Page 829 - Basic _ Clinical Pharmacology ( PDFDrive )
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                                                                                               H
                                                                                                             E
                                                                                                          T
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                                                                                                   A
                    Tetracyclines,

                    Macrolides, Clindamycin,


                    Chloramphenicol,


                    Streptogramins, &


                    Oxazolidinones




                    Camille E. Beauduy, PharmD, &
                    Lisa G. Winston, MD










                       C ASE  STUD Y

                       A 22-year-old woman presents to her college medical clinic   motion tenderness is present. A first-catch urine specimen is
                       complaining of a 2-week history of vaginal discharge. She   obtained for chlamydia and gonorrhea nucleic acid amplifi-
                       denies any fever or abdominal pain but does report vaginal   cation testing. A urine pregnancy test is also ordered as the
                       bleeding after sexual intercourse. When questioned about   patient reports she “missed her last period.” Pending these
                       her  sexual  activity, she  reports  having  vaginal intercourse,   results, the decision is made to treat her presumptively for
                       at times unprotected, with two men in the last 6 months. A   chlamydial cervicitis. What are two potential treatment
                       pelvic examination is performed and is positive for muco-  options for her possible chlamydial infection? How does her
                       purulent discharge from the endocervical canal. No cervical   potential pregnancy affect the treatment decision?




                    The  drugs  described  in this chapter  inhibit  bacterial protein   OH  O   OH     O
                    synthesis by binding to and interfering with ribosomes. Most are       11       OH  1       O
                    bacteriostatic, but a few are bactericidal against certain organ-  9  10     12       2  C  NH
                    isms. Tetracycline and macrolide resistance is common. Except   8  7                  3  OH   2
                    for tigecycline and the streptogramins, these antibiotics may be     R  6    5  R  H  4
                                                                                                             3 2
                    administered orally.                                            R 7   6  OH H   5    N(CH )
                                                                                                                 Renal
                                                                                                               Clearance
                                                                                             R 7     R 6   R 5  (mL/min)
                    ■    TETRACYCLINES                                       Chlortetracycline  C I  CH 3 3  H    35
                                                                                                                  90
                                                                                                          OH
                                                                                                    CH
                                                                                           H
                                                                             Oxytetracycline
                                                                             Tetracycline  H        CH3   H       65
                                                                             Demeclocycline  C I    H     H       35
                    All of the tetracyclines have the basic structure shown at right:  Methacycline  H  CH *  OH  31
                                                                                                      2
                                                                             Doxycycline   H        CH *  OH      16
                                                                                                      3
                                                                             Minocycline   N(CH )   H     H       10
                                                                                              3 2
                                                                             *There is no   OH at position 6 on methacycline and doxycycline.
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