scholarly journals Bioassay-Guided Isolation of Anti-Alzheimer Active Components from the Aerial Parts of Hedyotis diffusa and Simultaneous Analysis for Marker Compounds

Molecules ◽  
2020 ◽  
Vol 25 (24) ◽  
pp. 5867
Author(s):  
Jun Hee Park ◽  
Wan Kyunn Whang

Previous studies have reported that Hedyotis diffusa Willdenow extract shows various biological activities on cerebropathia, such as neuroprotection and short-term memory enhancement. However, there has been a lack of studies on the inhibitory activity on neurodegenerative diseases such as Alzheimer’s disease (AD) through enzyme assays of H. diffusa. Therefore, H. diffusa extract and fractions were evaluated for their inhibitory effects through assays of enzymes related to AD, including acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), and β-site amyloid precursor protein cleaving enzyme 1 (BACE1), and on the formation of advanced glycation end-product (AGE). In this study, ten bioactive compounds, including nine iridoid glycosides 1–9 and one flavonol glycoside 10, were isolated from the ethyl acetate and n-butanol fractions of H. diffusa using a bioassay-guided approach. Compound 10 was the strongest inhibitor of cholinesterase, BACE1, and the formation of AGEs of all isolated compounds, while compound 5 had the lowest inhibitory activity. Compounds 3, 6, and 9 exhibited better inhibitory activity than other compounds on AChE, and two pairs of diastereomeric iridoid glycoside structures (compounds 4, 8, and 6, 7) showed higher inhibitory activity than others on BChE. In the BACE1 inhibitory assay, compounds 1–3 were good inhibitors, and compound 10 showed higher inhibitory activity than quercetin, the positive control. Moreover, compounds 1 and 3 were stronger inhibitors of the formation of AGE than aminoguanidine (AMG), the positive control. In conclusion, this study is significant since it demonstrated that the potential inhibitory activity of H. diffusa on enzymes related to AD and showed the potential use for further study as a natural medicine for AD treatment on the basis of the bioactive components isolated from H. diffusa.

2021 ◽  
Vol 5 (3) ◽  
pp. 1326-1333
Author(s):  
Nhan Trung Nguyen ◽  
Truong Nhat Van Do ◽  
Tho Huu Le ◽  
Phu Hoang Dang ◽  
Hai Xuan Nguyen ◽  
...  

Solanum procumbens called ``Cà gai leo'' in Vietnam, belonged to the family of Solanaceae, which is a prickly diffuse, bright green perennial shrub, woody at the base. This plant has been sought for plenty of Vietnamese folk remedies for diseases such as rheumatism, back pain, detoxification, cough, pain relief, hemostasis, hepatitis, and cirrhosis. Chemical reports revealed the presence of lots of secondary metabolites such as steroids, triterpenoids, alkaloids, and phenolic compounds that have good biological activities such as antibacterial, antidiabetic, antioxidant, and antimicrobial... By column chromatography method together with thin layer normal-phase chromatography on the ethyl acetate extract of its entire plant, we isolated four compounds including dioscin (1), b -sitosterol (2), daucosterol (3) and 6'-O-acetyl-b -daucosterol (4). The result of theira-glucosidase inhibitory activity showed that compounds 2 and 4 had strong inhibition with IC50 values of 35.2 and 209.5 mM, comparing to the positive control, acarbose with an IC50 value of 214.5 mM. The results of this study have contributed to the scientific data of chemical compositions of Vietnamese medicinal plants, among them S. procumbens would potentially be developed as a plant-based drug to decrease the blood glucose level.


Author(s):  
Le Quy Thuong ◽  
Bach Tuyet Mai ◽  
Nguyen Minh Chau ◽  
Le Thi Phuong Hoa ◽  
Nguyen Quang Huy

Typhonium flagelliforme is a medicinal plant that has variety of uses. In medicinal traditional T. flagelliforme is used to treatment cough, headache, stomach pain chronic, and tracheitis. Moreover, use fresh bulbs treatment furuncle, the bites of poisonous insects. The active components in T. flagelliforme are flavonoids. In this study, the T. flagelliforme extract was obtained by methanol  to determine the chemical composition. Then, The extracts of methanol are extracted with polarization increases gradually solvents such as haxane, dichloromethane and ethyl acetate. Determination of antioxidant activity, cytotoxic activity of extracted fractions. Results obtained showed that the chemical compositions by the qualitative reaction preliminary were identified from T. flagelliforme containing reducing sugars, amino acids, organic acids, flavonoids, alcaloids, sterols. The antioxidant capacity of the ethyl acetate fraction reached 94.76 μg/ml, 10 times higher than the positive control is Quercetin. Cytotoxic activity of the haxane and diclomethane extracted fractions from T. flagelliforme exhibited cytotoxic activity on all three experimental cancers cell lines: KB, HepG2, Lu after 72h of culture with IC50 values ​​range from 92.8 to 107.76 μg/ml. From dichlomethane extracted of T. flagelliforme was purified TF1 as Stigmast-4-en- 3-on.    


2018 ◽  
Vol 1 (T5) ◽  
pp. 110-115
Author(s):  
Tho Huu Le ◽  
Hai Xuan Nguyen ◽  
Mai Thi Thanh Nguyen

Epoxylignans are polyphenolic compounds, which possess various biological activities such as antiproliferative activity on cancer cells, antioxidant, antihyperglycemic,… In this research, we study on α- glucosidase inhibitory activity of 11 epoxylignans isolated from the stem of Artocarpus heterophyllus, the stem of Willughbeia cochinchinensis, the stem bark of Crateva religiosa, and the propolis of Trigona minor. The results showed that, compounds 1–4 and 7–10 were more potent inhibitory activity than that of positive control acarbose (IC50, 214.5 µM). Based on the results, their structure-activity relationships showed that the presence of the hydroxyl group at C-4, and C-4ʹ positions play an important role in increasing the activity. Furthermore, diepoxylignans having a ketone group at C-9′ exhibited stronger activity. In contrast, the opening of an epoxy ring at C-7 the C-9′ positions reduced the activity.


2021 ◽  
Vol 65 (4) ◽  
Author(s):  
Hafsa Chouit ◽  
Ouassila Touafek ◽  
Moussa Brada ◽  
Chawki Benssouici ◽  
Marie-Laure Fauconnier ◽  
...  

Abstract. Salvia microphylla is a known species due to its broad uses in traditional medicine against memory loss and rheumatism. The knowledge regarding the chemical composition and biological activities of the species collected in Algeria, no studies have been reported in the literature. Therefore, the present work focuses on the characterization of the chemical composition of the essential oils (EOs) and the determination of the antioxidant, anticholinesterase, α-glucosidase, and antimicrobial activities of Salvia microphylla. The EOs were obtained by hydrodistillation from the aerial parts, leaves and stems and submitted to chemical analysis by GC and GC/MS. The β-Caryophyllene was identified as the main constituent in the aerial parts and leaves essential oils with 16.75 ± 0.02 % and 17.86 ± 0.07 %, respectively. Likewise, the α-Eudesmol was the predominant component in the stems oil with (21.47 ± 0.20 %). The antioxidant activity of EOs was estimated through using four comparative methods: DPPH, ABTS•+, Reducing power and CUPRAC assays. The Stems oil was the most active one in CUPRAC assay, with an IC50 value with 7.72 ± 0.43 µg/mL. The enzyme inhibitory activity of the essential oils was realized against key enzymes involved in type 2 diabetes (α-glucosidase) using 4-Nitrophenyl-α-d-glucopyranoside as substrate and in neurodegenerative (AChE and BChE) diseases. The highest anticholinesterase activity against acetylcholinesterase was observed in the EO of aerial parts essential  (IC50: 23.65 ± 0.73 µg/mL). The EO isolated from stems (IC50: 37.07 ± 1.44 µg/mL) exhibited a butyrylcholinesterase activity very close to that of analytical standard galantamine (IC50: 34.75 ± 1.99 µg/mL). Furthermore, all EOs displayed high inhibitory activity against α-glucosidase, better to that of the standard acarbose. The EOs of Salvia microphylla display potential properties against type 2 diabetes. A broth microdilution method was used to evaluate the antimicrobial activity of Salvia microphylla EOs, against eleven microbial strains and two yeast. The EOs showed better antibacterial activity against Gram-positive and Gram-negative bacteria except for Pseudomonas aeruginosa, with the stems essential oil being more efficient. Moreover, significant antifungal activity was observed against Candida albicans.   Resumen. Salvia microphylla es una specie conocida debido a su amplio uso en medicina tradicional, contra la pérdida de memoria y el reumatismo. En el caso de la especie de planta recolectada en Algeria, no hay datos publicados sobre su composición química y sus actividades biológicas. Por ello, el presente trabajo ha sido enfocado en la caracterización de la composición química de aceites esenciales (EOs) de Salvia microphylla y en la determinación de sus actividades antioxidante, anticolinesterasa, α-glucosidasa y antimicrobiano. Los EOs fueron obtenidos mediante hidrodestilación de las partes aéreas, ojas y tallos, y fueron sometidos al análisis por cromatografía de gases con detección por ionización en flama y por espectrometría de masas. Se identificó a β-cariofileno como el componente principal de los aceites de las partes aéreas y de tallos con concentraciones de 16.75 ± 0.02 % y 17.86 ± 0.07 %, respectivamente. Por su parte, el α-Eudesmol fue encontrado como componente predominante en aceite de tallos (21.47 ± 0.20 %). La actividad antioxidante de los EOs fue estimada en base a cuatro métodos compartivos: DPPH, ABTS•+, poder reductor y ensayo CUPRAC. El aceite de tallos resultó ser el más activo en ensayo CUPRAC, con el valor IC50 de 7.72 ± 0.43 µg/mL. La actividad inhibitora de enzimas de los EOs fue evaluada contra principales enzimas involucrados en diabetes tipo 2 (α-glucosidasa), utilizando 4-Nitrofenil-α-d-glucopiranosida como sustrato, y en enfermedades neurodergenerativas (AChE y BChE). La mayor actividad anticolinesterasa y acetilcolinesterasa fue observada en el EO de partes aéreas (IC50: 23.65 ± 0.73 µg/mL). El EO islado de tallos (IC50: 37.07 ± 1.44 µg/mL) presentó actividad de butirilcolinestarasa muy similar a la del estándar analítico, galantamina (IC50: 34.75 ± 1.99 µg/mL). Aunado a ello, todos EOs presentaron una alta actividad inhibitora contra α-glucosidasa, que era mejor comparando con la del estándar de acarbosa. Los EOs de Salvia microphylla presentan potenciales propiedades contra diabetes tipo 2. Para evaluar la actividad antimicrobiana de los EOs de Salvia microphylla, se utilizó el método de microdulución en caldo, contra once sepas microbianas y dos de levadura. La mejor actividad se observó contra bacterias Gram-positivas y Gram-negativas, excepto Pseudomonas aeruginosa, los cuales presentaron alta resistencia. Los EOs presentaron también importante actividad antifungica contra Candida albicans.


Molecules ◽  
2019 ◽  
Vol 24 (1) ◽  
pp. 204 ◽  
Author(s):  
Charaf Eddine Watheq Malti ◽  
Clémentine Baccati ◽  
Magali Mariani ◽  
Faiçal Hassani ◽  
Brahim Babali ◽  
...  

The chemical composition of 18 oil samples of Santolina africana isolated from aerial parts at full flowering, collected in three locations in eastern Algeria was determined by GC(RI), GC/MS and 13C-NMR analysis. The major components were: germacrene D, myrcene, spathulenol, α-bisabolol, β-pinene, 1,8-cineole, cis-chrysanthenol, capillene, santolina alcohol, camphor, terpinen-4-ol and lyratol. The chemical composition appeared homogeneous and characterized by the occurrence of four derivatives which exhibited a conjugated alkene dialkyne moiety. They were identified for the first time in an essential oil from S. africana. The collective oil sample exhibited moderate antimicrobial and antioxidant activities whereas the anti-inflammatory activity presented a real potential. IC50 value of Santolina africana essential oil (0.065 ± 0.004 mg/mL) is 5-fold higher than IC50 value of NDGA used as positive control.


2016 ◽  
Vol 11 (2) ◽  
pp. 531 ◽  
Author(s):  
Imen Sellem ◽  
Fatma Kaaniche ◽  
Ahlem Mtibaa Chakchouk ◽  
Lotfi Mellouli

<p class="Abstract">In goal of searching new active compounds with important biological activities, a screening of several plants from salt-marsh region of Chebba-Tunisia had been realized. Three species had been selected: <em>Calendula arvensis, Chenopodium murale</em> and <em>Nicotiana glauca</em>. The organic extracts of different aerial parts of these plants (stems, leaves and flowers) displayed variable contents of total polyphenols (TPP) and total flavonoids (TF). Flowers acetone extract from <em>N. glauca</em> contained the higher quantity in TPP (264.8 ± 1.6 µg GA/mg), while stems dichloromethane extract exhibited the best TF content (49.8 ± 2.2 µg QE/mg). The important TPP and TF contents reflected a good anti-oxidant and antimicrobial activities. The best acetylcholinesterase inhibitory activity had been shown in the fractions obtained after extraction with low polarity solvents. Whence, a correlation of flavonoids contents with biological activities had been shown, while, there was no correlation with acetylcholinesterase inhibitory activity.</p><p> </p>


Author(s):  
Pınar Ercan ◽  
Sedef Nehir El

Abstract. The goals of this study were to determine and evaluate the bioaccessibility of total anthocyanin and procyanidin in apple (Amasya, Malus communis), red grape (Papazkarası, Vitis vinifera) and cinnamon (Cassia, Cinnamomum) using an in vitro static digestion system based on human gastrointestinal physiologically relevant conditions. Also, in vitro inhibitory effects of these foods on lipid (lipase) and carbohydrate digestive enzymes (α-amylase and α-glucosidase) were performed with before and after digested samples using acarbose and methylumbelliferyl oleate (4MUO) as the positive control. While the highest total anthocyanin content was found in red grape (164 ± 2.51 mg/100 g), the highest procyanidin content was found in cinnamon (6432 ± 177.31 mg/100 g) (p < 0.05). The anthocyanin bioaccessibilities were found as 10.2 ± 1%, 8.23 ± 0.64%, and 8.73 ± 0.70% in apple, red grape, and cinnamon, respectively. The procyanidin bioaccessibilities of apple, red grape, and cinnamon were found as 17.57 ± 0.71%, 14.08 ± 0.74% and 18.75 ± 1.49%, respectively. The analyzed apple, red grape and cinnamon showed the inhibitory activity against α-glucosidase (IC50 544 ± 21.94, 445 ± 15.67, 1592 ± 17.58 μg/mL, respectively), α-amylase (IC50 38.4 ± 7.26, 56.1 ± 3.60, 3.54 ± 0.86 μg/mL, respectively), and lipase (IC50 52.7 ± 2.05, 581 ± 54.14, 49.6 ± 2.72 μg/mL), respectively. According to our results apple, red grape and cinnamon have potential to inhibit of lipase, α-amylase and α-glucosidase digestive enzymes.


2018 ◽  
Vol 17 (3) ◽  
pp. 134-139
Author(s):  
R.M. Perez-Gutierrez

Methanol extract from Lippia graveolens (Mexican oregano) was studied in order to identify inhibitory bioactives for protein tyrosine phosphatase 1B (PTP1B). Known flavone as lutein (1), and another flavone glycoside such as lutein-7-o-glucoside (2), 6-hydroxy-lutein-7-ohexoside (3) and lutein-7-o-ramnoide (4) were isolated from methanol extract of aerial parts of the Lippia graveolens. All isolates were identified based on extensive spectroscopic data analysis, including UV, IR, NMR, MS and compared with spectroscopic data previously reported. These flavones were evaluated for PTP1B inhibitory activity. Among them, compounds 1 and 3 displayed potential inhibitory activity against PTP1B with IC50 values of 7.01 ± 1.25 μg/ml and 18.4 μg/ml, respectively. In addition, compound 2 and 4 showed moderate inhibitory activity with an IC50 value of 23.8 ± 6.21 and 67.8 ± 5.80 μg/ml respectively. Among the four compounds, luteolin was found to be the most potent PTP1B inhibitor compared to the positive control ursolic acid, with an IC50 value of 8.12 ± 1.06 μg/ml. These results indicate that flavonoids constituents contained in Lippia graveolens can be considered as a natural source for the treatment of type 2 diabetes.


2004 ◽  
Vol 69 (3) ◽  
pp. 499-510 ◽  
Author(s):  
Petra Beranová ◽  
Karel Chalupský ◽  
Gustav Entlicher

Nω-Hydroxy-L-arginine (NOHA) is a stable intermediate in NO formation from L-arginine catalyzed by NO synthase (NOS). Apparently, NOHA can be released and serve as a stable reserve NO donor (as a substrate of NOS) or transported and exert its own biological effects. It shows endothelium-dependent as well as endothelium-independent vasorelaxant activity. The latter case indicates that NOHA can be metabolized by pathways independent of NOS. These possibilities are discussed in detail. Of the available NOHA homologues homo-NOHA is a good substrate of NOS while nor-NOHA seems to be a very poor substrate of this enzyme. On the contrary, nor-NOHA exerts arginase inhibitory activity 20 times higher than NOHA whereas homo-NOHA is inactive. Detailed investigation of biological activities of NOHA and its homologues seems to be promising from the pharmacological point of view. A review with 43 references.


Planta Medica ◽  
2021 ◽  
Author(s):  
Birgit Waltenberger ◽  
Françoise Lohézic-Le Dévéhat ◽  
Thi Huyen Vu ◽  
Olivier Delalande ◽  
Claudia Lalli ◽  
...  

AbstractProtein tyrosine phosphatase 1B plays a significant role in type 2 diabetes mellitus and other diseases and is therefore considered a new drug target. Within this study, an acetone extract from the lichen Stereocaulon evolutum was identified to possess strong protein tyrosine phosphatase 1B inhibition in a cell-free assay (IC50 of 11.8 µg/mL). Fractionation of this bioactive extract led to the isolation of seven known molecules belonging to the depsidones and the related diphenylethers and one new natural product, i.e., 3-butyl-3,7-dihydroxy-5-methoxy-1(3H)-isobenzofurane. The isolated compounds were evaluated for their inhibition of protein tyrosine phosphatase 1B. Two depsidones, lobaric acid and norlobaric acid, and the diphenylether anhydrosakisacaulon A potently inhibited protein tyrosine phosphatase 1B with IC50 values of 12.9, 15.1, and 16.1 µM, respectively, which is in the range of the protein tyrosine phosphatase 1B inhibitory activity of the positive control ursolic acid (IC50 of 14.4 µM). Molecular simulations performed on the eight compounds showed that i) a contact between the molecule and the four main regions of the protein is required for inhibitory activity, ii) the relative rigidity of the depsidones lobaric acid and norlobaric acid and the reactivity related to hydrogen bond donors or acceptors, which interact with protein tyrosine phosphatase 1B key amino acids, are involved in the bioactivity on protein tyrosine phosphatase 1B, iii) the cycle opening observed for diphenylethers decreased the inhibition, except for anhydrosakisacaulon A where its double bond on C-8 offsets this loss of activity, iv) the function present at C-8 is a determinant for the inhibitory effect on protein tyrosine phosphatase 1B, and v) the more hydrogen bonds with Arg221 there are, the more anchorage is favored.


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