scholarly journals Polyphenols of Frangula alnus and Peganum harmala Leaves and Associated Biological Activities

Plants ◽  
2020 ◽  
Vol 9 (9) ◽  
pp. 1086
Author(s):  
Hosam O. Elansary ◽  
Agnieszka Szopa ◽  
Paweł Kubica ◽  
Halina Ekiert ◽  
Fahed A. Al-Mana ◽  
...  

Frangula alnus and Peganum harmala populations growing in Saudi Arabia might be rich sources of natural compounds with important biological activities. A high performance liquid chromatography diode array revealed several polyphenols in the leaf extracts for the first time, including p-coumaric acid, rosmarinic acid, chlorogenic acid, ferulic acid, quercitrin, rutoside, quercetin and trifolin in F. alnus; and hydrocaffeic acid, protocatechuic acid, rosmarinic acid, caffeic acid and cynaroside in P. harmala. F. alnus and P. harmala showed strong antioxidant effects attributed to the polyphenolic composition of leaves and reduction of reactive oxygen species (ROS) accumulation. F. alnus and P. harmala leaf extracts showed cytotoxic effects against Jurkat, MCF-7, HeLa, and HT-29 cancer cells using MTT and flow cytometry assays. These activities were attributed to the polyphenolic composition of leaves including quercitrin, trifolin and cymaroside, as well as the activation of caspase family enzymes 2, 6, 8 and 9 in treated cancer cells compared to control. The current findings of this study include a novel comprehensive investigation on the polyphenol composition and anticancer effects of leaf extracts of F. alnus and P. harmala from natural populations in Saudi Arabia.

Plants ◽  
2020 ◽  
Vol 9 (7) ◽  
pp. 908 ◽  
Author(s):  
Hosam O. Elansary ◽  
Agnieszka Szopa ◽  
Paweł Kubica ◽  
Halina Ekiert ◽  
Fahed A. Al-Mana ◽  
...  

Acacia saligna and Lawsonia inermis natural populations growing in Northern Saudi Arabia might be a valuable source of polyphenols with potent biological activities. Using high-performance liquid chromatography–diode array detection (HPLC-DAD), several polyphenols were detected tentatively in considerable amounts in the methanolic leaf extracts of A. saligna and L. inermis. A. saligna mainly contained rutoside, hyperoside, quercetin 3-glucuronide, gallic acid and p-coumaric acid, whereas those of L. inermis contained apigenin 5-glucoside, apigetrin and gallic acid. Strong antioxidant activities were found in the leaf extracts of both species due to the presence of hyperoside, quercetin 3-glucuronide, gallic acid, isoquercetin, p-coumaric acid, quercitrin and rutoside. A. saligna and L. inermis leaf extracts as well as hyperoside, apigenin 5-glucoside, and quercetin 3-glucuronide significantly reduced reactive oxygen species accumulation in all investigated cancer cells compared to the control. Methanolic leaf extracts and identified polyphenols showed antiproliferative and cytotoxic activities against cancer cells, which may be attributed to necrotic cell accumulation during apoptotic periods. Antibacterial activities were also found in both species leaf extracts and were twice as high in A. saligna than L. inermis due to the high composition of rutoside and other polyphenols. Finally, strong antifungal activities were detected, which were associated with specific phenols such as rutoside, hyperoside, apigenin 5-glucoside and p-coumaric acid. This is the first study exploring the polyphenolic composition of A. saligna and L. inermis natural populations in northern Saudi Arabia and aiming at the detection of their biological activities.


Processes ◽  
2020 ◽  
Vol 8 (4) ◽  
pp. 446 ◽  
Author(s):  
Hosam O. Elansary ◽  
Agnieszka Szopa ◽  
Paweł Kubica ◽  
Halina Ekiert ◽  
Diaa O. El-Ansary ◽  
...  

Investigating the polyphenolic profile of natural Rosmarinus officinalis and Ocimum basilicum populations may reveal essential compounds that have biological activities. Natural populations of R. officinalis and O. basilicum in Northern Riyadh were investigated by HPLC-DAD analyses. Several polyphenols, including rosmarinic acid, gentisic acid, 3,4-dihydroxyphenylacetic acid, rutoside, and others, out of 38 screened were confirmed. Rosmarinic acid was the major polyphenol in both of R. officinalis and O. basilicum. R. officinalis methanolic leaf extracts contained other phenols such as gentisic acid while O. basilicum contained also 3,4-dihydroxyphenylacetic acid and rutoside as well as others. R. officinalis showed higher antioxidant activities than O. basilicum using 2,2-diphenyl-1-picrylhydrazyl (DPPH), ferric reducing antioxidant power (FRAP), and β-carotene bleaching assays. These higher activities are associated with a higher composition of rosmarinic acid in leaf extracts. The antioxidant activities of O. basilicum were attributed to identified phenols of rosmarinic acid, 3,4-dihydroxyphenylacetic acid, and rutoside. There were antiproliferative and cytotoxic activities of leaf extracts, as well as identified polyphenols, against several cancer cells. These activities were attributed to the accumulation of necrotic and apoptotic cells in treated cancer cells with leaf extracts as well as identified polyphenols. The antibacterial and antifungal activities of leaf extracts were mainly attributed to 3,4-dihydroxyphenylacetic acid and rutoside in O. basilicum and rosmarinic acid and caffeic acid in R. officinalis. This study proved that R. officinalis and O. basilicum natural populations might be considered as promising sources of natural polyphenols with biological activities.


Processes ◽  
2020 ◽  
Vol 8 (5) ◽  
pp. 531 ◽  
Author(s):  
Hosam O. Elansary ◽  
Agnieszka Szopa ◽  
Paweł Kubica ◽  
Halina Ekiert ◽  
Diaa O. El-Ansary ◽  
...  

Natural populations of Ruta graveolens L. and Artemisia abrotanum L. in northern Saudi Arabia may be a rich source of natural polyphenols with potential biological activities. Therefore, tentative high-performance liquid chromatography–diode array detection was used to analyze the polyphenol contents of leaf extracts. R. graveolens mainly contained the phenolic acids chlorogenic acid and p-coumaric acid and the flavonoids rutoside and quercetin, whereas those of A. abrotanum mainly contained the phenolic acids isochlorogenic acid and rosmarinic acid and the flavonoid quercetin. Leaf extracts of both species showed antioxidant activities due to the presence of quercetin, chlorogenic acid, and p-coumaric acid as well as antiproliferative and cytotoxic activities against cancer cells, which may be attributed to necrotic cell accumulation during the early and late apoptotic periods. Both species also exhibited antibacterial activity, although the activity was higher in R. graveolens due to the high contents of quercetin and other polyphenols. Finally, both species exhibited antifungal activities, which were associated with specific polyphenols. This is the first study to confirm the richness of polyphenols and wide spectrum of biological activities in natural populations of R. graveolens and A. abrotanum in northern Saudi Arabia.


Processes ◽  
2020 ◽  
Vol 8 (4) ◽  
pp. 479 ◽  
Author(s):  
Hosam O. Elansary ◽  
Agnieszka Szopa ◽  
Paweł Kubica ◽  
Halina Ekiert ◽  
Marta Klimek-Szczykutowicz ◽  
...  

New sources of polyphenols with anticancer, antioxidant, and antimicrobial properties in arid environments are critical for the development of alternative medicines and natural remedies. This study explored the polyphenol profiles and biological activities of methanolic leaf extracts from natural Mentha × piperita and Mentha longifolia populations in northern Saudi Arabia. Chromatographic analyses identified several polyphenols in M. × piperita including phenolic acids: rosmarinic acid (1547.6 mg/100 g DW (dry weight)), cryptochlorogenic acid (91.7 mg/100 g DW), and chlorogenic acid (69.4 mg/100 g DW), as well as flavonoids: naringin (328.8 mg/100 g DW) and cynaroside (162.8 mg/100 g DW). The major polyphenols in M. longifolia were: rosmarinic acid (781.6 mg/100 g DW), cryptochlorogenic acid (191.1 mg/100 g DW), p-coumaric acid (113.0 mg/100 g DW), m-coumaric acid (112.2 mg/100 g DW), and chlorogenic acid (63.8 mg/100 g DW). M. × piperita and M. longifolia leaf extracts had high antioxidant activities due to the major polyphenols (cynaroside, rosmarinic and cryptochlorogenic acids). M. × piperita had higher activities against different cancer cells than M. longifolia. Naringin, cryptochlorogenic acid, and rosmarinic acid had the highest activities against cancer cells. The leaf extracts had antibacterial effects against most bacteria species (Pseudomonas aeruginosa was most sensitive), which was attributed to the polyphenols. Antifungal activities were similarly broad (Aspergillus flavus was most sensitive) and attributed to naringin, cryptochlorogenic acid, and caffeic acid. Populations of M. × piperita and M. longifolia in Northern Riyadh may be a valuable source of natural biologically active compounds.


Molecules ◽  
2021 ◽  
Vol 26 (6) ◽  
pp. 1804
Author(s):  
Izabela Perkowska ◽  
Joanna Siwinska ◽  
Alexandre Olry ◽  
Jérémy Grosjean ◽  
Alain Hehn ◽  
...  

Coumarins are phytochemicals occurring in the plant kingdom, which biosynthesis is induced under various stress factors. They belong to the wide class of specialized metabolites well known for their beneficial properties. Due to their high and wide biological activities, coumarins are important not only for the survival of plants in changing environmental conditions, but are of great importance in the pharmaceutical industry and are an active source for drug development. The identification of coumarins from natural sources has been reported for different plant species including a model plant Arabidopsis thaliana. In our previous work, we demonstrated a presence of naturally occurring intraspecies variation in the concentrations of scopoletin and its glycoside, scopolin, the major coumarins accumulating in Arabidopsis roots. Here, we expanded this work by examining a larger group of 28 Arabidopsis natural populations (called accessions) and by extracting and analysing coumarins from two different types of tissues–roots and leaves. In the current work, by quantifying the coumarin content in plant extracts with ultra-high-performance liquid chromatography coupled with a mass spectrometry analysis (UHPLC-MS), we detected a significant natural variation in the content of simple coumarins like scopoletin, umbelliferone and esculetin together with their glycosides: scopolin, skimmin and esculin, respectively. Increasing our knowledge of coumarin accumulation in Arabidopsis natural populations, might be beneficial for the future discovery of physiological mechanisms of action of various alleles involved in their biosynthesis. A better understanding of biosynthetic pathways of biologically active compounds is the prerequisite step in undertaking a metabolic engineering research.


Foods ◽  
2020 ◽  
Vol 9 (4) ◽  
pp. 457 ◽  
Author(s):  
Biancamaria Senizza ◽  
Gabriele Rocchetti ◽  
Murat Ali Okur ◽  
Gokhan Zengin ◽  
Evren Yıldıztugay ◽  
...  

In this work, the phytochemical profile and the biological properties of Colchicum triphyllum (an unexplored Turkish cultivar belonging to Colchicaceae) have been comprehensively investigated for the first time. Herein, we focused on the evaluation of the in vitro antioxidant and enzyme inhibitory effects of flower, tuber, and leaf extracts, obtained using different extraction methods, namely maceration (both aqueous and methanolic), infusion, and Soxhlet. Besides, the complete phenolic and alkaloid untargeted metabolomic profiling of the different extracts was investigated. In this regard, ultra-high-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry (UHPLC-QTOF-MS) allowed us to putatively annotate 285 compounds when considering the different matrix extracts, including mainly alkaloids, flavonoids, lignans, phenolic acids, and tyrosol equivalents. The most abundant polyphenols were flavonoids (119 compounds), while colchicine, demecolcine, and lumicolchicine isomers were some of the most widespread alkaloids in each extract analyzed. In addition, our findings showed that C. triphyllum tuber extracts were a superior source of both total alkaloids and total polyphenols, being on average 2.89 and 10.41 mg/g, respectively. Multivariate statistics following metabolomics allowed for the detection of those compounds most affected by the different extraction methods. Overall, C. triphyllum leaf extracts showed a strong in vitro antioxidant capacity, in terms of cupric reducing antioxidant power (CUPRAC; on average 96.45 mg Trolox Equivalents (TE)/g) and ferric reducing antioxidant power (FRAP) reducing power (on average 66.86 mg TE/g). Interestingly, each C. triphyllum methanolic extract analyzed (i.e., from tuber, leaf, and flower) was active against the tyrosinase in terms of inhibition, recording the higher values for methanolic macerated leaves (i.e., 125.78 mg kojic acid equivalent (KAE)/g). On the other hand, moderate inhibitory activities were observed against AChE and α-amylase. Strong correlations (p < 0.01) were also observed between the phytochemical profiles and the biological activities determined. Therefore, our findings highlighted, for the first time, the potential of C. triphhyllum extracts in food and pharmaceutical applications.


2020 ◽  
Vol 7 (2) ◽  
pp. 157-163
Author(s):  
Trayee Biswas

In vitro root cultures provide an alternative means for producing secondary metabolites of pharmaceutical and industrial importance. The present investigation is an attempt to study the effect of methyl jasmonate (MeJA) as an elicitor, on the production of rosmarinic acid through in vitro root cultures of Ocimum basilicum L. The rosmarinic acid is a preformed constitutively accumulated defense compound having several biological activities including antibacterial, antiviral, and antioxidative activity. Uniform progeny of O. basilicum L. was obtained through in vitro shoot bud multiplication as reliable source of explants. In vitro root cultures were established in one fourth strength of Murashige and Skoog (MS) liquid medium supplemented with 1.0 mg l–1 ?-napthaleneacetic acid (NAA). Methyl jasmonate, was supplemented to the root cultures at different concentrations (0.01, 0.1 and 1.0 mM), and their effect on total phenol content as well as rosmarinic acid production was studied. Rosmarinic acid was quantified by high performance liquid chromatography (HPLC). Compared to the control set of cultures 1.60 fold increase in rosmarinic acid concentration (4.05 ± 0.74 % of dry wt) was observed in elicitor treated cultures.


2020 ◽  
Vol 21 (3) ◽  
pp. 201-208
Author(s):  
Manjunath J Shetty ◽  
K. R Vasudeva ◽  
T Sakthivel ◽  
G. J Suresh ◽  
H. C Krishna ◽  
...  

Polyphenolic compounds of fruits of various plant species play an important role in physiological functions related to human health. Polyphenols have important biological activities like antioxidant activity which helps in normal functioning of human body. The objective of this study was to investigate the profiles of polyphenolic compounds in different edible Annona spp. fruits. Total of eighteen identified individual phenolic compounds were found, among which p-coumaric acid (321.53-90.17µg g-1FW), o-coumaric acid (70.80-19.00µg g-1FW), 2,4-dihydroxybenzoic acid (39.49-10.43µg g-1FW), caffeic acid (35.26-3.43µg g-1FW), gentisic acid (24.69-10.46µg g-1FW), protocatechuic acid (17.04-4.23µg g-1FW), t-cinnamic acid (22.68-3.93µg g-1FW) and ferulic acid (21.78-3.43µg g-1FW) were abundant in annona fruits while benzoic acid (23.28-4.61µg g-1FW), p-hydroxybenzoic acid (1.79-0.31µg g-1FW), salicylic acid (6.00-2.40µg g-1FW), 3-hydroxybenzoic acid (6.05-0.88µg g-1FW), vanillic acid.  (19.13-2.16µg g-1FW), gallic acid (15.88-2.74µg g-1FW), ellagic acid (1.12-0.20µg g-1FW), syringic acid (0.78-0.34µg g-1FW) and sinapic acid (2.16-0.79µg g-1FW) were limited. However, chlorogenic acid was not detected. The results obtained in this study will furnish a better knowledge of the polyphenolic composition in annona fruits.


2020 ◽  
Vol 2020 ◽  
pp. 1-11
Author(s):  
Tingting Zhu ◽  
Wenjian Zuo ◽  
Jia Yan ◽  
Pan Wen ◽  
Zhisheng Pei ◽  
...  

Clausena lansium (Lour.) Skeels (wampee) is an outstanding natural plant with medicinal properties. The aim of this study was to compare the cytoprotective effects of four parts of wampee under oxidative stress. The aqueous extracts of leaf, peel, pulp, and seed were tested for the proliferation effects on human gingival fibroblast (HGF) cells and the protective effects in the hydrogen peroxide-induced HGF model. Furthermore, the total glutathione assay and identification of rutin by high-performance liquid chromatography were carried out to attempt to determine whether the cytoprotective effects were related to the total glutathione (GSH) stability and rutin content. The results showed that all of the extracts had no cytotoxicity to HGF at tested concentrations ranging from 50 to 5000 μg/ml during 24 h, and the leaf, pulp, and seed extracts increased proliferation of HGF at relatively high concentrations. All the extracts except for the seed extract significantly decreased the production of reactive oxygen species, and the peel extracts exhibited the most effective antioxidant effect. The leaf extract had the highest anticytotoxicity and GSH stabilization effect in the HGF challenged with hydrogen peroxide. In addition, the relative content of rutin in peel and leaf extracts was higher than that in pulp and seed. The results of GSH assay and rutin identification suggest that different cellular protective effects among the four parts of wampee are partially related to the GSH stabilization and rutin content. These findings provide a scientific basis for the antioxidant effect-related biological activities of wampee extracts.


Molecules ◽  
2020 ◽  
Vol 25 (8) ◽  
pp. 1923
Author(s):  
Wantida Chaiyana ◽  
Sunee Chansakaow ◽  
Nutjeera Intasai ◽  
Kanokwan Kiattisin ◽  
Kuan-Han Lee ◽  
...  

This study aimed to investigate the potential usage of Thunbergia laurifolia Lindl. leaf extracts in the cosmetic industry. Matrix metalloproteinases (MMPs) and hyaluronidase inhibition of T. laurifolia leaf extracts, prepared using reflux extraction with deionized water (RE) and 80% v/v ethanol using Soxhlet’s apparatus (SE), were determined. Rosmarinic acid, phenolics, and flavonoids contents were determined using high-performance liquid chromatography, Folin–Ciocalteu, and aluminum chloride colorimetric assays, respectively. Antioxidant activities were determined by 1,1-diphenyl-2-picrylhydrazyl (DPPH) and linoleic acid-thiocyanate assays. MMP-1 inhibition was investigated using enzymatic and fluorescent reactions, whereas MMP-2, MMP-9, and hyaluronidase inhibition were investigated using gel electrophoresis. Cytotoxicity on human fibroblast cell line was also investigated. The results demonstrated that SE contained significantly higher content of rosmarinic acid (5.62% ± 0.01%) and flavonoids (417 ± 25 mg of quercetin/g of extract) but RE contained a significantly higher phenolics content (181 ± 1 mg of gallic acid/g of extract; p < 0.001). SE possessed higher lipid peroxidation inhibition but less DPPH• scavenging activity than RE. Both extracts possessed comparable hyaluronidase inhibition. SE was as potent an MMP-1 inhibitor as gallic acid (half maximal inhibitory concentration values were 12.0 ± 0.3 and 8.9 ± 0.4 mg/cm3, respectively). SE showed significantly higher MMP-2 and MMP-9 inhibition than RE (p < 0.05). Therefore, SE is a promising natural anti-ageing ingredient rich in rosmarinic acid and flavonoids with antioxidant, anti-hyaluronidase, and potent MMPs inhibitory effects that could be applied in the cosmetic industry.


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