scholarly journals The Pentacyclic Triterpenes , -amyrins: A Review of Sources and Biological Activities

10.5772/27253 ◽  
2012 ◽  
Author(s):  
Liliana Hernndez ◽  
Javier Palazon ◽  
Arturo Navarro-Oca
Keyword(s):  
Biological Activities ◽  
Pentacyclic Triterpenes

scholarly journals Synthesis and antitumor activity of fluorouracil – oleanolic acid/ursolic acid/glycyrrhetinic acid conjugates

MedChemComm ◽  
2019 ◽  
Vol 10 (8) ◽  
pp. 1370-1378 ◽  
Author(s):  
Chun-Mei Liu ◽  
Jia-Yan Huang ◽  
Li-Xin Sheng ◽  
Xiao-An Wen ◽  
Ke-Guang Cheng
Keyword(s):  
Antitumor Activity ◽  
Adverse Effects ◽  
Ursolic Acid ◽  
Oleanolic Acid ◽  
Biological Activities ◽  
Glycyrrhetinic Acid ◽  
Antitumor Activities ◽  
Pentacyclic Triterpene ◽  
Pentacyclic Triterpenes

Due to the obvious adverse effects of 5-fluorouracil and considering the diverse biological activities of pentacyclic triterpenes, twelve pentacyclic triterpene-5-fluorouracil conjugates were synthesized and their antitumor activities were evaluated.

scholarly journals Anti-Planktonic and Anti-Biofilm Properties of Pentacyclic Triterpenes—Asiatic Acid and Ursolic Acid as Promising Antibacterial Future Pharmaceuticals

Biomolecules ◽  
2022 ◽  
Vol 12 (1) ◽  
pp. 98
Author(s):  
Zuzanna Sycz ◽  
Dorota Tichaczek-Goska ◽  
Dorota Wojnicz
Keyword(s):  
Ursolic Acid ◽  
Pathogenic Bacteria ◽  
Biological Activities ◽  
Multidrug Resistant ◽  
Resistant Bacteria ◽  
Asiatic Acid ◽  
Pentacyclic Triterpenes ◽  
Planktonic Form ◽  
Medicinal Properties ◽  
Biofilm Structure

Due to the ever-increasing number of multidrug-resistant bacteria, research concerning plant-derived compounds with antimicrobial mechanisms of action has been conducted. Pentacyclic triterpenes, which have a broad spectrum of medicinal properties, are one of such groups. Asiatic acid (AA) and ursolic acid (UA), which belong to this group, exhibit diverse biological activities that include antioxidant, anti-inflammatory, diuretic, and immunostimulatory. Some of these articles usually contain only a short section describing the antibacterial effects of AA or UA. Therefore, our review article aims to provide the reader with a broader understanding of the activity of these acids against pathogenic bacteria. The bacteria in the human body can live in the planktonic form and create a biofilm structure. Therefore, we found it valuable to present the action of AA and UA on both planktonic and biofilm cultures. The article also presents mechanisms of the biological activity of these substances against microorganisms.

scholarly journals Isolation, characterization and biological activities of terpenoids from Gunnera perpensa

2018 ◽  
Author(s):  
◽  
Fitsum K. Mammo
Keyword(s):  
Free Radical ◽  
Sickle Cell ◽  
Biological Activities ◽  
Radical Scavenging ◽  
Free Radical Scavenging ◽  
Pentacyclic Triterpenes ◽  
Anticancer Properties ◽  
Crude Extracts ◽  
Starting Point ◽  
Anti Oxidant

Five pentacyclic triterpenes were identified from the leaves and stalks of Gunnera perpensa. These were ursolic acid (I), 3-β-hydroxyolean-12-en-27-oic acid (II) (β-peltoboykinolic acid), 3- β-hydroxyurs-12-en-27-oic acid (III) (α-peltoboykinolic acid), 3-α-hydroxyolean-12-en-27-oic acid (IV), and 3α-3, 19-dihydroxyurs-12-en-28-oic acid (V) (pomolic acid). These compounds were extracted using ethyl acetate and separated by silica gel column chromatography by the aid of TLC. Their structures were elucidated by 1H and 13C NMR spectroscopy and identified by comparing their spectral data with those reported in the literature. High-Performance Liquid Chromatography (HPLC) was used to identify those compounds that were difficult to separate using CC. Disc diffusion assay was used to evaluate the antimicrobial potentials of the crude extracts and the isolated compounds against bacterial and fungal species. The sickle-cell normalisation and free radical scavenging potentials of the crude extracts and the isolated compounds were done using Emmel’s test and DPPH (2, 2 dyphenyl-2-picryl hydrate) photometric assay, respectively. The anticancer potential of the isolated compounds was performed using the 3-(4,5- Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. The antimicrobial results showed that the crude extracts GP/A3 and GP/C4 were highly active against S. aureus, B. cereus, E. coli and P. aeruginosa with MIC values ranging from 0.75 to 1.5 µg/ml. Significant antibacterial activity was observed with compound X against S. aureus, S. epidermidis and E. faecalis. Neither of the crude extracts nor the isolates showed antifungal activity.The partial fraction (compound Y) showed the highest normalisation rate to the sickle- cells with 82.135 % standardisation at 144.93 µg/ml. The crude extracts GP/A2, GP/B3, GP/A3, and GP/B2 exhibited the highest radical scavenging capacity against the free radical 2,2- diphenyl-1-picrylhydrazyl with 96, 95, 94.8, and 94.3 percentage values, respectively.While the free radical scavenging potentials of the isolates were found to be less. The highest cytotoxicity activity was recorded by the compounds X and Y followed by the moderate activity of compounds I, II, III and IV with equal percentage death values of, 54.58. The tested compounds were found to be more toxic to the MCF-7 than HEK293 cell line. In conclusion, this is the first study to discover pentacyclic triterpenes from the leaves and stalks of G. perpensa. The crude extracts and their isolates together with the two partial fractions (compounds X and Y) were found to be responsible and add value to the existing known potential of G. perpensa. These compounds have shown antimicrobial, anti-sickling, anti-oxidant and anticancer properties. The probability of getting a cure for Sickle Cell Anemia patients from G. perpensa is possible through direct use or after chemical modification of the compounds. The high anti-oxidant potential of the crude extracts will serve as a starting point for further studies to identify and characterise undiscovered secondary metabolites. The anticancer properties of the isolated compounds encourage future studies against different cancer cell lines. Moreover, none of the crude extracts and isolated compounds were found to be toxic to brine shrimp larvae which indicate its safety in any human health related applications. It is highly recommended to further purify the partially purified compounds (X and Y) as they showed high biological activities that can add value to new drug development.

scholarly journals Triterpene sapogenins with oleanene skeleton: chemotypes and biological activities.

2014 ◽  
Vol 61 (2) ◽  
Author(s):  
Kamil Jatczak ◽  
Grzegorz Grynkiewicz
Keyword(s):  
Drug Development ◽  
Current Literature ◽  
Medicinal Chemistry ◽  
Biological Activities ◽  
Renewable Resource ◽  
Synthetic Methods ◽  
Critical Survey ◽  
Natural Sources ◽  
Development Potential ◽  
Pentacyclic Triterpenes

Critical survey of a selected class of pentacyclic triterpenes--the oleanane family, is presented based on current literature in order to underline their value for medicinal chemistry and drug development potential. Oleanenes may be considered as a renewable resource of valuable research materials which are structurally diverse, inherently biocompatible and have built-in affinity for many categories of functional proteins. Although availability of particular compounds from natural sources may be very low, synthetic methods elaborated by generations of chemists, secure a way to obtaining desirable structures from commercial starting materials.

Cardenolides and pentacyclic triterpenes isolated from Acokanthera oblongifolia leaves: their biological activities with molecular docking study

2020 ◽  
Vol 0 (0) ◽  
Author(s):  
Howaida I. Abd-Alla ◽  
Maha M. Soltan ◽  
Amal Z. Hassan ◽  
Hanan A. A. Taie ◽  
Heba M. Abo-Salem ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Topoisomerase I ◽  
Biological Activities ◽  
Molecular Docking Study ◽  
2D Nmr Spectroscopy ◽  
Binding Interaction ◽  
Pentacyclic Triterpenes ◽  
Chemical Structures ◽  
H5n1 Influenza

Abstract Pentacyclic triterpenes and cardenolides were isolated from Acokanthera oblongifolia leaves. Their chemical structures were determined based on comprehensive 1D and 2D NMR spectroscopy. Their MIC was determined against 12 microorganisms. Their exerted cytotoxicity on the immortalized normal cells, hTERT-RPE1 was assessed by the sulforhodamine-B assay. The viral inhibitory effects of compounds against Newcastle disease virus (NDV) and H5N1 influenza virus IV were evaluated. Four in vitro antioxidant assays were performed in comparison with BHT and trolox and a weak activity was exhibited. Acovenoside A was with potent against H5N1-IV and NDV with IC50 ≤ 3.2 and ≤ 2.1 μg/ml and SI values of 93.75 and 95.23%, respectively, in comparison to ribavirin. Its CC50 record on Vero cells was > 400 and 200 μg/ml, respectively. Acobioside A was the most active compound against a broad range of microbes while Pseudomonas aeruginosa was the most sensitive. Its MIC (0.07 μg/ml) was 1/100-fold of the recorded CC50 (7.1 μg/ml/72 h) against hTERT-RPE1. The molecular docking of compounds on human DNA topoisomerase I (Top1-DNA) and IV glycoprotein hemagglutinin were studied using MOE program. This study has introduced the cardenolides rather than triterpenoids with the best docking score and binding interaction with the active site of the studied proteins.

Improvement of cytoprotective and antioxidant activity of Rosa canina L. and Salix alba L. by controlled differential sieving process against H2O2-induced oxidative stress in mouse primary splenocytes

2017 ◽  
Vol 87 (3-4) ◽  
pp. 191-200 ◽  
Author(s):  
Nidhal Soualeh ◽  
Aliçia Stiévenard ◽  
Elie Baudelaire ◽  
Rachid Soulimani ◽  
Jaouad Bouayed
Keyword(s):  
Antioxidant Activity ◽  
Antioxidant Activities ◽  
Biological Activities ◽  
Good Alternative ◽  
Activity Levels ◽  
Salix Alba ◽  
Rosa Canina ◽  
Free Process ◽  
Plant Powders ◽  
Sieving Process

Abstract. In this study, cytoprotective and antioxidant activities of Rosa canina (RC) and Salix alba (SA), medicinal plants, were studied on mouse primary splenocytes by comparing Controlled Differential Sieving process (CDSp), which is a novel green solvent-free process, versus a conventional technique, employing hydroethanolic extraction (HEE). Thus, preventive antioxidant activity of three plant powders of homogeneous particle sizes, 50–100 µm, 100–180 µm and 180–315 µm, dissolved directly in the cellular buffer, were compared to those of hydroethanolic (HE) extract, at 2 concentrations (250 and 500 µg/mL) in H2O2-treated spleen cells. Overall, compared to HE extract, the superfine powders, i. e., fractions < 180 µm, at the lowest concentration, resulted in greater reactive oxygen species (ROS) elimination, increased glutathione peroxidase (GPx) activity and lower malondialdehyde (MDA) production. Better antioxidant and preventive effects in pre-treated cells were found with the superfine powders for SA (i. e., 50–100 µm and 100–180 µm, both p < 0.001), and with the intermediate powder for RC (i. e., 100–180 µm, p < 0.05) versus HE extract. The activity levels of catalase (CAT) and superoxide dismutase (SOD) in pretreated splenocytes exposed to H2O2, albeit reduced, were near to those in unexposed cells, suggesting that pretreatment with the fine powders has relatively restored the normal levels of antioxidant-related enzymes. These findings supported that CDSp improved the biological activities of plants, avoiding the use of organic solvents and thus it could be a good alternative to conventional extraction techniques.

Shape‐controlled silver NPs for shape‐dependent biological activities

2017 ◽  
Vol 12 (9) ◽  
pp. 647-651 ◽  
Author(s):  
Fatemeh Sadeghi ◽  
Abolfazl Yazdanpanah ◽  
Amirbabak Abrishamkar ◽  
Fatholah Moztarzadeh ◽  
Arash Ramedani ◽  
...  
Keyword(s):  
Biological Activities ◽  
Silver Nps ◽  
Shape Controlled

Pentacyclic triterpenes, inhibitors of glycogen phosphorylase, as potential drugs for type 2 diabetes: X-ray crystallographic studies

Planta Medica ◽  
2008 ◽  
Vol 74 (09) ◽  
Author(s):  
SE Zographos ◽  
DD Leonidas ◽  
KM Alexacou ◽  
T Gimisis ◽  
JM Hayes ◽  
...  
Keyword(s):  
Type 2 Diabetes ◽  
Glycogen Phosphorylase ◽  
X Ray ◽  
Pentacyclic Triterpenes

Research into chemistry and biological activities of Prangos Lindl. (Apiaceae) species of Turkey

Planta Medica ◽  
2009 ◽  
Vol 75 (09) ◽  
Author(s):  
KHC Baser ◽  
B Demirci ◽  
G Ozek ◽  
A Duran ◽  
N Tabanca ◽  
...  
Keyword(s):  
Biological Activities

Studies on the chemical constituents and their biological activities of the fruit of Garcinia multiflora

Planta Medica ◽  
2010 ◽  
Vol 76 (12) ◽  
Author(s):  
JJ Chen ◽  
CW Ting ◽  
MH Yen ◽  
TL Hwang ◽  
C Peng ◽  
...  
Keyword(s):  
Biological Activities ◽  
Chemical Constituents
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