Simvastatin-Nicotinamide Co-Crystals: Formation, Pharmaceutical Characterization and in vivo Profile

References

• AlmarssonÖ, PetersonML, ZaworotkoM. The A to Z of pharmaceutical cocrystals: a decade of fast-moving new science and patents. Pharm Patent Anal. 2012;1(3):313–327. doi:10.4155/ppa.12.29
   PubMedGoogle Scholar
• KorotkovaEI, KratochvílB. Pharmaceutical cocrystals. Procedia Chem. 2014;10:473–476. doi:10.1016/j.proche.2014.10.079
   Google Scholar
• BabuNJ, NangiaA. Solubility advantage of amorphous drugs and pharmaceutical cocrystals. Cryst Growth Des. 2011;11(7):2662–2679. doi:10.1021/cg200492w
   Web of Science ®Google Scholar
• GuF, NingJ, FanH, WuC, WangY. Preparation and characterization of simvastatin/DMβCD complex and its pharmacokinetics in rats. Acta Pharmaceutica. 2018;68(2):145–157. doi:10.2478/acph-2018-001629702479
   PubMed Web of Science ®Google Scholar
• Banes-BerceliAK, ShawS, MaG, et al. Effect of simvastatin on high glucose-and angiotensin II-induced activation of the JAK/STAT pathway in mesangial cells. Am J Physiol Renal Physiol. 2017;291(1):F116–F121. doi:10.1152/ajprenal.00502.2005
   Web of Science ®Google Scholar
• DahanA, MillerJM, AmidonGL. Prediction of solubility and permeability class membership: provisional BCS classification of the world’s top oral drugs. AAPS J. 2009;11(4):740–746. doi:10.1208/s12248-009-9144-x19876745
   PubMed Web of Science ®Google Scholar
• MurtazaG. Solubility enhancement of simvastatin: a review. Acta Pol Pharm. 2012;69(4):581–590.22876598
   PubMed Web of Science ®Google Scholar
• SopyanI, FudholiA, MuchtaridiM, SariIP. Simvastatin-nicotinamide co-crystal: design, preparation and preliminary characterization. Trop J Pharm Res. 2017;16(2):297–303. doi:10.4314/tjpr.v16i2.6
   Web of Science ®Google Scholar
• RaoM, MandageY, ThankiK, BhiseS. Dissolution improvement of simvastatin by surface solid dispersion technology. Dissolution Technol. 2010;17(2):27–34. doi:10.14227/DT170210P27
   Web of Science ®Google Scholar
• SavjaniKT, GajjarAK, SavjaniJK. Drug solubility: importance and enhancement techniques. ISRN Pharm. 2012;2012:10. doi:10.5402/2012/195727
   Google Scholar
• QiaoN, LiM, SchlindweinW, MalekN, DaviesA, TrappittG. Pharmaceutical cocrystals: an overview. Int J Pharm. 2011;419(1):1–11. doi:10.1016/j.ijpharm.2011.07.03721827842
   PubMed Web of Science ®Google Scholar
• RajurkarV, SunilN, GhawateV. Tablet formulation and enhancement of aqueous solubility of efavirenz by solvent evaporation Co-Crystal technique. Med Chem S. 2015;2:2161–2444.
   Google Scholar
• ZhouZ, LiW, SunW-J, et al. Resveratrol cocrystals with enhanced solubility and tabletability. Int J Pharm. 2016;509(1–2):391–399. doi:10.1016/j.ijpharm.2016.06.00627282539
   PubMed Web of Science ®Google Scholar
• JunSW, KimM-S, KimJ-S, et al. Preparation and characterization of simvastatin/hydroxypropyl-β-cyclodextrin inclusion complex using supercritical antisolvent (SAS) process. Eur J Pharmaceutics Biopharm. 2007;66(3):413–421. doi:10.1016/j.ejpb.2006.11.013
   PubMed Web of Science ®Google Scholar
• SopyanI, FudholiA, MuchtaridiM, PuspitasariIA. Novel of cocrystallization to improve solubility and dissolution rate of simvastatin. Int J PharmTech Res. 2016;9(6):483–491.
   Google Scholar
• DengJH, LuTB, SunCC, ChenJM. Dapagliflozin-citric acid cocrystal showing better solid state properties than dapagliflozin. Eur J Pharmaceutical Sci. 2017;104:255–261. doi:10.1016/j.ejps.2017.04.008
   PubMed Web of Science ®Google Scholar
• SohailM, AhmadM, MinhasMU, AliL, KhalidI, RashidH. Controlled delivery of valsartan by cross-linked polymeric matrices: synthesis, in vitro and in vivo evaluation. Int J Pharm. 2015;487(1):110–119. doi:10.1016/j.ijpharm.2015.04.01325865571
   PubMed Web of Science ®Google Scholar
• UllahM, HussainI, SunCC. The development of carbamazepine-succinic acid cocrystal tablet formulations with improved in vitro and in vivo performance. Drug Dev Ind Pharm. 2016;42(6):969–976. doi:10.3109/03639045.2015.109628126460090
   PubMed Web of Science ®Google Scholar
• BugnonD, PotelG, CaillonJ, et al. In vivo simulation of human pharmacokinetics in the rabbit. Bull Math Biol. 1998;60(3):545–567. doi:10.1006/bulm.1997.00139608855
   PubMed Web of Science ®Google Scholar
• BalakumarK, RaghavanCV, AbduS. Self nanoemulsifying drug delivery system (SNEDDS) of rosuvastatin calcium: design, formulation, bioavailability and pharmacokinetic evaluation. Colloids Surf B Biointerfaces. 2013;112:337–343. doi:10.1016/j.colsurfb.2013.08.02524012665
   PubMed Web of Science ®Google Scholar
• PatelR, PatelM. Preparation, characterization, and dissolution behavior of a solid dispersion of simvastatin with polyethylene glycol 4000 and polyvinylpyrrolidone K30. J Dispers Sci Technol. 2008;29(2):193–204. doi:10.1080/01932690701706946
   Web of Science ®Google Scholar
• LinH-L, ZhangG-C, HuangY-T, LinS-Y. An investigation of indomethacin–nicotinamide cocrystal formation induced by thermal stress in the solid or liquid state. J Pharm Sci. 2014;103(8):2386–2395. doi:10.1002/jps.2405624942554
   PubMed Web of Science ®Google Scholar
• TraskAV, MotherwellWS, JonesW. Physical stability enhancement of theophylline via cocrystallization. Int J Pharm. 2006;320(1–2):114–123. doi:10.1016/j.ijpharm.2006.04.01816769188
   PubMed Web of Science ®Google Scholar
• SonarP, BeheraA, BanerjeeS, GaikwadD, HarerS. Preparation and characterization of Simvastatin solid dispersion using skimmed milk. Drug Dev Ind Pharm. 2015;41(1):22–27. doi:10.3109/03639045.2013.84583624160569
   PubMed Web of Science ®Google Scholar
• Krishnam RajuK, SudhakarB, MurthyKVR. Factorial design studies and biopharmaceutical evaluation of simvastatin loaded solid lipid nanoparticles for improving the oral bioavailability. Isrn Nanotechnol. 2014;2014:1–8. doi:10.1155/2014/951016
   Google Scholar
• ShirakiK, TakataN, TakanoR, HayashiY, TeradaK. Dissolution improvement and the mechanism of the improvement from cocrystallization of poorly water-soluble compounds. Pharm Res. 2008;25(11):2581–2592. doi:10.1007/s11095-008-9676-218651208
   PubMed Web of Science ®Google Scholar
• ChowSF, ChenM, ShiL, ChowAH, SunCC. Simultaneously improving the mechanical properties, dissolution performance, and hygroscopicity of ibuprofen and flurbiprofen by cocrystallization with nicotinamide. Pharm Res. 2012;29(7):1854–1865. doi:10.1007/s11095-012-0709-522359146
   PubMed Web of Science ®Google Scholar
• SetyawanD, SariR, YusufH, PrimaharinastitiR. Preparation and characterization of artesunate-nicotinamide cocrystal by solvent evaporation and slurry method. Asian J Pharm Clin Res. 2014;7(1):62–65.
   Google Scholar
• AbdelbaryG, AminM, SalahS. Self nano-emulsifying simvastatin based tablets: design and in vitro/in vivo evaluation. Pharm Dev Technol. 2013;18(6):1294–1304. doi:10.3109/10837450.2012.67298922468935
   PubMed Web of Science ®Google Scholar
• ShimonoK, KadotaK, TozukaY, ShimosakaA, ShirakawaY, HidakaJ. Kinetics of co-crystal formation with caffeine and citric acid via liquid-assisted grinding analyzed using the distinct element method. Eur J Pharm Sci. 2015;76:217–224. doi:10.1016/j.ejps.2015.05.01725998562
   PubMed Web of Science ®Google Scholar
• HosnyKM, KhamesA, ElhadySSA. Preparation and evaluation of orodispersible tablets containing hydroxylbutyl-β-cyclodextrin-simvastatin solid dispersion. Trop J Pharm Res. 2013;12(4):469–476.
   Web of Science ®Google Scholar
• ShanN, PerryML, WeynaDR, ZaworotkoMJ. Impact of pharmaceutical cocrystals: the effects on drug pharmacokinetics. Expert Opin Drug Metab Toxicol. 2014;10(9):1255–1271. doi:10.1517/17425255.2014.94228125089559
   PubMed Web of Science ®Google Scholar