Table of Contents
Advances in Pharmaceutics
Volume 2014, Article ID 304757, 12 pages
http://dx.doi.org/10.1155/2014/304757
Review Article

A Review of In Vitro Drug Release Test Methods for Nano-Sized Dosage Forms

Sunovion Pharmaceuticals Inc, Marlborough, MA 01752, USA

Received 16 June 2014; Revised 15 August 2014; Accepted 15 August 2014; Published 20 November 2014

Academic Editor: Cornelia M. Keck

Copyright © 2014 Susan D’Souza. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. N. Al Khouri Fallouh, L. Roblot-Treupel, and H. Fessi, “Development of a new process for the manufacture of polyisobutylcyanoacrylate nanocapsules,” International Journal of Pharmaceutics, vol. 28, no. 2-3, pp. 125–132, 1986. View at Publisher · View at Google Scholar · View at Scopus
  2. C. Losa, P. Calvo, E. Castro, J. L. Vila-Jato, and M. J. Alonso, “Improvement of ocular penetration of amikacin sulphate by association to poly(butylcyanoacrylate) nanoparticles,” Journal of Pharmacy and Pharmacology, vol. 43, no. 8, pp. 548–552, 1991. View at Publisher · View at Google Scholar · View at Scopus
  3. C. Losa, L. Marchal-Heussler, F. Orallo, J. L. Vila Jato, and M. J. Alonso, “Design of new formulations for topical ocular administration: polymeric nanocapsules containing metipranolol,” Pharmaceutical Research, vol. 10, no. 1, pp. 80–87, 1993. View at Publisher · View at Google Scholar · View at Scopus
  4. C. N. Cruz, K. M. Tyner, L. Velazquez et al., “CDER risk assessment exercise to evaluate potential risks from the use of nanomaterials in drug products,” AAPS Journal, vol. 15, no. 3, pp. 623–628, 2013. View at Publisher · View at Google Scholar · View at Scopus
  5. G. Verreck, I. Chun, J. Rosenblatt et al., “Incorporation of drugs in an amorphous state into electrospun nanofibers composed of a water-insoluble, nonbiodegradable polymer,” Journal of Controlled Release, vol. 92, no. 3, pp. 349–360, 2003. View at Publisher · View at Google Scholar · View at Scopus
  6. H. Heiati, R. Tawashi, R. R. Shivers, and N. C. Phillips, “Solid lipid nanoparticles as drug carriers I: incorporation and retention of the lipophilic prodrug 3′-azido-3′-deoxythymidine palmitate,” International Journal of Pharmaceutics, vol. 146, no. 1, pp. 123–131, 1997. View at Publisher · View at Google Scholar · View at Scopus
  7. M. Cetin, A. Atila, and Y. Kadioglu, “Formulation and in vitro characterization of Eudragit L100 and Eudragit L100-PLGA nanoparticles containing diclofenac sodium,” AAPS PharmSciTech, vol. 11, pp. 1250–1256, 2010. View at Publisher · View at Google Scholar
  8. A. Hanafy, H. Spahn-Langguth, G. Vergnault et al., “Pharmacokinetic evaluation of oral fenofibrate nanosuspensions and SLN in comparison to conventional suspensions of micronized drug,” Advanced Drug Delivery Reviews, vol. 59, no. 6, pp. 419–426, 2007. View at Publisher · View at Google Scholar · View at Scopus
  9. T. M. Allen, W. W. K. Cheng, J. I. Hare, and K. M. Laginha, “Pharmacokinetics and pharmacodynamics of lipidic nano-particles in cancer,” Anti-Cancer Agents in Medicinal Chemistry, vol. 6, no. 6, pp. 513–523, 2006. View at Publisher · View at Google Scholar · View at Scopus
  10. J. Kreuter, “Nanoparticle-based drug delivery systems,” Journal of Controlled Release, vol. 16, no. 1-2, pp. 169–176, 1991. View at Publisher · View at Google Scholar · View at Scopus
  11. M. L. Etheridge, S. A. Campbell, A. G. Erdman, C. L. Haynes, S. M. Wolf, and J. McCullough, “The big picture on nanomedicine: the state of investigational and approved nanomedicine products,” Nanomedicine: Nanotechnology, Biology, and Medicine, vol. 9, no. 1, pp. 1–14, 2013. View at Publisher · View at Google Scholar · View at Scopus
  12. S. Nie, “Understanding and overcoming major barriers in cancer nanomedicine,” Nanomedicine, vol. 5, no. 4, pp. 523–528, 2010. View at Publisher · View at Google Scholar · View at Scopus
  13. W. H. de Jong and P. J. A. Borm, “Drug delivery and nanoparticles: applications and hazards,” International Journal of Nanomedicine, vol. 3, no. 2, pp. 133–149, 2008. View at Google Scholar · View at Scopus
  14. S. D'Souza, J. A. Faraj, R. Dorati, and P. P. DeLuca, “A short term quality control tool for biodegradable microspheres,” AAPS PharmSciTech, vol. 15, no. 3, pp. 530–541, 2014. View at Google Scholar
  15. P. Buch, P. Holm, J. Q. Thomassen et al., “IVIVC for fenofibrate immediate release tablets using solubility and permeability as in vitro predictors for pharmacokinetics,” Journal of Pharmaceutical Sciences, vol. 99, no. 10, pp. 4427–4436, 2010. View at Publisher · View at Google Scholar · View at Scopus
  16. S. D'Souza, J. A. Faraj, S. Giovagnoli, and P. P. DeLuca, “IVIVC from long acting olanzapine microspheres,” International Journal of Biomaterials, vol. 2014, Article ID 407065, 11 pages, 2014. View at Publisher · View at Google Scholar
  17. L. C. Amann, M. J. Gandal, R. Lin, Y. Liang, and S. J. Siegel, “In vitro-in vivo correlations of scalable PLGA-Risperidone implants for the treatment of schizophrenia,” Pharmaceutical Research, vol. 27, no. 8, pp. 1730–1737, 2010. View at Publisher · View at Google Scholar · View at Scopus
  18. G. Zackrisson, G. Östling, B. Skagerberg, and T. Anfält, “ACcelerated Dissolution Rate Analysis (ACDRA) for controlled release drugs. Application to Roxiam,” Journal of Pharmaceutical and Biomedical Analysis, vol. 13, no. 4-5, pp. 377–383, 1995. View at Publisher · View at Google Scholar · View at Scopus
  19. S. S. D'Souza, J. A. Faraj, and P. P. DeLuca, “A model-dependent approach to correlate accelerated with real-time release from biodegradable microspheres,” AAPS PharmSciTech, vol. 6, article 70, no. 4, 2005. View at Publisher · View at Google Scholar · View at Scopus
  20. D. J. Burgess, A. S. Hussain, T. S. Ingallinera, and M. Chen, “Assuring quality and performance of sustained and controlled release parenterals: workshop report,” AAPS PharmSci, vol. 4, article E7, 2002. View at Google Scholar · View at Scopus
  21. S. S. D'Souza and P. P. DeLuca, “Methods to assess in vitro drug release from injectable polymeric particulate systems,” Pharmaceutical Research, vol. 23, no. 3, pp. 460–474, 2006. View at Publisher · View at Google Scholar · View at Scopus
  22. M. Siewert, J. Dressman, C. K. Brown, and V. P. Shah, “FIP/AAPS guidelines to dissolution/in vitro release testing of novel/special dosage forms,” AAPS PharmSciTech, vol. 4, article 7, 2003. View at Google Scholar
  23. C. K. Brown, H. D. Friedel, A. R. Barker et al., “FIP/AAPS joint workshop report: dissolution/in vitro release testing of novel/special dosage forms,” AAPS PharmSciTech, vol. 12, no. 2, pp. 782–794, 2011. View at Publisher · View at Google Scholar · View at Scopus
  24. M. Martinez, M. Rathbone, D. Burgess, and M. Huynh, “In vitro and in vivo considerations associated with parenteral sustained release products: a review based upon information presented and points expressed at the 2007 Controlled Release Society Annual Meeting,” Journal of Controlled Release, vol. 129, no. 2, pp. 79–87, 2008. View at Publisher · View at Google Scholar · View at Scopus
  25. M. N. Martinez, M. J. Rathbone, D. Burgess, and M. Huynh, “Breakout session summary from AAPS/CRS joint workshop on critical variables in the in vitro and in vivo performance of parenteral sustained release products,” Journal of Controlled Release, vol. 142, no. 1, pp. 2–7, 2010. View at Publisher · View at Google Scholar · View at Scopus
  26. N. Chidambaram and D. J. Burgess, “A novel in vitro release method for submicron-sized dispersed systems,” AAPS PharmSci, vol. 1, no. 3, pp. 32–40, 1999. View at Publisher · View at Google Scholar · View at Scopus
  27. M. M. A. Abdel-Mottaleb and A. Lamprecht, “Standardized in vitro drug release test for colloidal drug carriers using modified USP dissolution apparatus I,” Drug Development and Industrial Pharmacy, vol. 37, no. 2, pp. 178–184, 2011. View at Publisher · View at Google Scholar · View at Scopus
  28. A. Maghsoudi, S. A. Shojaosadati, and E. Vasheghani Farahani, “5-Fluorouracil-loaded BSA nanoparticles: formulation optimization and in vitro release study,” AAPS PharmSciTech, vol. 9, no. 4, pp. 1092–1096, 2008. View at Publisher · View at Google Scholar · View at Scopus
  29. U. Bhardwaj and D. J. Burgess, “A novel USP apparatus 4 based release testing method for dispersed systems,” International Journal of Pharmaceutics, vol. 388, no. 1-2, pp. 287–294, 2010. View at Publisher · View at Google Scholar · View at Scopus
  30. L. Mora, K. Y. Chumbimuni-Torres, C. Clawson, L. Hernandez, L. Zhang, and J. Wang, “Real-time electrochemical monitoring of drug release from therapeutic nanoparticles,” Journal of Controlled Release, vol. 140, no. 1, pp. 69–73, 2009. View at Publisher · View at Google Scholar · View at Scopus
  31. C. B. Michalowski, S. S. Guterres, and T. Dalla Costa, “Microdialysis for evaluating the entrapment and release of a lipophilic drug from nanoparticles,” Journal of Pharmaceutical and Biomedical Analysis, vol. 35, no. 5, pp. 1093–1100, 2004. View at Publisher · View at Google Scholar · View at Scopus
  32. R. Kumar, R. C. Nagarwal, M. Dhanawat, and J. K. Pandit, “In-vitro and in-vivo study of indomethacin loaded gelatin nanoparticles,” Journal of Biomedical Nanotechnology, vol. 7, no. 3, pp. 325–333, 2011. View at Publisher · View at Google Scholar · View at Scopus
  33. X. Cao, W. W. Deng, M. Fu et al., “In vitro release and in vitro-in vivo correlation for silybin meglumine incorporated into Hollow-type mesoporous silica nanoparticles,” International Journal of Nanomedicine, vol. 7, pp. 753–762, 2012. View at Publisher · View at Google Scholar · View at Scopus
  34. R. Tiwari and K. Pathak, “Nanostructured lipid carrier versus solid lipid nanoparticles of simvastatin: comparative analysis of characteristics, pharmacokinetics and tissue uptake,” International Journal of Pharmaceutics, vol. 415, no. 1-2, pp. 232–243, 2011. View at Publisher · View at Google Scholar · View at Scopus
  35. X. Cao, W. Deng, M. Fu et al., “Seventy-two-hour release formulation of the poorly soluble drug silybin based on porous silica nanoparticles: in vitro release kinetics and in vitro/in vivo correlations in beagle dogs,” European Journal of Pharmaceutical Sciences, vol. 48, no. 1-2, pp. 64–71, 2013. View at Publisher · View at Google Scholar · View at Scopus
  36. Y. Xu, Y. Wang, X. M. Li et al., “Study on the release of fenofibrate nanosuspension in vitro and its correlation with in situ intestinal and in vivo absorption kinetics in rats,” Drug Development and Industrial Pharmacy, vol. 40, no. 7, pp. 972–979, 2014. View at Publisher · View at Google Scholar
  37. N. Borkar, D. Xia, R. Holm et al., “Investigating the correlation between in vivo absorption and in vitro release of fenofibrate from lipid matrix particles in biorelevant medium,” European Journal of Pharmaceutical Sciences, vol. 51, pp. 204–210, 2014. View at Google Scholar
  38. D. Heng, D. J. Cutler, H. K. Chan, J. Yun, and J. A. Raper, “What is a suitable dissolution method for drug nanoparticles?” Pharmaceutical Research, vol. 25, no. 7, pp. 1696–1701, 2008. View at Publisher · View at Google Scholar · View at Scopus
  39. A. C. Kilic, Y. Capan, I. Vural et al., “Preparation and characterization of PLGA nanospheres for the targeted delivery of NR2B-specific antisense oligonucleotides to the NMDA receptors in the brain,” Journal of Microencapsulation, vol. 22, no. 6, pp. 633–641, 2005. View at Publisher · View at Google Scholar · View at Scopus
  40. Y. Zhang, H. Wang, C. Li et al., “A novel three-dimensional large-pore mesoporous carbon matrix as a potential nanovehicle for the fast release of the poorly water-soluble drug, celecoxib,” Pharmaceutical Research, vol. 31, pp. 1059–1070, 2014. View at Google Scholar
  41. V. Sanna, A. M. Roggio, S. Siliani et al., “Development of novel cationic chitosan-and anionic alginate-coated poly(D,L-lactide-co-glycolide) nanoparticles for controlled release and light protection of resveratrol,” International Journal of Nanomedicine, vol. 7, pp. 5501–5516, 2012. View at Google Scholar · View at Scopus
  42. F. Danhier, N. Lecouturier, B. Vroman et al., “Paclitaxel-loaded PEGylated PLGA-based nanoparticles: In vitro and in vivo evaluation,” Journal of Controlled Release, vol. 133, no. 1, pp. 11–17, 2009. View at Publisher · View at Google Scholar · View at Scopus
  43. Y. Li, Y. Pei, X. Zhang et al., “PEGylated PLGA nanoparticles as protein carriers: synthesis, preparation and biodistribution in rats,” Journal of Controlled Release, vol. 71, no. 2, pp. 203–211, 2001. View at Publisher · View at Google Scholar · View at Scopus
  44. S. Prabha, W.-Z. Zhou, J. Panyam, and V. Labhasetwar, “Size-dependency of nanoparticle-mediated gene transfection: studies with fractionated nanoparticles,” International Journal of Pharmaceutics, vol. 244, no. 1-2, pp. 105–115, 2002. View at Publisher · View at Google Scholar · View at Scopus
  45. S. J. Wallace, J. Li, R. L. Nation, and B. J. Boyd, “Drug release from nanomedicines: selection of appropriate encapsulation and release methodology,” Drug Delivery and Translational Research, vol. 2, no. 4, pp. 284–292, 2012. View at Publisher · View at Google Scholar · View at Scopus
  46. D. Juenemann, E. Jantratid, C. Wagner, C. Reppas, M. Vertzoni, and J. B. Dressman, “Biorelevant in vitro dissolution testing of products containing micronized or nanosized fenofibrate with a view to predicting plasma profiles,” European Journal of Pharmaceutics and Biopharmaceutics, vol. 77, no. 2, pp. 257–264, 2011. View at Publisher · View at Google Scholar · View at Scopus
  47. P. F. Yue, X. Y. Lu, Z. Z. Zhang et al., “The study on the entrapment efficiency and in vitro release of puerarin submicron emulsion,” AAPS PharmSciTech, vol. 10, no. 2, pp. 376–383, 2009. View at Publisher · View at Google Scholar · View at Scopus
  48. M. Mahkam, F. Hosseinzadeh, and M. Galehassadi, “Preparation of ionic liquid functionalized silica nanoparticles for oral drug delivery,” Journal of Biomaterials & Nanobiotechnology, vol. 3, pp. 391–395, 2012. View at Google Scholar
  49. A. S. Ham, M. R. Cost, A. B. Sassi, C. S. Dezzutti, and L. C. Rohan, “Targeted delivery of PSC-RANTES for HIV-1 prevention using biodegradable nanoparticles,” Pharmaceutical Research, vol. 26, no. 3, pp. 502–511, 2009. View at Publisher · View at Google Scholar · View at Scopus
  50. Y. I. Kim, L. Fluckiger, M. Hoffman, I. Lartaud-Idjouadiene, J. Atkinson, and P. Maincent, “The antihypertensive effect of orally administered nifedipine-loaded nanoparticles in spontaneously hypertensive rats,” The British Journal of Pharmacology, vol. 120, no. 3, pp. 399–404, 1997. View at Publisher · View at Google Scholar · View at Scopus
  51. P. Liu, O. de Wulf, J. Laru et al., “Dissolution studies of poorly soluble drug nanosuspensions in non-sink conditions,” AAPS PharmSciTech, vol. 14, no. 2, pp. 748–756, 2013. View at Publisher · View at Google Scholar · View at Scopus
  52. L. Sievens-Figueroa, N. Pandya, A. Bhakay et al., “Using USP I and USP IV for discriminating dissolution rates of nano- and microparticle-loaded pharmaceutical strip-films,” AAPS PharmSciTech, vol. 13, no. 4, pp. 1473–1482, 2013. View at Publisher · View at Google Scholar · View at Scopus
  53. G. P. Yan, R. F. Zong, L. Li, T. Fu, F. Liu, and X. H. Yu, “Anticancer drug-loaded nanospheres based on biodegradable amphiphilic ε-caprolactone and carbonate copolymers,” Pharmaceutical Research, vol. 27, no. 12, pp. 2743–2752, 2010. View at Publisher · View at Google Scholar · View at Scopus
  54. P. Calvo, J. L. Vila-Jato, and M. J. Alonso, “Comparative in vitro evaluation of several colloidal systems, nanoparticles, nanocapsules, and nanoemulsions, as ocular drug carriers,” Journal of Pharmaceutical Sciences, vol. 85, no. 5, pp. 530–536, 1996. View at Publisher · View at Google Scholar · View at Scopus
  55. M. S. Muthu and S. Singh, “Poly (D, L-lactide) nanosuspensions of risperidone for parenteral delivery: formulation and in-vitro evaluation,” Current Drug Delivery, vol. 6, no. 1, pp. 62–68, 2009. View at Publisher · View at Google Scholar · View at Scopus
  56. M. Y. Levy and S. Benita, “Drug release from submicronized o/w emulsion: a new in vitro kinetic evaluation model,” International Journal of Pharmaceutics, vol. 66, no. 1–3, pp. 29–37, 1990. View at Publisher · View at Google Scholar · View at Scopus
  57. X. Xu, M. A. Khan, and D. J. Burgess, “A two-stage reverse dialysis in vitro dissolution testing method for passive targeted liposomes,” International Journal of Pharmaceutics, vol. 426, no. 1-2, pp. 211–218, 2012. View at Publisher · View at Google Scholar · View at Scopus
  58. B. E. Kilfoyle, L. Sheihet, Z. Zhang, M. Laohoo, J. Kohn, and B. B. Michniak-Kohn, “Development of paclitaxel-TyroSpheres for topical skin treatment,” Journal of Controlled Release, vol. 163, no. 1, pp. 18–24, 2012. View at Publisher · View at Google Scholar · View at Scopus
  59. S. Uprit, R. K. Sahu, A. Roy, and A. Pare, “Preparation and characterization of minoxidil loaded nanostructured lipid carrier gel for effective treatment of alopecia,” Saudi Pharmaceutical Journal, vol. 21, pp. 379–385, 2013. View at Publisher · View at Google Scholar · View at Scopus
  60. B. Qiu, M. Ji, X. Song et al., “Co-delivery of docetaxel and endostatin by a biodegradable nanoparticle for the synergistic treatment of cervical cancer,” Nanoscale Research Letters, vol. 7, article 666, 2012. View at Publisher · View at Google Scholar · View at Scopus
  61. S. S. D'Souza and P. P. DeLuca, “Development of a dialysis in vitro release method for biodegradable microspheres,” AAPS PharmSciTech, vol. 6, no. 2, article 42, 2005. View at Publisher · View at Google Scholar · View at Scopus
  62. Y. Gao, J. Zuo, N. Bou-Chacra et al., “In vitro release kinetics of antituberculosis drugs from nanoparticles assessed using a modified dissolution apparatus,” BioMed Research International, vol. 2013, Article ID 136590, 9 pages, 2013. View at Publisher · View at Google Scholar · View at Scopus
  63. M. Joshi, S. Pathak, S. Sharma, and V. Patravale, “Design and in vivo pharmacodynamic evaluation of nanostructured lipid carriers for parenteral delivery of artemether: nanoject,” International Journal of Pharmaceutics, vol. 364, no. 1, pp. 119–126, 2008. View at Publisher · View at Google Scholar · View at Scopus
  64. J. W. Kostanski and P. P. DeLuca, “A novel in vitro release technique for peptide-containing biodegradable microspheres,” AAPS PharmSciTech, vol. 1, article 4, 2000. View at Google Scholar
  65. J. P. K. Tan, C. H. Goh, and K. C. Tam, “Comparative drug release studies of two cationic drugs from pH-responsive nanogels,” European Journal of Pharmaceutical Sciences, vol. 32, no. 4-5, pp. 340–348, 2007. View at Publisher · View at Google Scholar · View at Scopus
  66. K. M. Rosenblatt, D. Douroumis, and H. Bunjes, “Drug release from differently structured monoolein/poloxamer nanodispersions studied with differential pulse polarography and ultrafiltration at low pressure,” Journal of Pharmaceutical Sciences, vol. 96, no. 6, pp. 1564–1575, 2007. View at Publisher · View at Google Scholar · View at Scopus
  67. N. Charalampopoulos, K. Avgoustakis, and C. G. Kontoyannis, “Differential pulse polarography: a suitable technique for monitoring drug release from polymeric nanoparticle dispersions,” Analytica Chimica Acta, vol. 491, no. 1, pp. 57–62, 2003. View at Publisher · View at Google Scholar · View at Scopus
  68. P. Kayaert, B. Li, I. Jimidar, P. Rombaut, F. Ahssini, and G. Van den Mooter, “Solution calorimetry as an alternative approach for dissolution testing of nanosuspensions,” European Journal of Pharmaceutics and Biopharmaceutics, vol. 76, no. 3, pp. 507–513, 2010. View at Publisher · View at Google Scholar · View at Scopus
  69. M. T. Crisp, C. J. Tucker, T. L. Rogers, R. O. Williams III, and K. P. Johnston, “Turbidimetric measurement and prediction of dissolution rates of poorly soluble drug nanocrystals,” Journal of Controlled Release, vol. 117, no. 3, pp. 351–359, 2007. View at Publisher · View at Google Scholar · View at Scopus
  70. M. V. Chaubal and C. Popescu, “Conversion of nanosuspensions into dry powders by spray drying: a case study,” Pharmaceutical Research, vol. 25, no. 10, pp. 2302–2308, 2008. View at Publisher · View at Google Scholar · View at Scopus
  71. A. Helle, S. Hirsjärvi, L. Peltonen, J. Hirvonen, S. K. Wiedmer, and T. Hyötyläinen, “Novel, dynamic on-line analytical separation system for dissolution of drugs from poly(lactic acid) nanoparticles,” Journal of Pharmaceutical and Biomedical Analysis, vol. 51, no. 1, pp. 125–130, 2010. View at Publisher · View at Google Scholar · View at Scopus
  72. V. Domínguez-Villegas, B. Clares-Naveros, M. L. García-López et al., “Development and characterization of two nano-structured systems for topical application of flavanones isolated from Eysenhardtia platycarpa,” Colloids and Surfaces B: Biointerfaces, vol. 116, pp. 183–192, 2014. View at Google Scholar
  73. M. Barzegar-Jalali, K. Adibkia, H. Valizadeh et al., “Kinetic analysis of drug release from nanoparticles,” Journal of Pharmacy and Pharmaceutical Sciences, vol. 11, no. 1, pp. 167–177, 2008. View at Google Scholar · View at Scopus
  74. L. Zeng, L. An, and X. Wu, “Modeling drug-carrier interaction in the drug release from nanocarriers,” Journal of Drug Delivery, vol. 2011, Article ID 370308, 15 pages, 2011. View at Publisher · View at Google Scholar
  75. L. Zeng and X. Wu, “Modeling the sustained release of lipophilic drugs from liposomes,” Applied Physics Letters, vol. 97, no. 7, Article ID 073701, 2010. View at Publisher · View at Google Scholar · View at Scopus
  76. FDA Guidance for Industry, Extended Release Oral Dosage Forms: Development, Evaluation and Application of In Vitro/In Vivo Correlations, 1997.
  77. J. G. Wagner and E. Nelson, “Per cent absorbed time plots derived from blood level and/or urinary excretion data,” Journal of Pharmaceutical Sciences, vol. 52, pp. 610–611, 1963. View at Publisher · View at Google Scholar · View at Scopus