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Urinary Pyrrole (Mauve Factor): Metric for Oxidative Stress in Behavioral Disorders

                                    Woody R. McGinnis M.D.

Urinary pyrrole, “Mauve Factor” for its chromatographic appearance, was found elevated
in 60% of schizophrenics four decades ago by Hoffer, who reported that high doses of
niacinamide lowered pyrrole levels, and that symptoms improved accordingly. Pfeiffer
introduced successful treatment with zinc, vitamin B6 and generous anti-oxidants. Many
thousands of patients have responded to these approaches, often dramatically.

The frequency of elevated pyrrole is 70% in Down syndrome                                                 O        OH
(Jackson, Riordan), 50% in autism (Audhya), 40% in alcoholism                                                                      COOH
(Mathews-Larson), and 30% in ADHD (Walsh). Irrespective of                  l
behavioral diagnosis, elevation is associated with poor tolerance
of physical and emotional stress, which increases urinary levels                                           O   IsoLevuglandin E2
and necessitates dosing adjustments. Low red cell (Audhya) and
white cell (McLaren-Howard) zinc levels correlate with pyrrole                                                          protein-NH
levels, as do zinc (and B6) requirements, which may be great.

Mauve Factor is unstable in presence of light, and was mis-
                                                                                                          O        OH
identified as kryptopyrrole (KP) until improved technology in 1976
                                                                                                                                COOH
established that hydroxyhemopyrrolin-2-one (HPL), a hydroxy-                               protein-- N
lactam of hemopyrrole, is Mauve Factor, or at least its key moiety.
Laboratories use KP or HPL as standard for this economical test.                                                Schiff base


HPL inhibits heme synthesis (Graham). Experimentally, heme
inhibition results in lower cellular zinc, and higher iron and oxidative-
stress levels (Ames). Heme-dependent enzymes, which play                                                            OH

key roles in anti-oxidant defense, include catalase, peroxidase,                                                                COOH
                                                                                            protein-- N
NO-synthase, cystathionine synthase, heme-hemopexin (synthesis
of metallothionein), p450, and cytochromes for energy production.
                                                                                                                  Pyrrole

Mauve Factor is strongly associated with depletion of arachidonic
acid (Bibus), which is attacked by free radicals to form levuglandins
and isolevuglandins, which in turn produce pyrrolic tissue adducts.
These pyrrolic adducts consistently auto-oxidize to form a hydroxy-                                                 OH
                                                                                                    HO
lactam (Salomon), and the pyrrolic moiety of these adducts corres-                                                                   COOH
ponds precisely to the structure of HPL. Urinary pyrroles are known                          protein-- N
to result from the formation of pyrrolic tissue adducts (Batoreu).
                                                                                                           O
                                                                                                               Hydroxylactam
Thus, Mauve Factor appears to derive from oxidative injury to
                                                                                Boxed-area is HPL (Hydroxyhemopyrrolin-2-one), putative Mauve Factor
lipid and protein. Current research seeks to correlate Mauve Factor
with glutathione, GSH-peroxidase, lipoperoxide, isoprostane, and
apoptosis levels. The clinical experience with Mauve Factor in the
abnormal behaviors should heighten interest in the causal role of
oxidative stress and advance treatment for these disorders.
Oxidative stress in_behavioral_dsiorders

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Oxidative stress in_behavioral_dsiorders

  • 1. Urinary Pyrrole (Mauve Factor): Metric for Oxidative Stress in Behavioral Disorders Woody R. McGinnis M.D. Urinary pyrrole, “Mauve Factor” for its chromatographic appearance, was found elevated in 60% of schizophrenics four decades ago by Hoffer, who reported that high doses of niacinamide lowered pyrrole levels, and that symptoms improved accordingly. Pfeiffer introduced successful treatment with zinc, vitamin B6 and generous anti-oxidants. Many thousands of patients have responded to these approaches, often dramatically. The frequency of elevated pyrrole is 70% in Down syndrome O OH (Jackson, Riordan), 50% in autism (Audhya), 40% in alcoholism COOH (Mathews-Larson), and 30% in ADHD (Walsh). Irrespective of l behavioral diagnosis, elevation is associated with poor tolerance of physical and emotional stress, which increases urinary levels O IsoLevuglandin E2 and necessitates dosing adjustments. Low red cell (Audhya) and white cell (McLaren-Howard) zinc levels correlate with pyrrole protein-NH levels, as do zinc (and B6) requirements, which may be great. Mauve Factor is unstable in presence of light, and was mis- O OH identified as kryptopyrrole (KP) until improved technology in 1976 COOH established that hydroxyhemopyrrolin-2-one (HPL), a hydroxy- protein-- N lactam of hemopyrrole, is Mauve Factor, or at least its key moiety. Laboratories use KP or HPL as standard for this economical test. Schiff base HPL inhibits heme synthesis (Graham). Experimentally, heme inhibition results in lower cellular zinc, and higher iron and oxidative- stress levels (Ames). Heme-dependent enzymes, which play OH key roles in anti-oxidant defense, include catalase, peroxidase, COOH protein-- N NO-synthase, cystathionine synthase, heme-hemopexin (synthesis of metallothionein), p450, and cytochromes for energy production. Pyrrole Mauve Factor is strongly associated with depletion of arachidonic acid (Bibus), which is attacked by free radicals to form levuglandins and isolevuglandins, which in turn produce pyrrolic tissue adducts. These pyrrolic adducts consistently auto-oxidize to form a hydroxy- OH HO lactam (Salomon), and the pyrrolic moiety of these adducts corres- COOH ponds precisely to the structure of HPL. Urinary pyrroles are known protein-- N to result from the formation of pyrrolic tissue adducts (Batoreu). O Hydroxylactam Thus, Mauve Factor appears to derive from oxidative injury to Boxed-area is HPL (Hydroxyhemopyrrolin-2-one), putative Mauve Factor lipid and protein. Current research seeks to correlate Mauve Factor with glutathione, GSH-peroxidase, lipoperoxide, isoprostane, and apoptosis levels. The clinical experience with Mauve Factor in the abnormal behaviors should heighten interest in the causal role of oxidative stress and advance treatment for these disorders.