Chromatographic analysis of penicillins in pharmaceutical formulations and biological fluids

Journal of Separation Science

Volumn 29, Issue 12, 2006, Pages 1879-1908

  Samanidou, Victoria F ^a   Evaggelopoulou, Evaggelia N ^a   Papadoyannis, Ioannis N ^a  

^a ARISTOTLE UNIVERSITY OF THESSALONIKI   (Greece)

Author keywords

Analysis; Antibiotics; Biological fluids; HPLC; Penicillins

Indexed keywords

ANTIBIOTICS; BIOASSAY; BODY FLUIDS; DRUG THERAPY; FERMENTATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MOLECULAR STRUCTURE; PURIFICATION; REACTION KINETICS; VETERINARY MEDICINE;

BIOLOGICAL FLUIDS; PENICILLINS; PHARMACEUTICAL FORMULATIONS; SPECTRUM OF ACTIVITY;

CHROMATOGRAPHIC ANALYSIS;

AMINOPENICILLIN; AMOXICILLIN; AMOXICILLIN PLUS CLAVULANIC ACID; AMPICILLIN; ASPOXICILLIN; AZLOCILLIN; BACAMPICILLIN; CARBENICILLIN; CLOXACILLIN; CYCLACILLIN; DICLOXACILLIN; EPICILLIN; FLUCLOXACILLIN; LENAMPICILLIN; MECILLINAM; METICILLIN; MEZLOCILLIN; NAFCILLIN; OXACILLIN; PENICILLIN DERIVATIVE; PENICILLIN G; PENICILLIN V; PHENETICILLIN; PIPERACILLIN; PROPICILLIN; SULBENICILLIN; SULTAMICILLIN; TICARCILLIN; TIMENTIN; UNINDEXED DRUG;

ANALYTIC METHOD; ANAPHYLAXIS; ANTIBIOTIC RESISTANCE; ANTIMICROBIAL ACTIVITY; BACTERIAL INFECTION; BODY FLUID; DRUG ABSORPTION; DRUG CLASSIFICATION; DRUG ERUPTION; DRUG FORMULATION; DRUG ISOLATION; DRUG MECHANISM; DRUG PURIFICATION; DRUG STRUCTURE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; NONHUMAN; PENICILLIN ALLERGY; PRIORITY JOURNAL; PSEUDOMONAS; REVIEW; STAPHYLOCOCCUS; VALIDATION PROCESS;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; HUMANS; PENICILLINS; PHARMACEUTICAL PREPARATIONS; SENSITIVITY AND SPECIFICITY;

BACTERIA (MICROORGANISMS); NEGIBACTERIA; POSIBACTERIA;

EID: 33748416200     PISSN: 16159306     EISSN: 16159314     Source Type: Journal    
DOI: 10.1002/jssc.200600137     Document Type: Review

References (166)

1. http://healthsciences.columbia.edu/dept/ps/2007/mid/mid20.pdf.
2. Marzo, A., Dal Bo, L., J. Chromatogr. A 1998, 812, 17-34.
3. Fleming, A. (Ed.), Penicillin: Its Practical Application, Blakiston, Philadelphia, PA 1946, pp. 1-33.
4. Ligon, B. L., Semin. Pediatr. Infect. Dis. 2004, 15, 109-114.
5. http://sitemaker.umich.edu/medchemgroup3/files/pcn_future.htm.
6. Branch, S. K., Casy, A. F., Ominde, E. M., J. Pharm. Biomed. Anal. 1987, 5, 73-103.
7. Boison, J. O., J. Chromatogr. 1992, 624, 171-194.
8. Niessen, W. M. A., J. Chromatogr. A 1998, 812, 53-75.
9. Schügerl, K., Seidel, G., J. Chromatogr. A 1998, 812, 179-189.
10. Kennedy, D. G., McCracken, R. J., Cannavan, A., Hewitt, S. A., J. Chromatogr. A 1998, 812, 77-98.
11. Brüggemann, O., Haupt, K., Ye, L., Yilmaz, E., Mosbach, K., J. Chromatogr. A 2000, 889, 15-24.
12. Joshi, S., J Pharm. Biomed. Anal. 2002, 28, 795-809.
13. Balizs, G., Hewitt, A., Anal. Chim. Acta 2003, 492, 105-131.
14. Hernández, M., Borull, F., Calull, M., Trends Anal. Chem. 2003, 22, 416-427.
15. http://textbookofbacteriology.net/resantimicrobiol.html.
16. http://www.bmb.leeds.ac.uk/mbiology/ug/ugteach/icu8/antibiotics/ resistance/resnotes.html.
17. http://sitemaker.umich.edu/medchem11/files/resistance.htm.
18. http://sitemaker.umich.edu/medchemgroup3/files/pcn_resistance.htm.
19. http://www.nlm.nih.gov/medlineplus/druginfo/uspdio/202446.html.
20. Miller, E. L., J. Midwifery Womens Health 2002, 47, 426-434.
21. http://en.wikipedia.org/wiki/.
22. Rossi, S. (Ed.), Australian Medicines Handbook. RamsayBooks, Adelaide, Australia 2004. ISBN 0-9578521-4-2.
23. Krauwinkel, W. J. J., Volkers-Kamermans, N. J., J. Chromatogr. B 1996, 679, 129-135.
24. Mitscher, L. A., Antibiotics and antimicrobial agents. in: Williams, D. A., Lemke, T. L. (Eds.), Foye's Principles of Medicinal Chemistry, 5th edn, Lippincott Williams & Wilkins, Philadelphia 2002.
25. Carlqvist, J., Westerlund, D., J. Chromatogr. 1985, 344, 285-296.
26. Musch, G., de Smet, M., Massart, D. L., J. Chromatogr. 1985, 348, 97-110.
27. Jonkman, J. H. G., Schoenmaker, R., Hempenius, J., J. Pharm. Biomed. Anal. 1985, 3, 359-365.
28. Haginaka, J., Wakai, J., Yasuda, H., Uno, T., Nakagawa, T., J. Chromatogr. 1985, 841, 115-122.
29. Selavka, C. M., Krull, I. S., Bratin, K., J. Pharm. Biomed. Anal. 1986, 4, 83-93.
30. Moats, W. A., J. Chromatogr. 1986, 366, 69-78.
31. Luengo, J. M., Moreno, M. A., Anal. Biochem. 1987, 164, 559-562.
32. Jehl, F., Birckel, P., Monteil, H., J. Chromatogr. 1987, 413, 109-119.
33. Knöller, J., König, W., Schönfeld, W., Bremm, K. D., Köller, M., J. Chromatogr. 1988, 427, 257-267.
34. Hung, C. T., Lim, J. K. C., Zoest, A. R., J. Cromatogr. 1988, 425, 331-341.
35. Haginaka, J., Wakai, J., Nishimura, Y., Yasuda, H., J. Chromatogr. 1988, 447, 365-372.
36. Saesmaa, T., J. Chromatogr. 1988, 455, 415-419.
37. Haginaka, J., Wakai, J., Anal. Biochem. 1988, 168, 132-140.
38. Marunaka, T., Maniwa, M., Matshusima, E., Minami, Y., J. Chromatogr. 1988, 431, 87-101.
39. Ocampo, A. P., Hoyt, K. D., Wadgaonkar, N., Carver, A. H., Puglisi, C. V., J. Chromatogr. 1989, 496, 167-179.
40. Rice, P. D., Shao, Y. Y., Bobbitt, D. R., Talanta 1989, 36, 985-988.
41. Iwaki, K., Okumura, N., Yamazaki, M., J. Chromatogr. 1990, 504, 359-367.
42. Holzhauser-Rieger, K., Zhou, W., Schügerl, K., J Chromatogr. 1990, 499, 609-615.
43. Marzo, A., Monti, N., Ripamonti, M., Martelli, E. A., Picari, M., J. Chromatogr. 1990, 507, 235-239.
44. Mascher, H., Kikuta, C., J. Chromatogr. 1990, 506, 417-421.
45. Hsu, M. C., Cheng, M. C., J. Chromatogr. 1991, 549, 410-415.
46. Abounassif, M. A., Abdel-Moety, E. M., Mohamed, M. E., Gad-Kariem, El-R. A., J. Pharm. Biomed. Anal. 1991, 9, 731-735.
47. Gautier, V., Demotes-Mainard, F., Foureau, M., Vinçon, G., J. Pharm. Biomed. Anal. 1991, 9, 183-186.
48. Hsu, M. C., Huang, W. F., J. Chromatogr. 1992, 600, 333-336.
49. Boison, J. O., Korsrud, G. O., MacNeil, J. D., Keng, L., J. Chromatogr. 1992, 576, 315-320.
50. Abdel-Moety, E. M., Abounassif, M. A., Gad-Kariem, El-R.A., Khattab, N. A., Talanta 1993, 40, 811-817.
51. Akhtar, M. J., Khan, S., Salam Khan, M. A., J. Pharm. Biomed. Anal. 1993, 11, 375-378.
52. Yamazaki, T., Ishikawa, T., Nakai, H., J. Chromatogr. 1993, 615, 180-185.
53. Kirchmann, E., Welch, L. E., J. Chromatogr. 1993, 633, 111-118.
54. Krauwinkel, W. J. J., Volkers-Kamermans, N. J., van Zijtveld, J., J. Chromatogr. 1993, 617, 334-338.
55. Lal, J., Paliwal, J. K., Grover, P. K., Gupta, R. C., J. Chromatogr. B 1994, 655, 142-146.
56. Tsukamoto, T., Ushio, T., J. Chromatogr. A 1994, 678, 69-76.
57. Christensen, L. H., Mandrup, G., Nielsen, J., Villadsen, J., Anal. Chim. Acta 1994, 296, 51-62.
58. Yuan, Z., Russlie, H. Q., Canafax, D. M., J. Chromatogr. B 1995, 674, 93-99.
59. Augey, V., Grosse, P. Y., Albert, G., Audran, M., Bressolle, F., J. Chromatogr. B 1996, 682, 125-136.
60. Muth, P., Metz, R., Beck, H., Bolten, W. W., Vergin, H., J. Chromatogr. A 1996, 729, 259-266.
61. Roets, E., Rappe, P., Heeren, M., Hoebus, J. et al., J. Pharm. Biomed. Anal. 1996, 14, 1141-1149.
62. Tsou, T. L., Wu, J. R., Young, C. D., Wang, T. M., J. Pharm. Biomed. Anal. 1997, 15, 1197-1205.
63. Pérez, B., Prats, C., Castells, E., Arboix, M., J. Chromatogr. B 1997, 698, 155-160.
64. Li, Y. H., Itoh, T., Tsuda, Y., Ishida, M. et al., J. Chromatogr. B 1997, 694, 145-152.
65. Grover, M., Gulati, M., Singh, S., J. Chromatogr. B 1998, 708, 153-159.
66. Erah, P. O., Barret, D. A., Shaw, P. N., J. Chromatogr. B 1998, 705, 63-69.
67. LuO, Y., McNamara, B., Fennell, M. A., Teleis, D. C. et al., J. Chromatogr. B 1998, 714, 269-276.
68. Yongxin, Z., Roets, E., Loidl, J., Inama, P. et al., J. Chromatogr. B 1998, 707, 189-193.
69. Hirsch, R., Ternes, T. A., Haberer, K., Mehlich, A. et al., J. Chromatogr. A 1998, 815, 213-223.
70. Garcia-Glez, J. C., Méndez, R., Martin-Villacorta, J., J. Chromatogr. A 1998, 812, 213-220.
71. Mascher, H. J., Kikuta, C., J. Chromatogr. A 1998, 812, 221-226.
72. Menelaou, A., Somogyi, A. A., Barclay, M. L., Bochner, F., J. Chromatogr. B 1999, 731, 261-266.
73. LaCourse, W. R., Dasenbrock, C. O., J. Pharm. Biomed. Anal. 1999, 19, 239-252.
74. Valvo, L., Manna, L., Alimonti, R., Bertocchi, P., Ciranni, E., J. Pharm. Biomed. Anal, 1999, 21, 9-14.
75. Aghazadeh, A., Kazamifard, G., J. Pharm. Biomed. Anal. 2001, 25, 325-329.
76. Sacher, F., Thomas Lange, F., Branch, H. J., Blankenhorn, I., J. Chromatogr. A 2001, 938, 199-210.
77. Ahrer, W., Scherwenk, E., Buchberger, W., J. Chromatogr. A 2001, 910, 69-78.
78. Tokumura, T., Machida, Y., Int. J. Pharm. 2001, 228, 1-4.
79. Metz, P., Kohlhepp, S. J., Gilbert, D. N., J. Chromatogr. B 2002, 773, 159-166.
80. Trittler, R., Ehrlich, M., Galla, T. J., Horch, R. E., Kümmerer, K., J. Chromatogr. B 2002, 775, 127-132.
81. Marselos, S. C., Archontaki, H. A., J. Pharm. Biomed. Anal. 2002, 29, 787-793.
82. Medvedovici, A., Ionescu, M., Mircioiu, C., David, V., Microchem. J. 2002, 72, 85-92.
83. Ghassempour, A., Vaezi, F., Salehpour, P., Nasiri-Aghdam, M., Adrangui, M., J. Pharm. Biomed. Anal. 2002, 29, 569-578.
84. Pajchel, G., Pawlowski, K., Tyski, S., J. Pharm. Biomed. Anal. 2002, 29, 75-81.
85. Horimoto, S., Mayumi, T., Aoe, K., Nishimura, N., Sato T., J. Pharm. Biomed. Anal. 2002, 30, 1093-1102.
86. Qiao, M., Guo, X., Li, F., J. Chromatogr. A 2002, 952, 131-138.
87. Pajchel, G., Tyski, S., J. Chromatogr. A 2002, 979, 315-321.
88. Cass, Q. B., Gomes, R. F., Calafatti, S.A., Pedrazolli, Jr., J., J. Chromatogr. A 2003, 987, 235-241.
89. de Abreu, L. R. P., Ortiz, R. A. M., de Castro, S. C., Pedrazzoli, Jr., J.J. Pharm, Pharm. Sci. 2003, 6, 223-230.
90. Pajchel, G., Tyshi, S., J. Pharm. Biomed. Anal. 2003, 32, 59-69.
91. Alderete, O., González-Esquivel, D. F., De Rivero, L. M., Torres, N. C., J. Chromatogr. B 2004, 805, 353-356.
92. Lindberg, R., Jarnheimer, P. A., Olsen, B., Johansson, M., Tyklind, M., Chemosphere 2004, 57, 1479-1488.
93. Wang, P., Qi, M., Sun, Y., Yang, J., J. Pharm. Biomed. Anal. 2004, 36, 565-569.
94. El-Gindy, A., Emara, S., Hadad, G. M., Il Farmaco 2004, 59, 703-712.
95. Mizuma, T., Sakaguchi, S., Hayashi, M., J. Liq. Chromatogr. Relat. Technol. 2005, 28, 1531-1537.
96. Liu, H., Wang, H., Sunderland, V. B., J. Pharm. Biomed. Anal. 2005, 37, 395-398.
97. Muñoz, P., Blanca, J., Ramos, M., Bartolomé, M. et al., Anal. Chim. Acta 2005, 529, 137-144.
98. Rbeida, O., Chiap, P., Lubda, D., Boos, K.-S. et al., J. Pharm. Biomed. Anal. 2005, 36, 961-968.
99. Ghasssempour, A., Davarani, S. S. H., Noroozi, M., Smamsipur, M., Talanta 2005, 65, 1038-1044.
100. Benito-Peña, E., PartaRodera, A. I., León González, M. E., Moreno-Bondi, M. C., Anal. Chim. Acta 2006, 556, 415-422.
101. Du, X., Li, C., Sun, H. K., Nightingale, C. H., Nikolau, D. P., J. Pharm. Biomed. Anal. 2005, 39, 648-652.
102. Li, C., Geng, Q., Nicolau, D. P., Nightingale, C. H., J. Chromatogr. B 2003, 794, 227-236.
103. Samanidou, V. F., Evaggelopoulou, E. N., Papadoyannis, I. N., J. Sep. Sci. 2006, 29, in press.
104. Nishi, H., Fukuyama, T., Matsuo, M., J. Chromatogr. 1990, 515, 245-255.
105. Li, Y. M., Van Schepdael, A., Zhu, Y., Roets, E., Hoogmartens, J., J. Chromatogr. A 1998, 812, 227-236.
106. Puig, P., Borrull, F., Aguillar, C., Calull, M., J. Chromatogr. B 2006, 831, 196-204.
107. Hirsch, R., Ternes, T., Haberer, K., Kratz, K. L., Sci. Total Environ. 1999, 225, 109-118.
108. Ventura, S., Silva, M., Pérez-Bendito, D., Anal. Chim. Acta 1992, 266, 301-307.
109. Fogg, A. G., Abdalla, M. A., J. Pharm. Biomed. Anal. 1985, 3, 315-321.
110. Sastry, C. S. P., Divakar, T. E., Prasad, U. V., Talanta 1986, 33, 164-166.
111. Girona, V., Pacareu, C., Riera, A., Pouplana, R., et al., J. Pharm. Biomed. Anal. 1988, 6, 23-28.
112. Issopoulos, P. B., J. Pharm. Biomed. Anal. 1988, 6, 97-101.
113. Issopoulos, P. B., J. Pharm. Biomed. Anal. 1988, 6, 321-327.
114. Morelli, B., Anal. Chim. Acta 1988, 209, 175-184.
115. Abdel-Moety, E. M., J. Pharm. Biomed. Anal. 1991, 9, 187-190.
116. Devani, M. B., Patel, I. T., Patel, T. M., J. Pharm. Biomed. Anal. 1992, 10, 335-358.
117. Akanni, A. O., Ayim, J. S. K., J. Pharm. Biomed. Anal. 1992, 10, 43-47.
118. Marelli, B., Talanta 1994, 41, 479-483.
119. Amin, A. S., El-Ansary, A. L., Issa, Y. M., Talanta 1994, 41, 691-694.
120. Sastry, C. S. P., Rao, S. G., Naidu, P. Y., Srinivas, K. R., Talanta 1998, 45, 1227-1234.
121. Qureshi, S. Z., Qyoom, T., Helalet, M. I., J. Pharm. Biomed. Anal. 1999, 21, 473-482.
122. Amin, A. S., Il Farmaco 2001, 56, 211-218.
123. Tokumura, T., Machida, Y., Int. J. Pharm. 2001, 228, 1-4.
124. Nagaralli, B. S., Seetharamappa, J., Melwanki, M. B., J. Pharm. Biomed. Anal. 2002, 29, 859-864.
125. Salem, H., Saleh, G. A., J. Pharm. Biomed. Anal. 2002, 28, 1205-1213.
126. Xu, L., Wang, H., Xiao, Y., Spectrochim. Acta Part A 2004, 60, 3007-3012.
127. Al-Abachi, M. Q., Haddi, H., Al-Abachi, A. M., Anal. Chim. Acta 2005, 554, 184-189.
128. Nour El-Dien, F. A., Mohamed, G. G., Farag, Y. Z. A., Spectrochim. Acta Part A 2006, 64, 210-215.
129. Pulgarin, M. J. A., Molina, A. A., Talanta 1993, 40, 1201-1206.
130. Pulgarin, M. J. A., Molina, A. A., Talanta 1994, 41, 21-30.
131. El Walily, A. F. M., Gazy, A. A. K., Belal, S. F., Khamis, E. F., J. Pharm. Biomed. Anal. 1999, 20, 643-653.
132. Muñoz de la Peña, A., Acedo-Valenzuela, M. I., Espinosa-Mansilla, A., Sánchez-Maqueda, R., Talanta 2002, 56, 635-642.
133. Muñoz de la Peña, A., Espinosa-Mansilla, A., Acedo Valenzuela, M. I., Goicoechea, H. C., Olivieri, A. C., Anal. Chim. Acta 2002, 463, 75-88.
134. Pulgarin, M. J. A., Molina, A. A., Pardo, M. T. A., Anal. Chim. Acta 2000, 423, 85-93.
135. Huang, C. Z., Feng, P., Li, Y. F., Tan, K. J., Wang, H. Y., Anal. Chim. Acta 2005, 538, 337-343.
136. Shamsipur, M., Talebpour, Z., Bijanzadeh, H. R., Tabatabaei, S., J. Pharm. Biomed. Anal 2002, 30, 1075-1085.
137. van Opstal, M. A. J., Wolters, R., Blauw, J. S., van Krimpen, P. C., et al., J. Pharm. Biomed. Anal. 1990, 8, 49-60.
138. Wolters, R., Van Opstal, M. A. J., Kateman, G., Anal. Chim. Acta 1990, 233, 65-76.
139. Meier, H., Tran-Minh, C., Anal. Chim. Acta 1992, 264, 13-22.
140. Carlsen, M., Christensen, L. H., Nielsen, J., Anal. Chim. Acta 1993, 274, 117-123.
141. García, M. S., Sánchez-Pendreño, C., Albero, M. I., Ródenas, V., J. Pharm. Biomed. Anal. 1994, 12, 1585-1589.
142. Li, Q S., Zhang, S. L., Yu, J. T., Microchem. J. 1995, 52, 166-173.
143. Duarte, M. M. M. B., de O. Neto, G., Kubota, L. T., Filho, J. L. L., et al., Anal. Chim. Acta 1997, 350, 353-357.
144. Lapierre, A. V., Olsina, R. A., Raba, J., Anal. Chim. Acta 1999, 396, 143-149.
145. Olsson, B., Anal. Chim. Acta 1988, 209, 123-133.
146. Brand, U., Scheper, T., Schügerl, K., Anal. Chim. Acta 1989, 226, 87-97.
147. Rank, M., Danielsson, B., Gram, J., Biosens. Bioelectron. 1992, 7, 631-635.
148. Rank, M., Gram, J., Danielsson, B., Anal. Chim. Acta 1993, 281, 521-526.
149. Zhong, L. C., Li, G. X., Sensor Actuat. B 1993, 13-14, 570-571.
150. He, H., Li, H., Uray, G., Wolfbeist, O. S., Talanta 1993, 40, 453-457.
151. Polster, J., Prestel, G., Wollenweber, M., Kraus, G., Gauglitz, G., Talanta 1995, 42, 2065-2072.
152. Leszczynfka, E., Glab, S., Sokól, A., Dzlegielewski, K., et al., Anal. Chim. Acta 1998, 368, 205-210.
153. Liu, J., Liang, L, Li, G., Han, R., Chen, K., Biosens. Bioelectron 1998, 13, 1023-1028.
154. Lyle, S. J., Yassin, S. S., Anal. Chim. Acta 1993, 274, 225-230.
155. El-Maali, N. A., Ghandour, M., Khodari, M., Talanta 1993, 40, 1833-1838.
156. Belal, F., Rizk, M. S., Eid, M., J. Pharm. Biomed. Anal. 1998, 17, 275-282.
157. Campanella, L., Mazzei, F., Sbrilli, R., Tomasseti, M., J. Pharm. Biomed. Anal. 1988, 6, 299-305.
158. Dumkiewicz, R., Talanta 1989, 36, 509-512.
159. Yao, S. Z., Shiao, J., Nie, L., Talanta 1989, 36, 1249-1252.
160. Meier, H., Kumaran, S., Danna, A. M., Tran-Minh, C., Anal. Chim. Acta 1991, 249, 405-411.
161. Santos, E. M. G., Araújo, A. N., Couto, C. M. C. M., Montenegro, M. C. B. C. M. et al., J. Pharm. Biomed. Anal. 2004, 36, 701-709.
162. Wan, H. B., Liu, J., Ang, K. C., Li, S. F. Y., Talanta 1998, 45, 663-671.
163. Pajchel, G., Tyski, S., J. Chromatogr. A 1999, 846, 223-226.
164. Michalska, K., Pajchel, G., Tyski, S., J. Chromatogr. B 2004, 800, 203-209.
165. Pajchel, G., Michalska, K., Tyski, S., J. Chromatogr. A 2004, 1032, 265-272.
166. Pajchel, G., Michalska, K., Tyski, S., J. Chromatogr. A 2005, 1087, 197-202.