Isfahan University of Medical Sciences

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):
Share this content! On (X network) By
Synthesis of Octadecylamine-Retinoic Acid Conjugate for Enhanced Cytotoxic Effects of 5-Fu Using Ldl Targeted Nanostructured Lipid Carriers Publisher Pubmed



Varshosaz J1 ; Hassanzadeh F2 ; Sadeghi H2 ; Andalib S1
Authors
Show Affiliations
Authors Affiliations
  1. 1. Department of Pharmaceutics, Novel Drug Delivery Systems Research Center, Isfahan University of Medical Sciences, Isfahan, PO Box 81745-359, Iran
  2. 2. Department of Medicinal Chemistry, Isfahan Pharmaceutical Sciences Research Center, Isfahan University of Medical Sciences, Isfahan, Iran

Source: European Journal of Medicinal Chemistry Published:2012


Abstract

The aim of the present study was to reduce 5-FU side effects by targeted nanostructured lipid carriers (NLCs) to LDL receptors that are over expressed in colorectal carcinoma and also use of a new synthesized conjugate of retinoic acid as a cytotoxic agent. Fatty acyl amide derivative of retinoic acid was synthesized by its conjugation to octadecylamine with the expectation to improve its loading capacity in NLCs of 5-FU. The NLCs were prepared by an emulsification-solvent evaporation method using cholesterol and cholesteryl stearate. Physical properties and drug release were studied in NLCs. The cytotoxicity of NLCs loaded with 5-FU and retinoic acid conjugate was studied on colon cancer cells (HT29) using MTT assay. To confirm that drug targeting has been done through LDL receptors, APO-E was omitted from the cell culture and the MTT assay was repeated. FTIR and 1H NMR spectra confirmed successful production of the conjugate. Results showed the IC50 of free 5-FU was about 7.6 μM while in comparable concentration, the cytotoxicity of 5-FU loaded in NLCs containing the retinoic acid conjugate was nearly 2 fold of NLCs just loaded with 5-FU and more than 5 fold of free 5-FU. The retinoic acid conjugate loaded NLCs prepared by cholesterol can target LDL receptors of HT29 cells and seems promising in reducing 5-FU dose in colorectal cancer. © 2012 Elsevier Masson SAS. All rights reserved.
Related Docs
View other Related Docs
1. Galactosylated Nanostructured Lipid Carriers for Delivery of 5-Fu to Hepatocellular Carcinoma, Journal of Liposome Research (2012)
2. Formulation of Ldl Targeted Nanostructured Lipid Carriers Loaded With Paclitaxel: A Detailed Study of Preparation, Freeze Drying Condition, and in Vitro Cytotoxicity, Journal of Nanomaterials (2012)
3. Targeted Nanostructured Lipid Carriers for Delivery of Paclitaxel to Cancer Cells: Preparation, Characterization, and Cell Toxicity, Current Drug Delivery (2017)
4. Development and Optimization of Transferrin-Conjugated Nanostructured Lipid Carriers for Brain Delivery of Paclitaxel Using Box–Behnken Design, Pharmaceutical Development and Technology (2017)
5. Nanostructured Lipid Carriers (Nlc): A Potential Delivery System for Bioactive Food Molecules, Innovative Food Science and Emerging Technologies (2013)
6. Transferrin-Targeted Poly(Butylene Adipate)/Terephthalate Nanoparticles for Targeted Delivery of 5-Fluorouracil in Ht29 Colorectal Cancer Cell Line, Journal of Bioactive and Compatible Polymers (2017)
7. A Novel Mixed Polymeric Micelle for Co-Delivery of Paclitaxel and Retinoic Acid and Overcoming Multidrug Resistance: Synthesis, Characterization, Cytotoxicity, and Pharmacokinetic Evaluation, Drug Development and Industrial Pharmacy (2018)
8. Biotin Decorated Sunitinib Loaded Nanostructured Lipid Carriers for Tumor Targeted Chemotherapy of Lung Cancer, Journal of Drug Delivery Science and Technology (2019)
Experts (# of related papers)
View all Related Experts
Jaleh Varshosaz (50)
Farshid Hassanzadeh (28)
Other Related Docs
9. Antitumor Activity of Raloxifene-Targeted Poly(Styrene Maleic Acid)-Poly (Amide-Ether-Ester-Imide) Co-Polymeric Nanomicelles Loaded With Docetaxel in Breast Cancer-Bearing Mice, Investigational New Drugs (2018)
10. In Vitro and in Vivo Evaluation of Novel Dtx-Loaded Multifunctional Heparin-Based Polymeric Micelles Targeting Folate Receptors and Endosomes, Recent Patents on Anti-Cancer Drug Discovery (2020)
11. Synthesis and in Vitro/In Vivo Characterization of Raloxifene Grafted Poly(Styrene Maleic Acid)-Poly(Amide-Ether-Ester-Imide) Micelles for Targeted Delivery of Docetaxel in G Protein-Coupled Estrogen Receptor Breast Cancer, Anti-Cancer Agents in Medicinal Chemistry (2018)
12. Gold Nanoparticles Loaded Into Niosomes: A Novel Approach for Enhanced Antitumor Activity Against Human Ovarian Cancer, Advanced Powder Technology (2021)
13. Folated Synperonic-Cholesteryl Hemisuccinate Polymeric Micelles for the Targeted Delivery of Docetaxel in Melanoma, BioMed Research International (2015)
14. A Concise Review on Cancer Treatment Methods and Delivery Systems, Journal of Drug Delivery Science and Technology (2019)
15. Plga-Peg-Ra-Based Polymeric Micelles for Tumor Targeted Delivery of Irinotecan, Pharmaceutical Development and Technology (2018)
16. Chondroitin/Doxorubicin Nanoparticulate Polyelectrolyte Complex for Targeted Delivery to Hepg2 Cells, IET Nanobiotechnology (2017)
17. Biotin-Encoded Pullulan-Retinoic Acid Engineered Nanomicelles: Preparation, Optimization and in Vitro Cytotoxicity Assessment in Mcf-7 Cells, Indian Journal of Pharmaceutical Sciences (2016)
18. Multifunctional and Stimuli-Responsive Liposomes in Hepatocellular Carcinoma Diagnosis and Therapy, Translational Oncology (2024)
19. Pharmacokinetics, Organ Toxicity and Antitumor Activity of Docetaxel Loaded in Folate Targeted Cholesterol Based Micelles, Current Drug Delivery (2016)
20. Docetaxel-Loaded Nanostructured Lipid Carriers Functionalized With Trastuzumab (Herceptin) for Her2-Positive Breast Cancer Cells, Journal of Liposome Research (2018)
21. Synthesis and Characterization of Folate-Targeted Dextran/Retinoic Acid Micelles for Doxorubicin Delivery in Acute Leukemia, BioMed Research International (2014)
22. Preparing Simvastatin Nanoparticles by a Combination of Ph-Sensitive and Timed-Release Approaches for the Potential Treatment of Ulcerative Colitis, Journal of Biomaterials Applications (2022)
23. Folate-Graphene Chelate Manganese Nanoparticles As a Theranostic System for Colon Cancer Mr Imaging and Drug Delivery: In-Vivo Examinations, Journal of Drug Delivery Science and Technology (2019)
24. Recent Progresses in the Delivery of Β-Carotene: From Nano/Microencapsulation to Bioaccessibility, Advances in Colloid and Interface Science (2022)
25. Cytotoxic Effects of Targeted Galactosylated Pluronic F127/Pluronicl122 Nano-Sized Micelles Loaded With Doxorubicin in Human Hepatocellular Carcinoma Cell Line, Journal of Isfahan Medical School (2013)
26. Cytotoxic Effect of Pluronic F127-Poly (Methyl Vinyl Ether-Alt-Maleic Acid) Micelles Loaded With Doxorubicin on Mcf-7 Cells, Journal of Isfahan Medical School (2013)
27. Poly (Butylene Adipate-Co-Terephthalate) Electrospun Nanofibers Loaded With 5-Fluorouracil and Curcumin in Treatment of Colorectal Cancer Cells, Polymer Testing (2018)
28. Comparing Different Sterol Containing Solid Lipid Nanoparticles for Targeted Delivery of Quercetin in Hepatocellular Carcinoma, Journal of Liposome Research (2014)
29. Tissue Distribution and Systemic Toxicity Evaluation of Raloxifene Targeted Polymeric Micelles of Poly (Styrene-Maleic Acid)-Poly (Amide- Ether-Ester-Imide)-Poly (Ethylene Glycol) Loaded With Docetaxel in Breast Cancer Bearing Mice, Recent Patents on Anti-Cancer Drug Discovery (2019)
30. Edta and Α-Tocopherol Improve the Chemical Stability of Astaxanthin Loaded Into Nanostructured Lipid Carriers, European Journal of Lipid Science and Technology (2014)
31. Folate Targeted Solid Lipid Nanoparticles of Simvastatin for Enhanced Cytotoxic Effects of Doxorubicin in Chronic Myeloid Leukemia, Current Nanoscience (2012)
32. Co-Delivery of Paclitaxel and Α-Tocopherol Succinate by Novel Chitosan-Based Polymeric Micelles for Improving Micellar Stability and Efficacious Combination Therapy, Drug Development and Industrial Pharmacy (2015)
33. Luteinizing Hormone-Releasing Hormone Targeted Poly(Methyl Vinyl Ether Maleic Acid) Nanoparticles for Doxorubicin Delivery to Mcf-7 Breast Cancer Cells, IET Nanobiotechnology (2016)
34. Effect of Molecular Weight and Molar Ratio of Dextran on Self-Assembly of Dextran Stearate Polymeric Micelles As Nanocarriers for Etoposide, Journal of Nanomaterials (2012)
35. Folate-Targeted Polyacrylamide/Punicic Acid Nanomicelles for Flutamide Delivery in Prostate Cancer: Characterization, in Vitro Biological Evaluation, and Its Dft Study, Recent Patents on Nanotechnology (2020)
36. Development and in Vitro/In Vivo Evaluation of Hpmc/Chitosan Gel Containing Simvastatin Loaded Self-Assembled Nanomicelles As a Potent Wound Healing Agent, Drug Development and Industrial Pharmacy (2018)
37. Lipid Nanocapsules for Imatinib Delivery: Design, Optimization and Evaluation of Anticancer Activity Against Melanoma Cell Line, Iranian Journal of Pharmaceutical Research (2019)
38. Targeted Nanostructured Lipid Carrier for Brain Delivery of Artemisinin: Design, Preparation, Characterization, Optimization and Cell Toxicity, Journal of Pharmacy and Pharmaceutical Sciences (2018)
39. Design and Characterization of Astaxanthin-Loaded Nanostructured Lipid Carriers, Innovative Food Science and Emerging Technologies (2014)
40. Self-Assembly Micelles With Lipid Core of Cholesterol for Docetaxel Delivery to B16f10 Melanoma and Hepg2 Cells, Journal of Liposome Research (2015)
41. Uptake of Etoposide in Ct-26 Cells of Colorectal Cancer Using Folate Targeted Dextran Stearate Polymeric Micelles, BioMed Research International (2014)
42. Cytotoxic Effects of Chitosan/Retinoic Acid/Albumin Targeted Nanoparticles Loaded With Doxorubicin on Human Hepatoma Cells, Journal of Isfahan Medical School (2013)
43. Co-Delivery of Rituximab Targeted Curcumin and Imatinib Nanostructured Lipid Carriers in Non-Hodgkin Lymphoma Cells, Journal of Liposome Research (2021)
44. Optimisation of Processing Variables Effective on Self-Assembly of Folate Targeted Synpronic-Based Micelles for Docetaxel Delivery in Melanoma Cells, IET Nanobiotechnology (2015)
45. Novel Worm-Like Amphiphilic Micelles of Folate-Targeted Cyclodextrin/Retinoic Acid for Delivery of Doxorubicin in Kg-1 Cells, Colloid and Polymer Science (2014)
46. Preparation and Evaluation of Targeted Albumin Lipid Nanoparticles With Lactobionic Acid for Targeted Drug Delivery of Sorafenib in Hepatocellular Carcinoma, Journal of Drug Delivery Science and Technology (2022)
47. Hyaluronic Acid-Conjugated Gliadin Nanoparticles for Targeted Delivery of Usnic Acid in Breast Cancer: An in Vitro / in Vivo Translational Study, Journal of Drug Delivery Science and Technology (2023)
48. Enhanced Solubility and Permeability of Naringenin Across Non-Everted Sacs of Rat Small Intestine by Lipid Nanocapsules, Recent Patents on Nanotechnology (2021)
49. Β-Sitosterol Loaded Nanostructured Lipid Carrier: Physical and Oxidative Stability, in Vitro Simulated Digestion and Hypocholesterolemic Activity, Pharmaceutics (2020)
50. Synthesis, in Vitro Characterization, and Anti-Tumor Effects of Novel Polystyrene-Poly(Amide-Ether-Ester-Imide) Co-Polymeric Micelles for Delivery of Docetaxel in Breast Cancer in Balb/C Mice, Drug Development and Industrial Pharmacy (2018)