Synthesis and Characterization of PEGylated Liposomes and Nanostructured Lipid Carriers with Entrapped Bioactive Triterpenoids: Comparative Fingerprints and Quantification by UHPLC-QTOF-ESI+-MS, ATR-FTIR Spectroscopy, and HPLC-DAD DOI Creative Commons
Carmen Socaciu,

Florinela Fetea,

Mihai Socaciu

et al.

Pharmaceuticals, Journal Year: 2024, Volume and Issue: 18(1), P. 33 - 33

Published: Dec. 31, 2024

Background/Objectives: Pentacyclic triterpenoids, as bioactive phytochemicals, have proven to exhibit significant bioactivity (antioxidant, anti-inflammatory, hypoglycemic, and anticancer) low cytotoxicity. This study developed convenient methods for extracting characterizing a birch bark extract enriched in pentacyclic triterpenoids (betulin, betulinic acid, lupeol) entrapped two bioavailable nanoformulations. The performance of ATR-FTIR spectroscopy cost-effective non-destructive method was evaluated comparatively with accurate HPLC-based methods. Methods: pure betulin or acid were used obtain PEGylated liposomes nano lipid carriers (NLCs). Their size characterized by light scattering diffraction. UV-Vis spectrometry applied preliminary evaluation (1), well UHPLC-QTOF-ESI+-MS structure identification (2), (for semi-quantitative evaluation) (3), HPLC-DAD an quantification each component, either the organic solvents nanoformulations (4). Results: had smaller sizes, higher entrapment efficiency, significantly correlated between three analytical positively data confirmed potential this cheaper reliable evaluate efficiency TTs liposome NLC Conclusions: results recommend using liposomal terpenoids their characterization after validation HPLC-DAD. also offers possibility screening short time different recipes stability bioavailability, which is useful investigations vitro vivo, may confirm efficacy therapeutic agents.

Language: Английский

Drug Delivery Systems of Betulin and Its Derivatives: An Overview DOI Creative Commons
Bartosz Jaroszewski, Katarzyna Jelonek, Janusz Kasperczyk

et al.

Biomedicines, Journal Year: 2024, Volume and Issue: 12(6), P. 1168 - 1168

Published: May 24, 2024

Natural origin products are regarded as promising for the development of new therapeutic therapies with improved effectiveness, biocompatibility, reduced side effects, and low cost production. Betulin (BE) is very due to its wide range pharmacological activities, including anticancer, antioxidant, antimicrobial properties. However, despite advancements in use triterpenes clinical purposes, there still some obstacles that hinder their full potential, such hydrophobicity, solubility, poor bioavailability. To address these concerns, BE derivatives have been synthesized. Moreover, drug delivery systems emerged a solution overcome barriers faced application natural products. The aim this manuscript summarize recent achievements field derivatives. This review also presents mostly considered medical applications. electronic databases scientific publications were searched most interesting last ten years. Thus far, it nanoparticles (NPs) betulin derivatives, organic NPs (e.g., micelles, conjugates, liposomes, cyclodextrins, protein NPs), inorganic (carbon nanotubes, gold NPs, silver), complex/hybrid miscellaneous nanoparticulate systems. examples microparticles, gel-based systems, suspensions, emulsions, scaffolds, which seem

Language: Английский

Citations

5
Cellular and molecular mechanisms underlying the potential of betulinic acid in cancer prevention and treatment DOI
Subhasis Banerjee, Sabyasachi Banerjee,

Ankur Bishayee

et al.

Phytomedicine, Journal Year: 2024, Volume and Issue: 132, P. 155858 - 155858

Published: July 4, 2024

Language: Английский

Citations

5
Tuning of the Anti-Breast Cancer Activity of Betulinic Acid via Its Conversion to Ionic Liquids DOI Creative Commons
Paula Ossowicz‐Rupniewska, Joanna Klebeko, Irina Georgieva

et al.

Pharmaceutics, Journal Year: 2024, Volume and Issue: 16(4), P. 496 - 496

Published: April 3, 2024

Betulinic acid (BA) is a natural pentacyclic triterpene with diverse biological activities. However, its low water solubility limits pharmaceutical application. The conversion of pharmaceutically active molecules into ionic liquids (ILs) promising strategy to improve their physicochemical properties, stability, and/or potency. Here, we report the synthesis and characterization 15 novel ILs containing cation ethyl ester polar, non-polar, or charged amino [AAOEt] an anion BA. Except for [ValOEt][BA], observed preserved up 2-fold enhanced cytotoxicity toward hormone-dependent breast cancer cells MCF-7. estimated IC50 (72 h) values within series varied between 4.8 25.7 µM. We found that most cytotoxic IL, [LysOEt][BA]2, reduced clonogenic efficiency 20% compared In addition, evaluated effect 72 h treatment BA compound, on thermodynamic behavior MCF-7 cells. Based our data, suggest lysine included in provokes by mechanism involving alteration membrane lipid organization, which could be accompanied modulation visco–elastic properties cytoplasm.

Language: Английский

Citations

4
TGR5 Activation by Dietary Bioactives and Related Improvement in Mitochondrial Function for Alleviating Diabetes and Associated Complications DOI
Qinghua He, Xinhang Li, Haimeng Li

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 5, 2025

Takeda G protein-coupled receptor 5 (TGR5), also known as bile acid 1 (GPBAR1), is a cell surface involved in key physiological processes, including glucose homeostasis and energy metabolism. Recent research has focused on the role of TGR5 activation preventing or treating diabetes while highlighting its potential impact progression diabetic complications. Functional foods edible plants have emerged valuable sources natural compounds that can activate TGR5, offering therapeutic benefits for management. Despite growing interest, studies by dietary bioactive remain scattered. This Review aims to provide comprehensive analysis how bioactives act agents managing It explores mechanisms through both direct agonistic effects indirect pathways via modulation gut microbiota

Language: Английский

Citations

0
Betulonic acid: A review on its sources, biological activities, and molecular mechanisms DOI

Shengying Lou,

Chunyan Dai,

Yuhua Wu

et al.

European Journal of Pharmacology, Journal Year: 2025, Volume and Issue: unknown, P. 177518 - 177518

Published: March 1, 2025

Language: Английский

Citations

0
Semi-Synthetic Derivatives from a Lupane-Type Triterpene Isolated from Phoradendron wattii with Anti-Leukemia Activity DOI Creative Commons

Mario J. Noh-Burgos,

Sonia María García-Sánchez,

Fernando J. Tun-Rosado

et al.

Natural Product Communications, Journal Year: 2025, Volume and Issue: 20(3)

Published: March 1, 2025

Introduction: Leukemia is among the most common types of cancer. Currently, main anti-leukemia treatments have significant drawbacks, which has led to search for new and better drugs, especially those developed from natural products. Objective: The aim this work was perform simple modifications a lupane-type pentacyclic triterpene isolated Phoradendron wattii , in order generate semi-synthetic analogues their possible effect against panel leukemia cell lines. Methods: Simple structural on 3 α ,23- O -isopropylidenyl-3 ,23-dihydroxylup-20(29)-en-28-oic acid ( T2 ) were performed evaluated lines normal mononuclear cells (MNC). In addition, molecular docking analysis used understand mechanism action, employing key targets compounds with anti-leukemic activity (BCL-2 EGFR). Results: Of all derivatives synthetized T2a - T2f ), compound T2e ,23-dihydroxy-30-oxolup-20(29)-en-28-ol, showed inhibition (CCRF-CEM, REH, JURKAT, MOLT-4, THP-1) induction death by apoptosis different degrees. Moreover, it minor cytotoxic MNC found interact BCL-2 EGFR silico . Conclusion: present shows that at promising sites can enhanced biological derivative candidate future research.

Language: Английский

Citations

0
Nanoparticle-Based Delivery Systems for Phytochemicals in Cancer Therapy: Molecular Mechanisms, Clinical Evidence, and Emerging Trends DOI
Mahmoud A.H. Mostafa, Hani M. J. Khojah

Drug Development and Industrial Pharmacy, Journal Year: 2025, Volume and Issue: unknown, P. 1 - 31

Published: March 21, 2025

This review examines recent advancements in nanoparticle-based delivery systems for phytochemicals, focusing on their role overcoming multidrug resistance, improving therapeutic efficacy, and facilitating clinical translation. highlights advances nanoparticle-enabled phytochemical to enhance bioavailability, improve outcomes, enable targeted applications. By comparing various nanoparticle systems, formulation methods, efficacy data, it identifies gaps current research guides the development of more effective, next-generation phytochemical-loaded nanocarriers. A systematic literature published between 2000 2024 was conducted using PubMed, Scopus, Web Science. Articles cancer therapy were included. Compounds such as curcumin, resveratrol, quercetin, epigallocatechin gallate demonstrate enhanced anti-cancer when encapsulated nanoparticles, leading improved increased tumor cell targeting, reduced toxicity. Clinical trials indicate regression fewer adverse effects. Emerging approaches-such nanogels, hybrid combination therapies with immune checkpoint inhibitors-further refine treatment efficacy. Nanoparticle-based significantly potential making them promising candidates safer, effective treatments. However, challenges related regulatory guidelines, scalability, long-term safety must be addressed fully realize potential.

Language: Английский

Citations

0
Beckmann Fragmentation of Ring A of Dihydrobetulin and Dihydrolupeol Oximes DOI
Г. Ф. Крайнова, Victoria V. Grishko

Chemistry of Natural Compounds, Journal Year: 2025, Volume and Issue: unknown

Published: March 26, 2025

Language: Английский

Citations

0
Study of Pentacyclic Triterpenes from Lyophilised Aguaje: Anti-Inflammatory and Antioxidant Properties DOI Open Access
Luis Apaza Ticona, Javier Sánchez Sánchez-Corral,

Natalia Montoto Lozano

et al.

International Journal of Molecular Sciences, Journal Year: 2024, Volume and Issue: 25(17), P. 9615 - 9615

Published: Sept. 5, 2024

Mauritia flexuosa (M. flexuosa), commonly known as Aguaje or Moriche palm, is traditionally recognised in South America for its medicinal properties, particularly anti-inflammatory and antioxidant effects. However, the bioactive compounds responsible these effects have not been thoroughly investigated. This study aims to isolate characterise pentacyclic triterpenoid from M. evaluate their therapeutic potential. Using various chromatographic spectroscopic techniques including Nuclear Magnetic Resonance (NMR) Mass Spectrometry (MS), three were successfully isolated. Among them, compound 1 (3,11-dioxours-12-en-28-oic acid) exhibited notable bioactivity, significantly inhibiting activation of Factor kappa-light-chain-enhancer activated B cells (NF-κB) (IC50 = 7.39–8.11 μM) Nitric Oxide (NO) 4.75–6.59 μM), both which are key processes inflammation. Additionally, demonstrated potent properties by activating enzyme Superoxide Dismutase (SOD) (EC50 1.87 transcription factor erythroid 2-related 2 (Nrf2) 243–547.59 nM), thus showing potential combating oxidative stress. first flexuosa, suggesting that could be a promising candidate development safer more effective therapies inflammatory stress-related diseases.

Language: Английский

Citations

2
The Role of Pentacyclic Triterpenoids in Non-Small Cell Lung Cancer: The Mechanisms of Action and Therapeutic Potential DOI Creative Commons
Young-Shin Lee, Ryuk Jun Kwon, Hye Sun Lee

et al.

Pharmaceutics, Journal Year: 2024, Volume and Issue: 17(1), P. 22 - 22

Published: Dec. 26, 2024

Lung cancer remains a major global health problem because of its high cancer-related mortality rate despite advances in therapeutic approaches. Non-small cell lung (NSCLC), subtype cancer, is more amenable to surgical intervention early stages. However, the prognosis for advanced NSCLC poor, owing limited treatment options. This underscores growing need novel strategies complement existing treatments and improve patient outcomes. In recent years, pentacyclic triterpenoids, group natural compounds, have emerged as promising candidates therapy due their anticancer properties. Pentacyclic such lupeol, betulinic acid, betulin, oleanolic ursolic glycyrrhetinic glycyrrhizin, asiatic demonstrated ability inhibit proliferation angiogenesis, induce apoptosis, suppress metastasis, modulate inflammatory immune pathways line models. These compounds exert effects by modulating important signaling NF-κB, PI3K/Akt, MAPK. Furthermore, drug delivery technologies nanocarriers targeted systems improved bioavailability efficacy triterpenoids. preclinical data, rigorous clinical trials are needed verify safety efficacy. review explores role triterpenoids potential models, focusing on molecular mechanisms action.

Language: Английский

Citations

2