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Research Article| Volume 76, ISSUE 2, P338-348, August 1970

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The fluorometric measurement of 4,4′-diaminodiphenyl sulfone and its acetylated derivatives in plasma and urine

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      Abstract

      A fluorometric method for the concurrent determination of DDS, MADDS, and DADDS in biological fluids has been described. Various tests have been applied that testify to the validity of the method. Lower limits of variability were 0.004 μg, 0.002 μg, and 0.2 μg of DDS, MADDS, and DADDS, respectively. The practical limits of sensitivity were 0.01 μg of DDS and MADDS with the use of 1 ml. of original sample. High sensitivity for measurement of DADDS was not pursued since no evidence was obtained that this compound was a metabolite of DDS or MADDS in animals or man. The specificity of the method has been demonstrated by examination of the contribution of various sulfone derivatives known, or suspected, to be metabolites of DDS in biological systems. Procedures for measuring various conjugates of DDS in urine have been described.

      Abbreviations:

      DDS (4,4′-diaminodiphenyl sulfone), MADDS (4-amino-4′-acetamidodiphenyl sulfone), DADDS (4,4′-diacetamidodiphenyl sulfone), DDS-G (4-amino-4′-N-glucosiduronodiphenyl sulfone), DDS-S (4-amino-4′-sulfamatodiphenyl sulfone), DDS-diS (4,4′-disulfamatodiphenyl sulfone), MADDS-S (4-acetamino-4′-sulfamatodiphenyl sulfone), DDS-H (4-amino-4′-hydroxyaminodiphenyl sulfone), MADDS-H (4-acetamido-4′-hydroxyaminodiphenyl sulfone), DDS-diH (4,4′-dihydroxyaminodiphenyl sulfone), DDS-3-OH (3-hydroxy-4,4′-diaminodiphenyl sulfone), MADDS-3′-OH (3-hydroxy-4-amino-4′-acetamidodiphenyl sulfone), DDS-2-OH (2-hydroxy-4,4′-diaminodiphenyl sulfone), MADDS-2′-OH (2-hydroxy-4-amino-4′-acetamidodiphenyl sulfone), DDS-2,2′-diOH (2,2′-dihydroxy-4,4′-diaminodiphenyl sulfone)
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      References

        • Shepard C.C.
        Chemotherapy of leprosy.
        Ann. Rev. Pharmacol. 1969; 9: 37
        • Simpson I.A.
        Method of sulfone estimations.
        Int. J. Leprosy. 1949; 17: 208
        • Glazko A.J.
        Determination of sulfone drugs in biological fluids.
        Int. J. Leprosy. 1950; 18: 261
        • Levy L.
        • Higgins L.
        Dapsone assay based on Schiff base formation.
        Int. J. Leprosy. 1966; 34: 411
        • Satake Y.
        Studies on anti-leprotic agents: Chemico-pharmacological studies on acetylated derivatives of 4,4′-diaminodiphenyl sulfone (DDS).
        Kumamoto Med. J. 1959; 12: 77
        • Chang T.
        • Chang S.F.
        • Baukema J.
        • Savory A.
        • Dill W.A.
        • Glazko A.J.
        Metabolic disposition of dapsone (4,4′-diaminodiphenyl sulfone; DDS).
        in: Fed. Proc. 28. 1969: 289 (Abst.)
        • Glazko A.J.
        • Dill W.A.
        • Baukema J.
        • Thompson P.E.
        Metabolic disposition of repository sulfone drugs.
        Int. J. Leprosy. 1968; 36 (Abst.): 511
        • Bushby S.R.M.
        • Woiwod A.J.
        The identification of the major diazotizable metabolite of 4,4′-diaminodiphenyl sulphone in rabbit urine.
        Biochem. J. 1956; 63: 406
        • Tsutsumi S.
        Analytical studies on antileprous drugs. IV. On the metabolic substances of human and rabbit urine after administration of 4,4′-diaminodiphenyl sulfone and 4,4′-diaminodiphenyl sulfoxide, with special reference to labile N-conjugates.
        Chem. Pharm. Bull. (Tokyo). 1961; 9: 432
        • Ellard G.A.
        Absorption, metabolism and excretion of di(p-aminophenyl) sulfone (dapsone) and di(p-aminophenyl) sulfoxide in man.
        Brit. J. Pharmacol. 1966; 26: 212
        • Peters J.H.
        • Lin S.C.
        • Levy L.
        A simple, rapid spot test for detection of dapsone in urine and preliminary studies on the metabolism of dapsone in man.
        Int. J. Leprosy. 1968; 36 (Abst.): 512
        • Wind C.A.
        • Vogh B.P.
        • Sonntag A.C.
        Studies of hydroxylamine formation from 4,4′-diaminodiphenyl sulfone (DDS) and its acyl derivatives.
        Pharmacologist. 1969; 11 (Abst.): 240
        • Glazko A.J.
        • Dill W.A.
        • Montalbo R.G.
        • Holmes E.L.
        A new analytical procedure for dapsone.
        Amer. J. Trop. Med. 1968; 17: 465
        • Ellard G.A.
        • Gammon P.T.
        A fluorometric method for the simultaneous deter mination of 4,4′-diaminodiphenyl sulfoue (DDS), N-acetyl-DDS (MADDS) and N,N′ diacetyl-DDS (DADDS) in serum or urine.
        Int. J. Leprosy. 1968; 36 (Abst.): 651
        • Peters J.H.
        Genetic factors in relation to drugs.
        Ann. Rev. Pharmacol. 1968; 8: 427
        • Peters J.H.
        • Gordon G.R.
        • Gelber R.
        • Levy L.
        • Glazko A.J.
        Polymorphic acetylation of dapsone (4,4′-diaminodiphenyl sulfone, DDS) in man.
        in: Fed. Proc. 29. 1970: 803 (Abst.)
        • Gordon G.R.
        • Peters J.H.
        • Gelber R.
        • Levy L.
        Metabolic disposition of dapsone (4,4′-diaminodiphenyl sulfone) in animals and man.
        in: Proc. West. Pharmacol. Soc. 1970 (In press)
        • Gordon G.R.
        • Peters J.H.
        Microbore column chromatography of 4,4′-diaminodiphenyl sulfone and its acetylated derivatives.
        J. Chromatogr. 1970; 47: 269
      1. Colwell, W. T., Jr., Chan, G., Peters, J. H., and Morrison, N. E.: Preparation and anti-mycobacterial activity of sulfones related to diaminodiphenyl sulfone. In preparation.

        • Peters J.H.
        • Morse W.C.
        • Schmidt L.H.
        A comparison of fluorometric and microbiologic procedures for measuring isoniazid in serum.
        Amer. Rev. Resp. Dis. 1965; 91: 225
      2. Ellard, G. A., Personal communication.