메뉴 건너뛰기




Volumn 13, Issue 3, 2016, Pages 720-728

Development of a Self-Assembled Nanoparticle Formulation of Orlistat, Nano-ORL, with Increased Cytotoxicity against Human Tumor Cell Lines

Author keywords

fatty acid synthase; hyaluronic acid; nanoparticle; Orlistat; self assembly; tetrahydrolipstatin

Indexed keywords

ADENOSINE TRIPHOSPHATE; HYALURONIC ACID; NANOPARTICLE; SELF ASSEMBLED MONOLAYER; TETRAHYDROLIPSTATIN; THIOL ESTER HYDROLASE; ENZYME INHIBITOR; FATTY ACID SYNTHASE; FATTY ACID SYNTHASE INHIBITOR; LACTONE;

EID: 84960116176     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/acs.molpharmaceut.5b00447     Document Type: Article
Times cited : (26)

References (40)
  • 1
    • 34748912615 scopus 로고    scopus 로고
    • Fatty Acid Synthase and the Lipogenic Phenotype in Cancer Pathogenesis
    • Menendez, J. A.; Lupu, R. Fatty Acid Synthase and the Lipogenic Phenotype in Cancer Pathogenesis Nat. Rev. Cancer 2007, 7 (10) 763-777 10.1038/nrc2222
    • (2007) Nat. Rev. Cancer , vol.7 , Issue.10 , pp. 763-777
    • Menendez, J.A.1    Lupu, R.2
  • 2
    • 33644697200 scopus 로고    scopus 로고
    • Architecture of Mammalian Fatty Acid Synthase at 4.5 Å Resolution
    • Maier, T.; Jenni, S.; Ban, N. Architecture of Mammalian Fatty Acid Synthase at 4.5 Å Resolution Science 2006, 311 (5765) 1258-1262 10.1126/science.1123248
    • (2006) Science , vol.311 , Issue.5765 , pp. 1258-1262
    • Maier, T.1    Jenni, S.2    Ban, N.3
  • 3
    • 33745728461 scopus 로고    scopus 로고
    • Fatty Acid Synthase and Cancer: New Application of an Old Pathway
    • Kuhajda, F. P. Fatty Acid Synthase and Cancer: New Application of an Old Pathway Cancer Res. 2006, 66 (12) 5977-5980 10.1158/0008-5472.CAN-05-4673
    • (2006) Cancer Res. , vol.66 , Issue.12 , pp. 5977-5980
    • Kuhajda, F.P.1
  • 4
    • 77950605484 scopus 로고    scopus 로고
    • Fatty Acid Synthase as a Potential Therapeutic Target in Cancer
    • Flavin, R.; Peluso, S.; Nguyen, P. L.; Loda, M. Fatty Acid Synthase as a Potential Therapeutic Target in Cancer Future Oncol. 2010, 6 (4) 551-562 10.2217/fon.10.11
    • (2010) Future Oncol. , vol.6 , Issue.4 , pp. 551-562
    • Flavin, R.1    Peluso, S.2    Nguyen, P.L.3    Loda, M.4
  • 6
    • 12444252156 scopus 로고    scopus 로고
    • Fatty Acid Synthase Inhibitors Are Chemopreventive for Mammary Cancer in Neu-N Transgenic Mice
    • Alli, P. M.; Pinn, M. L.; Jaffee, E. M.; McFadden, J. M.; Kuhajda, F. P. Fatty Acid Synthase Inhibitors Are Chemopreventive for Mammary Cancer in Neu-N Transgenic Mice Oncogene 2005, 24 (1) 39-46 10.1038/sj.onc.1208174
    • (2005) Oncogene , vol.24 , Issue.1 , pp. 39-46
    • Alli, P.M.1    Pinn, M.L.2    Jaffee, E.M.3    McFadden, J.M.4    Kuhajda, F.P.5
  • 7
    • 0035866378 scopus 로고    scopus 로고
    • Pharmacological Inhibition of Fatty Acid Synthase Activity Produces Both Cytostatic and Cytotoxic Effects Modulated by p53
    • Li, J.; Gorospe, M.; Chrest, F.; Kumaravel, T. Pharmacological Inhibition of Fatty Acid Synthase Activity Produces Both Cytostatic and Cytotoxic Effects Modulated by p53 Cancer Res. 2001, 61, 1493-1499
    • (2001) Cancer Res. , vol.61 , pp. 1493-1499
    • Li, J.1    Gorospe, M.2    Chrest, F.3    Kumaravel, T.4
  • 8
    • 33845909566 scopus 로고    scopus 로고
    • Pharmacological Inhibitors of Fatty Acid Synthase (FASN) - Catalyzed Endogenous Fatty Acid Biogenesis: A New Family of Anti-Cancer Agents?
    • Lupu, R.; Menendez, J. A. Pharmacological Inhibitors of Fatty Acid Synthase (FASN) - Catalyzed Endogenous Fatty Acid Biogenesis: A New Family of Anti-Cancer Agents? Curr. Pharm. Biotechnol. 2006, 7 (6) 483-493 10.2174/138920106779116928
    • (2006) Curr. Pharm. Biotechnol. , vol.7 , Issue.6 , pp. 483-493
    • Lupu, R.1    Menendez, J.A.2
  • 9
    • 0034650757 scopus 로고    scopus 로고
    • Malonyl-Coenzyme-A Is a Potential Mediator of Cytotoxicity Induced by Fatty-Acid Synthase Inhibition in Human Breast Cancer Cells and Xenografts
    • Pizer, E.; Thupari, J.; Han, W.; Pinn, M. Malonyl-Coenzyme-A Is a Potential Mediator of Cytotoxicity Induced by Fatty-Acid Synthase Inhibition in Human Breast Cancer Cells and Xenografts Cancer Res. 2000, 60, 213-218
    • (2000) Cancer Res. , vol.60 , pp. 213-218
    • Pizer, E.1    Thupari, J.2    Han, W.3    Pinn, M.4
  • 10
    • 37549037023 scopus 로고    scopus 로고
    • Orlistat-Associated Adverse Effects and Drug Interactions- A Critical Review
    • Filippatos, T.; Derdemezis, C.; Gazi, I. Orlistat-Associated Adverse Effects and Drug Interactions- A Critical Review Drug Saf. 2008, 31 (1) 53-65 10.2165/00002018-200831010-00005
    • (2008) Drug Saf. , vol.31 , Issue.1 , pp. 53-65
    • Filippatos, T.1    Derdemezis, C.2    Gazi, I.3
  • 11
    • 34547672758 scopus 로고    scopus 로고
    • Crystal Structure of the Thioesterase Domain of Human Fatty Acid Synthase Inhibited by Orlistat
    • Pemble, C. W.; Johnson, L. C.; Kridel, S. J.; Lowther, W. T. Crystal Structure of the Thioesterase Domain of Human Fatty Acid Synthase Inhibited by Orlistat Nat. Struct. Mol. Biol. 2007, 14 (8) 704-709 10.1038/nsmb1265
    • (2007) Nat. Struct. Mol. Biol. , vol.14 , Issue.8 , pp. 704-709
    • Pemble, C.W.1    Johnson, L.C.2    Kridel, S.J.3    Lowther, W.T.4
  • 12
    • 84907833598 scopus 로고    scopus 로고
    • Mechanism of Orlistat Hydrolysis by the Thioesterase of Human Fatty Acid Synthase
    • Fako, V. E.; Zhang, J.-T.; Liu, J.-Y. Mechanism of Orlistat Hydrolysis by the Thioesterase of Human Fatty Acid Synthase ACS Catal. 2014, 4, 3444-3453 10.1021/cs500956m
    • (2014) ACS Catal. , vol.4 , pp. 3444-3453
    • Fako, V.E.1    Zhang, J.-T.2    Liu, J.-Y.3
  • 13
    • 1542720382 scopus 로고    scopus 로고
    • Orlistat Is a Novel Inhibitor of Fatty Acid Synthase with Antitumor Activity
    • Kridel, S. J.; Axelrod, F.; Rozenkrantz, N.; Smith, J. W. Orlistat Is a Novel Inhibitor of Fatty Acid Synthase with Antitumor Activity Cancer Res. 2004, 64 (6) 2070-2075 10.1158/0008-5472.CAN-03-3645
    • (2004) Cancer Res. , vol.64 , Issue.6 , pp. 2070-2075
    • Kridel, S.J.1    Axelrod, F.2    Rozenkrantz, N.3    Smith, J.W.4
  • 14
    • 33750129055 scopus 로고    scopus 로고
    • Inhibition of Endothelial Cell Proliferation and Angiogenesis by Orlistat, a Fatty Acid Synthase Inhibitor
    • Browne, C. D.; Hindmarsh, E. J.; Smith, J. W. Inhibition of Endothelial Cell Proliferation and Angiogenesis by Orlistat, a Fatty Acid Synthase Inhibitor FASEB J. 2006, 20 (12) 2027-2035 10.1096/fj.05-5404com
    • (2006) FASEB J. , vol.20 , Issue.12 , pp. 2027-2035
    • Browne, C.D.1    Hindmarsh, E.J.2    Smith, J.W.3
  • 15
    • 84903903699 scopus 로고    scopus 로고
    • Overexpression of Fatty Acid Synthase in Human Gliomas Correlates with the WHO Tumor Grade and Inhibition with Orlistat Reduces Cell Viability and Triggers Apoptosis
    • Grube, S.; Dünisch, P.; Freitag, D.; Klausnitzer, M.; Sakr, Y.; Walter, J.; Kalff, R.; Ewald, C. Overexpression of Fatty Acid Synthase in Human Gliomas Correlates with the WHO Tumor Grade and Inhibition with Orlistat Reduces Cell Viability and Triggers Apoptosis J. Neuro-Oncol. 2014, 118 (2) 277-287 10.1007/s11060-014-1452-z
    • (2014) J. Neuro-Oncol. , vol.118 , Issue.2 , pp. 277-287
    • Grube, S.1    Dünisch, P.2    Freitag, D.3    Klausnitzer, M.4    Sakr, Y.5    Walter, J.6    Kalff, R.7    Ewald, C.8
  • 16
    • 23044480300 scopus 로고    scopus 로고
    • Antitumoral Actions of the Anti-Obesity Drug Orlistat (XenicalTM) in Breast Cancer Cells: Blockade of Cell Cycle Progression, Promotion of Apoptotic Cell Death and PEA3-Mediated Transcriptional Repression of Her2/neu (erbB-2) Oncogene
    • Menendez, J. a; Vellon, L.; Lupu, R. Antitumoral Actions of the Anti-Obesity Drug Orlistat (XenicalTM) in Breast Cancer Cells: Blockade of Cell Cycle Progression, Promotion of Apoptotic Cell Death and PEA3-Mediated Transcriptional Repression of Her2/neu (erbB-2) Oncogene Ann. Oncol. 2005, 16 (8) 1253-1267 10.1093/annonc/mdi239
    • (2005) Ann. Oncol. , vol.16 , Issue.8 , pp. 1253-1267
    • Menendez, J.A.1    Vellon, L.2    Lupu, R.3
  • 17
    • 79960389339 scopus 로고    scopus 로고
    • Antitumor Effect of Orlistat, a Fatty Acid Synthase Inhibitor, Is via Activation of Caspase-3 on Human Colorectal Carcinoma-Bearing Animal
    • Chuang, H. Y.; Chang, Y. F.; Hwang, J. J. Antitumor Effect of Orlistat, a Fatty Acid Synthase Inhibitor, Is via Activation of Caspase-3 on Human Colorectal Carcinoma-Bearing Animal Biomed. Pharmacother. 2011, 65 (4) 286-292 10.1016/j.biopha.2011.02.016
    • (2011) Biomed. Pharmacother. , vol.65 , Issue.4 , pp. 286-292
    • Chuang, H.Y.1    Chang, Y.F.2    Hwang, J.J.3
  • 18
    • 33847034466 scopus 로고    scopus 로고
    • Inhibition of Fatty Acid Synthase Induces Endoplasmic Reticulum Stress in Tumor Cells
    • Little, J. L.; Wheeler, F. B.; Fels, D. R.; Koumenis, C.; Kridel, S. J. Inhibition of Fatty Acid Synthase Induces Endoplasmic Reticulum Stress in Tumor Cells Cancer Res. 2007, 67 (3) 1262-1269 10.1158/0008-5472.CAN-06-1794
    • (2007) Cancer Res. , vol.67 , Issue.3 , pp. 1262-1269
    • Little, J.L.1    Wheeler, F.B.2    Fels, D.R.3    Koumenis, C.4    Kridel, S.J.5
  • 19
    • 67349217677 scopus 로고    scopus 로고
    • Inhibition of Fatty Acid Synthase by Orlistat Accelerates Gastric Tumor Cell Apoptosis in Culture and Increases Survival Rates in Gastric Tumor Bearing Mice in Vivo
    • Dowling, S.; Cox, J.; Cenedella, R. J. Inhibition of Fatty Acid Synthase by Orlistat Accelerates Gastric Tumor Cell Apoptosis in Culture and Increases Survival Rates in Gastric Tumor Bearing Mice in Vivo Lipids 2009, 44 (6) 489-498 10.1007/s11745-009-3298-2
    • (2009) Lipids , vol.44 , Issue.6 , pp. 489-498
    • Dowling, S.1    Cox, J.2    Cenedella, R.J.3
  • 23
    • 84960188335 scopus 로고    scopus 로고
    • Orlistat: DB01083
    • Orlistat: DB01083. http://www.drugbank.ca/drugs/DB01083.
  • 26
    • 53649089040 scopus 로고    scopus 로고
    • Molecular Structure of Hyaluronan: An Introduction
    • Hargittai, I.; Hargittai, M. Molecular Structure of Hyaluronan: An Introduction Struct. Chem. 2008, 19 (5) 697-717 10.1007/s11224-008-9370-3
    • (2008) Struct. Chem. , vol.19 , Issue.5 , pp. 697-717
    • Hargittai, I.1    Hargittai, M.2
  • 29
    • 79960838501 scopus 로고    scopus 로고
    • Self-Assembled Nanoparticles Based on Hyaluronic Acid-Ceramide (HA-CE) and Pluronic® for Tumor-Targeted Delivery of Docetaxel
    • Cho, H.-J.; Yoon, H. Y.; Koo, H.; Ko, S.-H.; Shim, J.-S.; Lee, J.-H.; Kim, K.; Kwon, I. C.; Kim, D.-D. Self-Assembled Nanoparticles Based on Hyaluronic Acid-Ceramide (HA-CE) and Pluronic® for Tumor-Targeted Delivery of Docetaxel Biomaterials 2011, 32 (29) 7181-7190 10.1016/j.biomaterials.2011.06.028
    • (2011) Biomaterials , vol.32 , Issue.29 , pp. 7181-7190
    • Cho, H.-J.1    Yoon, H.Y.2    Koo, H.3    Ko, S.-H.4    Shim, J.-S.5    Lee, J.-H.6    Kim, K.7    Kwon, I.C.8    Kim, D.-D.9
  • 31
    • 0030845115 scopus 로고    scopus 로고
    • Quantitative Determination of Orlistat (tetrahydrolipostatin, Ro 18-0647) in Human Plasma by High-Performance Liquid Chromatography Coupled with Ion Spray Tandem Mass Spectrometry
    • Bennett, P. K.; Li, Y. T.; Edom, R.; Henion, J. Quantitative Determination of Orlistat (tetrahydrolipostatin, Ro 18-0647) in Human Plasma by High-Performance Liquid Chromatography Coupled with Ion Spray Tandem Mass Spectrometry J. Mass Spectrom. 1997, 32 (7) 739-749 10.1002/(SICI)1096-9888(199707)32:7<739::AID-JMS526>3.3.CO;2-3
    • (1997) J. Mass Spectrom. , vol.32 , Issue.7 , pp. 739-749
    • Bennett, P.K.1    Li, Y.T.2    Edom, R.3    Henion, J.4
  • 32
    • 33646200126 scopus 로고    scopus 로고
    • A Stability-Indicating High Performance Liquid Chromatographic Assay for the Determination of Orlistat in Capsules
    • Mohammadi, a.; Haririan, I.; Rezanour, N.; Ghiasi, L.; Walker, R. B. A Stability-Indicating High Performance Liquid Chromatographic Assay for the Determination of Orlistat in Capsules J. Chromatogr. A 2006, 1116 (1-2) 153-157 10.1016/j.chroma.2006.03.038
    • (2006) J. Chromatogr. A , vol.1116 , Issue.1-2 , pp. 153-157
    • Mohammadi, A.1    Haririan, I.2    Rezanour, N.3    Ghiasi, L.4    Walker, R.B.5
  • 33
    • 33846944040 scopus 로고    scopus 로고
    • HPLC Analysis of Orlistat and Its Application to Drug Quality Control Studies
    • Souri, E.; Jalalizadeh, H.; Kebriaee-Zadeh, A.; Zadehvakili, B. HPLC Analysis of Orlistat and Its Application to Drug Quality Control Studies Chem. Pharm. Bull. 2007, 55 (2) 251-254 10.1248/cpb.55.251
    • (2007) Chem. Pharm. Bull. , vol.55 , Issue.2 , pp. 251-254
    • Souri, E.1    Jalalizadeh, H.2    Kebriaee-Zadeh, A.3    Zadehvakili, B.4
  • 34
    • 84906962658 scopus 로고    scopus 로고
    • Inhibition of the Thioesterase Activity of Human Fatty Acid Synthase by 1,4- and 9,10-Diones
    • Odens, H.; Lowther, T.; Kridel, S.; Watts, L.; Filipponi, L.; Schmitt, J. Inhibition of the Thioesterase Activity of Human Fatty Acid Synthase by 1,4- and 9,10-Diones Chem. Pharm. Bull. 2014, 62 (9) 933-936 10.1248/cpb.c13-00809
    • (2014) Chem. Pharm. Bull. , vol.62 , Issue.9 , pp. 933-936
    • Odens, H.1    Lowther, T.2    Kridel, S.3    Watts, L.4    Filipponi, L.5    Schmitt, J.6
  • 35
    • 33744898777 scopus 로고    scopus 로고
    • Practical, Catalytic, Asymmetric Synthesis of Beta-Lactones via a Sequential Ketene Dimerization/hydrogenation Process: Inhibitors of the Thioesterase Domain of Fatty Acid Synthase
    • Purohit, V. C.; Richardson, R. D.; Smith, J. W.; Romo, D. Practical, Catalytic, Asymmetric Synthesis of Beta-Lactones via a Sequential Ketene Dimerization/hydrogenation Process: Inhibitors of the Thioesterase Domain of Fatty Acid Synthase J. Org. Chem. 2006, 71 (12) 4549-4558 10.1021/jo060392d
    • (2006) J. Org. Chem. , vol.71 , Issue.12 , pp. 4549-4558
    • Purohit, V.C.1    Richardson, R.D.2    Smith, J.W.3    Romo, D.4
  • 36
    • 70350694223 scopus 로고    scopus 로고
    • Importance of the Bioenergetic Reserve Capacity in Response to Cardiomyocyte Stress Induced by 4-Hydroxynonenal
    • Hill, B. G.; Dranka, B. P.; Zou, L.; Chatham, J. C.; Darley-Usmar, V. M. Importance of the Bioenergetic Reserve Capacity in Response to Cardiomyocyte Stress Induced by 4-Hydroxynonenal Biochem. J. 2009, 424 (1) 99-107 10.1042/BJ20090934
    • (2009) Biochem. J. , vol.424 , Issue.1 , pp. 99-107
    • Hill, B.G.1    Dranka, B.P.2    Zou, L.3    Chatham, J.C.4    Darley-Usmar, V.M.5
  • 37
    • 40749145975 scopus 로고    scopus 로고
    • Targeting Lipid Metabolism by the Lipoprotein Lipase Inhibitor Orlistat Results in Apoptosis of B-Cell Chronic Lymphocytic Leukemia Cells
    • Pallasch, C. P.; Schwamb, J.; Königs, S.; Schulz, a; Debey, S.; Kofler, D.; Schultze, J. L.; Hallek, M.; Ultsch, a; Wendtner, C.-M. Targeting Lipid Metabolism by the Lipoprotein Lipase Inhibitor Orlistat Results in Apoptosis of B-Cell Chronic Lymphocytic Leukemia Cells Leukemia 2008, 22 (3) 585-592 10.1038/sj.leu.2405058
    • (2008) Leukemia , vol.22 , Issue.3 , pp. 585-592
    • Pallasch, C.P.1    Schwamb, J.2    Königs, S.3    Schulz, A.4    Debey, S.5    Kofler, D.6    Schultze, J.L.7    Hallek, M.8    Ultsch, A.9    Wendtner, C.-M.10
  • 38
    • 78650987029 scopus 로고    scopus 로고
    • PEGylation of Hyaluronic Acid Nanoparticles Improves Tumor Targetability in Vivo
    • Choi, K. Y.; Min, K. H.; Yoon, H. Y.; Kim, K.; Park, J. H.; Kwon, I. C.; Choi, K.; Jeong, S. Y. PEGylation of Hyaluronic Acid Nanoparticles Improves Tumor Targetability in Vivo Biomaterials 2011, 32 (7) 1880-1889 10.1016/j.biomaterials.2010.11.010
    • (2011) Biomaterials , vol.32 , Issue.7 , pp. 1880-1889
    • Choi, K.Y.1    Min, K.H.2    Yoon, H.Y.3    Kim, K.4    Park, J.H.5    Kwon, I.C.6    Choi, K.7    Jeong, S.Y.8
  • 39
    • 79960925147 scopus 로고    scopus 로고
    • Targeted Drug Delivery to Tumors: Myths, Reality and Possibility
    • Bae, Y. H.; Park, K. Targeted Drug Delivery to Tumors: Myths, Reality and Possibility J. Controlled Release 2011, 153 (3) 198-205 10.1016/j.jconrel.2011.06.001
    • (2011) J. Controlled Release , vol.153 , Issue.3 , pp. 198-205
    • Bae, Y.H.1    Park, K.2
  • 40
    • 77955175216 scopus 로고    scopus 로고
    • Strategies in the Design of Nanoparticles for Therapeutic Applications
    • Petros, R. A.; DeSimone, J. M. Strategies in the Design of Nanoparticles for Therapeutic Applications Nat. Rev. Drug Discovery 2010, 9 (8) 615-627 10.1038/nrd2591
    • (2010) Nat. Rev. Drug Discovery , vol.9 , Issue.8 , pp. 615-627
    • Petros, R.A.1    DeSimone, J.M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.