sampled.

The objective of this study was to study the diversity of endophytic fungi isolated from Ceiba pentandra and to isolate their bioactive chemical compounds. The methodology used during this study consisted in isolating endophytic fungi from the bark of C. pentandra on Potato Agar. The isolates obtained were identified on the basis of the ITS regions of their ribosomal DNA. Antibacterial screening of the mycelium of endophytic fungi isolated  was evaluated against multidrug-resistant E. coli and S. aureus strains. This screening led to the selection of isolates  EC 321 and EC 28 for their ability to effectively inhibit the growth of the bacterial strains tested. EC 321 was grown and fermented on rice medium. Secondary metabolites were extracted with ethyl acetate. From the crude extract, secalonic acid A was isolated and identified by chromatographic and NMR. The in vitro activity of secalonic acid A against the growth of multiresistant bacterial strains was evaluated. Secalonic acid A was active against all multidrug-resistant bacterial strains E. coli 942 , E. coli 4814 , S. aureus 931 , S. aureus 934 , S. aureus MRSA 1872 and K. pneumonia 815 with respective MICs of 18.75; 18.75; 18.75; 4.7; 37.5 and 37.5 µg/mL.

Alzheimer's disease (AD) is a neurodegenerative disease that occurs especially in advanced ages. It reduces quality of life of both the patient and their relatives. In addition to its primary effects, AD causes metabolic defects and tissues are damaged due to these effects. Oxidative stress damages cells by disrupting antioxidant/oxidant balance in many tissues, especially due to AD. In individuals with AD and the elderly, lens tissue is damaged due to oxidative stress and may cause vision loss. Therefore, it is very important to investigate herbal products that both prevent/cure AD and reduce AD-related oxidative stress, as they may have fewer side effects. In this study, the protective effects of parsley extract on lens tissues of experimental AD model induced by scopolamine were examined and evaluated through biochemical parameters. The result of biochemical experiments and principal component analysis, it was observed that parsley extract had a therapeutic effect by reducing oxidative stress in lens tissues of experimentally induced AD rats. It can be suggested that the phenolic and flavonoid-rich content of parsley extract may have caused the reduction of oxidative damage in lens tissues and can be used to protect lens tissue against oxidative stress due to AD disease.

Abstract

Background: Alpinia calcarata (AC) Roscoe of Zingiberaceae popularly known as lesser galangal has a widespread occurrence in China, India, Sri-Lanka, Bangladesh, Malaysia, Indonesia and Thailand. Essential oil (Eoil) was obtained from leaves/rhizomes of AC via hydro-distillation process. Methods: To identify chemical ingredients in oil from leaves/rhizomes of AC through GC/MS technique for volatile components and their anti-oxidant, inflammatory/diabetic activities. Results: The 38 and 65 components were found to make up 99.9 and 99.6 %, respectively in total of Eoil composition of AC leaves/rhizomes. Key chemical constituents were eucalyptol (28.7 % in leaves; 25.4 % in rhizomes), camphor (12.8 % in leaves; 4.2 % in rhizomes), and carotol (9.8 % in leaves; 5.6 % in rhizomes) found in oil of AC leaves/rhizomes. Colorimetric assay showed anti-oxidant activities in leaves and rhizomes are IC₅₀=71.01±0.71 μg/mL and IC₅₀=73.83±0.49 μg/mL, respectively in the Eoils. Eoils had high anti-oxidant capabilities in IC₅₀-values of AC-L-Eoil=43.09±0.82&AC-Rh-Eoil=68.11±0.87 in reducing power in μg/mL was found. Albumin test of rhizome oil had IC₅₀-values of 15.19±0.25 μg/mL. Concentrations range of 7.81 μg/mL and 250 μg/mL in the Eoils of AC leaves and rhizome, respectively by α-glucosidase inhibition assay. Conclusion: Our findings demonstrated that leaf oil was slightly more promising results than rhizome oil of AC extract, which was ultimately showed medicinal potential of secondary metabolites with anti-oxidant, diabetic/inflammatory activities. Further, Eoils of AC have a wide range of pharmacological potential and promising anti-diabetic effects.

According to the fusion technique create effective multi-target-directed ligands, in this study, we designed and synthesized a series of benzo[d]thiazol-2-yl)-3-(pyrrolidin-1-yl) or 3-(morpholino-1-yl)propanamide derivatives, and evaluated their inhibitory potency against MAOs, AChE, BuChE by in vitro enzyme effect assays. Based on activity results, we found that derivatives N-(5-methylbenzo[d]thiazol-2-yl)-3-(pyrrolidin-1-yl)propanamide (2c) and N-(6-bromo- benzo[d]thiazol-2-yl)-3-(pyrrolidin-1-yl)propanamide (2h) showed good inhibitory potency against BuChE with IC50 values of 15.12 μM and 12.33 μM, respectively. Besides, 2c and 2h also exhibited selective MAO-B inhibitory effects with inhibition rates of 60.10 % and 66.30 % at 100 µM, respectively. In contrast, all designed derivatives were poor active against AChE and MAO-A at a concentration of 100 μM. The toxicity analysis in vitro by MTT and AO/EB fluorescence staining confirmed that 2c and 2h were nontoxic up to 100 μM. Molecular modeling studies showed that 2c and 2h could bind to the active site of BuChE. This research paves the way for further study aimed at designing MAO-B and BuChE inhibitors for the treatment of neurodegenerative disorders.

The Nitraria roborowskii Kom. (NRK) berries, as fruits of the genus Nitraria of the Zygophyllceae family, have been widely used as folk medicine. Modern pharmacological research has demonstrated that Nitraria berries had hypolipidemic, hypoglycemic, and immunomodulatory effects. However, more research needs to be reported on the chemical composition and biological activity of NRK. Hence, the phenolic compounds in the NRK berries were comprehensively analyzed and characterized by Ultra Performance Liquid Chromatography-Quadruple-Orbitrap MS system (UPLC-Q-Orbitrap MS) in this study. In total, 52 phenolics were identified, and all were reported for the first time. In addition, the hypolipidemic efficacy of NRK berries extract was studied in the hyperlipidemic mouse model. After treatment, the high dose group of NRK substantially reversed total cholesterol, low-density lipoprotein cholesterol, and high-density lipoprotein cholesterol levels. Through lipidomics technology, 27 potential biomarkers were characterized. And there was a significant callback at 25 of them after NRK treatment by using statistical analysis methods. Pathway analysis results demonstrated that NRK might exert therapeutic effects by regulating glycerophospholipid and glycerolipid metabolism pathways. This study could provide firsthand information on NRK berries for their phenolic compounds and potential application in preventing and treating hyperlipidemia.