Subscribe to RSS
DOI: 10.1055/a-1095-1129
Development of Lipid-Based Nanocarriers for Increasing Gastrointestinal Absorption of Lupinifolin
Supported by: Achievement Scholarship of Thailand (SAST) SUT-D5710256Supported by: Suranaree University of Technology (SUT) and the Office of the Higher Education Commission under NRU Project of Thailand CoE 2559
Publication History
received 22 August 2019
revised 15 December 2019
accepted 10 January 2020
Publication Date:
31 January 2020 (online)
Abstract
Lupinifolin, a plant flavonoid, has been reported to possess various pharmacological effects. It most likely exerts low oral bioavailability because of poor water solubility. The objective of this study was to develop lipid nanocarriers as drug delivery systems to increase the gastrointestinal absorption of lupinifolin extracted from Albizia myriophylla. Three types of nanocarriers, lupinifolin-loaded solid lipid nanoparticles, lupinifolin-loaded nanostructured lipid carriers, and lupinifolin-loaded nanoemulsions, were prepared by an emulsification-sonication technique. All three types of nanocarriers loaded with lupinifolin, lupinifolin-loaded solid lipid nanoparticles, lupinifolin-loaded nanostructured lipid carriers, and lupinifolin-loaded nanoemulsions, were successfully synthesized. The lipid components chosen to formulate nanocarriers were tripalmitin and/or medium chain triglyceride. Physicochemical characterizations along with releasing profiles of lupinifolin-loaded lipid nanocarriers were compared. It was found that the best lipid nanocarrier for lupinifolin was lupinifolin-loaded nanostructured lipid carriers, which demonstrated the particle size of 151.5 ± 0.1 nm, monodispersity distribution with a polydispersity index of 0.24, negative surface charge at − 41.2 ± 0.7 mV, high encapsulation (99.3%), and high loading capacity (5.0%). The obtained lupinifolin-loaded nanostructured lipid carriers exhibited prolonged release in a simulated circulatory system but produced a low release in gastrointestinal conditions (3.7%). Intestinal permeability of the nanocarriers was further evaluated in everted intestinal sacs. The results from the ex vivo study indicated that lupinifolin-loaded nanostructured lipid carriers significantly increased the absorption of lupinifolin compared to the native form. In conclusion, lupinifolin-loaded lipid nanocarriers were successfully formulated as delivery systems to enhance its oral bioavailability. Further in vivo experiments are needed to validate the results from this study.
Key words
lupinifolin - Albizia myriophylla - lipid nanocarriers - bioavailability - intestinal absorption - LeguminosaeSupporting Information
- Supporting Information
The observed morphology of yellow needle-shaped lupinifolin crystals, 1H and 13C NMR spectra of this lupinifolin material, a pseudoternary phase diagram, correlation spectroscopy (COSY), and mass spectra for lupinifolin are available as Supporting Information.
-
References
- 1 Soonthornchareonnon N, Ubonopas L, Kaewsuwan S, Wuttiudomlert M. Lupinifolin, a bioactive flavanone from Myriopteron extensum (Wight) K. Schum. stem. Thai J Phytopharm 2004; 11: 19-28
- 2 Mahidol C, Prawat H, Ruchirawat S, Lihkitwitayawuid K, Lin L, Coriell GA. Prenylated flavanones from Derris reticulata . Phytochemistry 1997; 45: 7-11
- 3 Ganapaty S, Josaphine JS, Thomas PS. Anti-inflammatory activity of Derris scandens . J Nat Remedies 2006; 6: 73-76
- 4 Sutthivaiyakit S, Thongnak O, Lhinhatrakool T, Yodchun O, Srimark R, Dowtaisong P, Chuankamnerdkarn M. Cytotoxic and antimycobacterial prenylated flavonoids from the roots of Eriosema chinense . J Nat Prod 2009; 72: 1092-1096
- 5 Joycharat N, Boonma C, Thammavong S, Yingyongnarongkul B, Limsuwan S, Voravuthikunchai SP. Chemical constituents and biological activities of Albizia myriophylla wood. Pharm Biol 2016; 54: 62-73
- 6 Ahn J, Kim YM, Chae HS, Choi YH, Ahn HC, Yoo H, Kang M, Kim J, Chin YW. Prenylated flavonoids from the roots and rhizomes of Sophora tonkinensis and their effects on the expression of inflammatory mediators and proprotein Convertase Subtilisin/Kexin Type 9. J Nat Prod 2019; 82: 309-317
- 7 Mahidol C, Prawat H, Prachyawarakorn V, Ruchirawat S. Investigation of some bioactive Thai medicinal plants. Phytochem Rev 2011; 1: 287-297
- 8 Itoigawa M, Ito C, Ju-ichi M, Nobukuni T, Ichiishi E, Tokuda H, Nishino H, Furukawa H. Cancer chemopreventive activity of flavanones on Epstein-Barr virus activation and two-stage mouse skin carcinogenesis. Cancer Lett 2002; 176: 25-29
- 9 Prasad SK, Laloo D, Kumar M, Hemalatha S. Antidiarrhoeal evaluation of root extract, its bioactive fraction, and lupinifolin isolated from Eriosema chinense . Planta Med 2013; 79: 1620-1627
- 10 Sianglum W, Muangngam K, Joycharat N, Voravuthikunchai SP. Mechanism of action and biofilm inhibitory activity of lupinifolin against multidrug-resistant enterococcal clinical isolates. Microb Drug Resist 2019; 25: 1391-1400
- 11 Yusook K, Weeranantanapan O, Hua Y, Kumkrai P, Chudapongse N. Lupinifolin from Derris reticulata possesses bactericidal activity on Staphylococcus aureus by disrupting bacterial cell membrane. J Nat Med 2017; 71: 357-366
- 12 Bilia AR, Isacchi B, Righeschi C, Guccione C, Bergonzi MC. Flavonoids loaded in nanocarriers: an opportunity to increase oral bioavailability and bioefficacy. Food Nutr Sci 2014; 5: 1212-1227
- 13 Fasinu P, Pillay V, Ndesendo VMK, du Toit LC, Choonara YE. Diverse approaches for the enhancement of oral drug bioavailability. Biopharm Drug Dispos 2011; 32: 185-209
- 14 Chirio D, Gallarate M, Peira E, Battaglia L, Muntoni E, Riganti C, Biasibetti E, Capucchio MT, Valazza A, Panciani P, Lanotte M, Annovazzi L, Caldera V, Mellai M, Filice G, Corona S, Schiffer D. Positive-charged solid lipid nanoparticles as paclitaxel drug delivery system in glioblastoma treatment. Eur J Pharm Biopharm 2014; 88: 746-758
- 15 Choi KO, Choe J, Suh S, Ko S. Positively charged nanostructured lipid carriers and their effect on the dissolution of poorly soluble drugs. Molecules 2016; 21: E672
- 16 Hussein MZ, Meihua JT, Fakurazi S, Ithnin H. The evolutionary development in drug discovery and delivery. J Drug Deliv Sci Technol 2013; 23: 195-205
- 17 Jawahar N, Meyyanathan SN, Reddy G, Sood S. Solid lipid nanoparticles for oral delivery of poorly soluble drugs. J Pharm Sci Res 2012; 4: 1848-1855
- 18 Gurib-Fakim A. Medicinal plants: traditions of yesterday and drugs of tomorrow. Mol Aspects Med 2006; 27: 1-93
- 19 Schneider C, Gordon ON, Edwards RL, Luis PB. Degradation of curcumin: from mechanism to biological implications. J Agric Food Chem 2015; 63: 7606-7614
- 20 El-Rahmanand SNA, Suhailah SA-J. Quercetin nanoparticles: preparation and characterization. Indian J Drugs 2014; 2: 96-103
- 21 Chivapat S, Chavalittumrong P, Attawish A, Soonthornchareonnon N. Toxicity study of lupinifolin from stem of Derris reticulata craib. J Tradit Thai Altern Med 2009; 7: 146-155
- 22 Leong TSH, Wooster TJ, Kentish SE, Ashokkumar M. Minimising oil droplet size using ultrasonic emulsification. Ultrason Sonochem 2009; 16: 721-727
- 23 Qian C, McClements DJ. Formation of nanoemulsions stabilized by model food-grade emulsifiers using high-pressure homogenization: factors affecting particle size. Food Hydrocoll 2011; 25: 1000-1008
- 24 Jafari SM, He Y, Bhandari B. Optimization of nano-emulsions production by microfluidization. Eur Food Res Technol 2007; 225: 733-741
- 25 Aditya NP, So A, Doktorovova S, Souto EB, Kim S, Chang P, Ko S. Development and evaluation of lipid nanocarriers for quercetin delivery: a comparative study of solid lipid nanoparticles (SLN), nanostructured lipid carriers (NLC), and lipid nanoemulsions (LNE). LWT – Food Sci Technol 2014; 59: 115-121
- 26 Yen C, Chen Y, Wu M, Wang C, Wu Y. Nanoemulsion as a strategy for improving the oral bioavailability and anti-inflammatory activity of andrographolide. Int J Nanomedicine 2018; 13: 669-680
- 27 Patil H, Feng X, Ye X, Majumdar S, Repka MA. Continuous production of fenofibrate solid lipid nanoparticles by hot-melt extrusion technology: a systematic study based on a quality by design approach. AAPS J 2015; 17: 194-205
- 28 Kobayashi I, Ichikawa S, Neves MA, Kuroiwa T, Nakajima M. Formulation of lipid Micro/Nanodispersion Systems. In: Ahmad MU. Lipids in Nanotechnology. Urbana: AOCS Press; 2012: 95-134
- 29 Sáenz JM, Asua JM. Dispersion polymerization in polar solvents. J Polym Sci Part A Polym Chem 1995; 33: 1511-1521
- 30 Muzzarelli RAA. Chitosan composites with inorganics, morphogenetic proteins and stem cells, for bone regeneration. Carbohydr Polym 2011; 83: 1433-1445
- 31 Müller H, Eckhardt CJ. Stress induced change of electronic structure in a polydiacetylene crystal. Mol Cryst Liq Cryst 1978; 45: 313-318
- 32 Hanaor D, Michelazzi M, Leonelli C, Sorrell CC. The effects of carboxylic acids on the aqueous dispersion and electrophoretic deposition of ZrO2 . J Eur Ceram Soc 2012; 32: 235-244
- 33 OʼBrien RW, Midmore BR, Lamb A, Hunter RJ. Electroacoustic studies of moderately concentrated colloidal suspensions. Faraday Discuss Chem Soc 1990; 90: 301-312
- 34 Tan BJ, Liu Y, Chang KL, Lim BKW, Chiu GNC. Perorally active nanomicellar formulation of quercetin in the treatment of lung cancer. Int J Nanomedicine 2012; 7: 651-661
- 35 Mukhopadhyay P, Prajapati AK. Quercetin in anti-diabetic research and strategies for improved quercetin bioavailability using polymer-based carriers – a review. RSC Adv 2015; 5: 97547-97562
- 36 Chowhan ZT, Amaro AA. Everted rat intestinal sacs as an in vitro model for assessing absorptivity of new drugs. J Pharm Sci 1977; 66: 1249-1253
- 37 Das S, Chaudhury A. Recent advances in lipid nanoparticle formulations with solid matrix for oral drug delivery. J Am Assoc Pharm Sci 2011; 12: 13-15