PIPER-METHYSTICUM

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    *****JOURNAL OF THE AMERICAN ACADEMY OF DERMATOLOGY*****
    Norton SA  Ruze P
    Kava dermopathy.
    In: J Am Acad Dermatol (1994 Jul) 31(1):89-97
    ISSN: 0190-9622

    Kava is a psychoactive beverage used ceremonially for thousands of years by
    Pacific Islanders. Kava is made from the root of the pepper plant, Piper
    methysticum, found in Polynesia, Melanesia, and Micronesia. The beverage is a
    nonfermented depressant with complex neuropharmacologic properties that causes a
    tranquil state of intoxication. Kava also affects the skin, causing a peculiar
    scaly eruption. The cutaneous effects were first reported by members of Captain
    James Cook's Pacific expeditions, but they have never been described in
    dermatologic literature. Heavy kava drinkers acquire a reversible ichthyosiform
    eruption, kava dermopathy. The cause is unknown but may relate to interference
    with cholesterol metabolism. Today kava is used across the Pacific in both
    traditional ceremonies and informal social events. In Western nations, kava is
    sold as a relaxant by health food stores. This article explores the history of
    kava dermopathy from Cook's early reports to its presence today.

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    *****LANCET*****
    Ruze P
    Kava-induced dermopathy: a niacin deficiency?
    In: Lancet (1990 Jun 16) 335(8703):1442-5
    ISSN: 0140-6736

    Heavy chronic consumption of kava (Piper methysticum) is associated with a
    pellagroid dermopathy that has been attributed to niacin deficiency. Over 200
    male kava drinkers in the Tonga Islands were interviewed and examined regarding
    the characteristic skin changes. A scaly rash suggestive of ichthyosis and eye
    irritation were present in some heavy kava drinkers. 29 kava drinkers with
    prominent skin changes were randomised to receive either 100 mg oral
    nicotinamide or placebo daily for three weeks. Skin examinations and photographs
    showed clinical improvement in 5/15 of the nicotinamide group and 5/14 of the
    placebo group. These data, along with history and physical examination findings,
    suggest that niacin deficiency is not responsible for the rash, which is more
    characteristic of an acquired ichthyosis.

    Registry Numbers:
    59-67-6 (Niacin)
    98-92-0 (Niacinamide)

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    *****ANNALES PHARMACEUTIQUES FRANCAISES*****
    Koch M  Plat M  Mehri H  Saillant JP  Kornowski H
    [Total kawalactones and dihydro-5,6 kawalactones determinations in kawa
    preparations (Piper methysticum Forst; Piperaceae)]
    Dosage des kawalactones totales et des dihydro-5,6 kawalactones dans les
    preparations de kawa (Piper methysticum Forst., Piperacees.
    In: Ann Pharm Fr (1973 Feb) 31(2):133-8
    ISSN: 0003-4509  (Published in French)
    [No Abstract Available]

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    *****ARCHIVES INTERNATIONALES DE PHARMACODYNAMIE ET DE THERAPIE*****
    Duffield PH  Jamieson DD  Duffield AM
    Effect of aqueous and lipid-soluble extracts of kava on the conditioned
    avoidance response in rats.
    In: Arch Int Pharmacodyn Ther (1989 Sep-Oct) 301:81-90
    ISSN: 0003-9780

    The aqueous, pyrone-free extract from kava (Piper methysticum) and the
    lipid-soluble extract (kava resin) were tested for their effect on
    amphetamine-induced hypermotility in mice and on conditioned avoidance response
    behavior in rats in a shelf-jump apparatus. Both kava extracts reduced
    amphetamine-induced hypermotility. Aqueous kava extract in i.p. doses of 30
    mg/kg to 500 mg/kg had no effect on conditioned avoidance responses. At or below
    100 mg/kg i.p. kava resin also failed to modify the number of conditioned
    avoidance responses obtained. However, 125 mg/kg of resin significantly reduced
    the number of conditioned avoidance responses by 18%. Increasing the dose of
    kava to 150 mg/kg caused ataxia and sedation which was so marked that a modified
    protocol was necessary. Only a marginally greater effect on conditioned
    avoidance response was obtained under these conditions. The effect of kava
    extract was slight compared to that of the standard antipsychotic drugs
    chlorpromazine and haloperidol in our procedure.

    Registry Numbers:
    300-62-9 (Amphetamine)
    50-53-3 (Chlorpromazine)
    52-86-8 (Haloperidol)

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    Jamieson DD  Duffield PH  Cheng D  Duffield AM
    Comparison of the central nervous system activity of the aqueous and lipid
    extract of kava (Piper methysticum).
    In: Arch Int Pharmacodyn Ther (1989 Sep-Oct) 301:66-80
    ISSN: 0003-9780

    The central nervous activity of the aqueous extract of kava was examined in
    mice, and compared to the effect of the lipid-soluble extract. The aqueous
    extract caused a loss of spontaneous activity without loss of muscle tone. No
    hypnotic effect was seen, but some analgesia was produced. The anticonvulsant
    effect against strychnine was very slight and there was no evidence of local
    anesthetic action. There was a slight anti-apomorphine effect and
    tetrabenazine-induced ptosis was decreased. The lipid-soluble extract (kava
    resin) also decreased spontaneous motility, together with a marked reduction of
    motor control. Hypnosis, determined by loss of righting reflex, was produced,
    analgesia was marked, and a local anesthetic action evident. Kava resin also
    decreased apomorphine-induced hyperreactivity and partially reversed
    tetrabenazine-induced ptosis. Kava resin produces a greater range of
    pharmacological actions than the aqueous extract, and the latter is orally
    inactive in mice and rats. The pharmacological effects of kava ingestion appear
    to be due to the activity of the compounds present in the lipid-soluble
    fraction.

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    *****BIOMEDICAL AND ENVIRONMENTAL MASS SPECTROMETRY*****
    Cheng D  Lidgard RO  Duffield PH  Duffield AM  Brophy JJ
    Identification by methane chemical ionization gas chromatography/mass
    spectrometry of the products obtained by steam distillation and aqueous acid
    extraction of commercial Piper methysticum.
    In: Biomed Environ Mass Spectrom (1988 Nov) 17(5):371-6
    ISSN: 0887-6134

    Bornyl cinnamate has been identified as a constituent of kava resin and of the
    steam distillate of Piper methysticum. 5- Hydroxydihydrokawain was identified in
    commercial samples of P. methysticum originating from Vanuatu provided an
    initial aqueous extraction was employed. Commercial preparations, and fresh
    samples of the root of this plant from Fiji, lacked this compound. Two
    previously described N-cinnamoyl pyrrolidine alkaloids were also observed along
    with stigmasterol in kava resin from Fiji and Vanuatu. The products derived from
    aqueous 2 M hydrochloric acid extraction of P. methysticum were determined from
    methane chemical ionization gas chromatography/mass spectrometry analysis which
    identified a series of hydroxylated compounds (15a-d) derived from formal
    decarbonylation of the parent kava lactones. The products (13a-c) of dehydration
    of these compounds were also observed. The efficiency of kava resin extraction
    from plant material by water (the traditional method of preparation of the kava
    beverage) was typically 5-10% of that recovered by direct extraction with an
    organic solvent.

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    *****EUROPEAN JOURNAL OF PHARMACOLOGY*****
    Gleitz J  Friese J  Beile A  Ameri A  Peters T
    Anticonvulsive action of (+/-)-kavain estimated from its properties on
    stimulated synaptosomes and Na+ channel receptor sites.
    In: Eur J Pharmacol (1996 Nov 7) 315(1):89-97
    ISSN: 0014-2999

    Kava pyrones are constituents of the intoxicating pepper (Piper methysticum
    Forst), which has been shown to be anticonvulsive. The question of how the
    excitability of neurons is affected was investigated by determining the
    interaction of (+/-)-kavain with epitopes (site 1, site 2) of voltage-dependent
    Na+ channels and the action of (+/-)-kavain on 4-aminopyridine-stimulated
    synaptosomes as model of repetitive firing neurons. [3H]Saxitoxin and
    [3H]batrachotoxin were used for radioligand-binding assays performed with
    synaptosomal membranes. Gultamate released from 4-aminopyridine- stimulated
    cerebrocortical synaptosomes and the cytosolic concentrations of Na+ and Ca2+
    ([Na+]i, [Ca+]i) were detected fluorometrically by using an enzyme-linked assay,
    sodium-binding benzofuranisophthalate (SBFI) and Fura-2, respectively.
    (+/-)-Kavain failed to compete with [3H]saxitoxin up to 400 mumol/l but dose-
    dependently suppressed binding of [3H]batrachotoxin with an IC50 value of 88
    mumol/l (Ki = 72 mumol/l) although displacement of [3H]batrachotoxin was
    restricted to 33% of control at 400 mumol/l (+/- )-kavain. In stimulated
    synaptosomes, 5 mmol/l 4-aminopyridine provoked an increase in [Na+]i and
    [Ca2+]i by 9 mmol/l Na+ and 235 nmol/l Ca2+. Comparable to the reduction in
    [3H]batrachotoxin binding, 400 mumol/l (+/-)-kavain suppressed the increase in
    [Na+]i and [Ca2+]i to 38 and 29% of control, respectively. Consistent with the
    increase in [Na+]i and [Ca2+]i, 5 mmol/l 4-aminopyridine provoked glutamate
    release (rate: 38 pmol/s*mg protein) which was dose- dependently diminished to
    60% of control by 400 mumol/l (+/-)-kavain. KCl depolarization (40 mmol/l)
    provoked an increase in [Ca2+]i and glutamate release almost identical to the
    responses elicited by 4- aminopyridine but 400 mumol/l (+/-)-kavain suppressed
    only the rate of glutamate release by 9% of control. The data suggest an
    interaction of (+/-)-kavain with voltage-dependent Na+ and Ca2+ channels,
    thereby suppressing the 4-aminopyridine-induced increase in [Na+]i, [Ca2+]i and
    the release of endogenous glutamate.

    Registry Numbers:
    1635-33-2 (kavain)
    35523-89-8 (Saxitoxin)
    504-24-5 (4-Aminopyridine)
    56-86-0 (Glutamic Acid)
    7440-23-5 (Sodium)
    7440-70-2 (Calcium)

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    Backhauss C  Krieglstein J
    Extract of kava (Piper methysticum) and its methysticin constituents protect
    brain tissue against ischemic damage in rodents.
    In: Eur J Pharmacol (1992 May 14) 215(2-3):265-9
    ISSN: 0014-2999

    The purpose of the present study was to test whether kava extract and its
    constituents kawain, dihydrokawain, methysticin, dihydromethysticin and yangonin
    provide protection against ischemic brain damage. To this end, we used a model
    of focal cerebral ischemia in mice and rats. Ischemia was induced by
    microbipolar coagulation of the left middle cerebral artery (MCA). To quantify
    the size of the lesion in mice, the area of the infarct on the brain surface was
    assessed planimetrically 48 h after MCA occlusion by transcardial perfusion of
    carbon black. In the rat model infarct volume was determined 48 h after MCA
    occlusion by planimetric analysis and subsequent integration of the infarct
    areas on serial coronal slices. Compounds were administered i.p., except the
    kava extract, which was administered orally. The effects of the kava extract and
    its constituents were compared with those produced by the typical
    anticonvulsant, memantine. The kava extract, methysticin and dihydromethysticin
    produced effects similar to those of the reference substance memantine. The kava
    extract (150 mg/kg, 1 h before ischemia) diminished the infarct area (P less
    than 0.05) in mouse brains and the infarct volume (P less than 0.05) in rat
    brains. Methysticin, dihydromethysticin (both 10 and 30 mg/kg, 15 min before
    ischemia) and memantine (20 mg/kg, 30 min before ischemia) significantly reduced
    the infarct area in mouse brains. All other compounds failed to produce a
    beneficial effect on the infarct area in mouse brains. In conclusion, the kava
    extract exhibited neuroprotective activity, which was probably mediated by its
    constituents methysticin and dihydromethysticin.

    Registry Numbers:
    19982-08-2 (Memantine)
    495-85-2 (methysticin)

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    *****HAWAII MEDICAL JOURNAL*****
    Hope BE  Massey DG  Fournier-Massey G
    Hawaiian materia medica for asthma.
    In: Hawaii Med J (1993 Jun) 52(6):160-6
    ISSN: 0017-8594

    A literature search and traditional narration determined that at least 58 herbs
    with scientific names were commonly used by Hawaiians for asthma. Of particular
    note were Piper methysticum, solanum americanum, and Aleurites molucana with
    oral tradition singling out Sophora chrysophylla. These four therapeutic agents,
    especially Sophora, have scientific merit and warrant further investigation
    because of the recent increase in asthma mortality, their potential for improved
    patient compliance, minimal of side effects, and the low cost.

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    *****JOURNAL OF CHROMATOGRAPHY*****
    Duffield AM  Jamieson DD  Lidgard RO  Duffield PH  Bourne DJ
    Identification of some human urinary metabolites of the intoxicating beverage
    kava.
    In: J Chromatogr (1989 Jul 28) 475:273-81
    ISSN: 0021-9673

    Methane chemical ionization (CI) gas chromatography-mass spectrometry (GC-MS)
    has been used to identify some of the human urinary metabolites of the kava
    lactones following ingestion of kava prepared by the traditional method of
    aqueous extraction of Piper methysticum. All seven major, and several minor,
    kava lactones were identified in human urine. Observed metabolic transformations
    include the reduction of the 3,4-double bond and/or demethylation of the
    4-methoxyl group of the alpha-pyrone ring system. Demethylation of the
    12-methoxy substituent in yangonin (or alternatively hydroxylation at C-12 of
    desmethoxyyangonin) was also recognised. This product was isolated by
    high-performance liquid chromatographic analysis of crude urine extracts and
    characterised by methane CI GC-MS. In contrast to the situation prevailing in
    the rat no dihydroxylated metabolites of the kava lactones, or products from
    ring opening of the 2-pyrone ring system, were identified in human urine. GC-MS
    analysis of urine can be readily utilised to determine whether donors have
    recently consumed kava.

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    *****JOURNAL OF ETHNOPHARMACOLOGY*****
    Locher CP  Burch MT  Mower HF  Berestecky J  Davis H  Van Poel B   Lasure A
    Vanden Berghe DA  Vlietinck AJ
    Anti-microbial activity and anti-complement activity of extracts obtained from
    selected Hawaiian medicinal plants.
    In: J Ethnopharmacol (1995 Nov 17) 49(1):23-32
    ISSN: 0378-8741

    Selected plants having a history of use in Polynesian traditional medicine for
    the treatment of infectious disease were investigated for anti-viral,
    anti-fungal and anti-bacterial activity in vitro. Extracts from Scaevola
    sericea, Psychotria hawaiiensis, Pipturus albidus and Eugenia malaccensis showed
    selective anti-viral activity against Herpes Simplex Virus-1 and 2 and Vesicular
    Stomatitis Virus. Aleurites moluccana extracts showed anti-bacterial activity
    against Staphylococcus aureus and Pseudomonas aeruginosa, while Pipturus albidus
    and Eugenia malaccensis extracts showed growth inhibition of Staphylococcus
    aureus and Streptococcus pyogenes. Psychotria hawaiiensis and Solanum niger
    inhibited growth of the fungi Microsporum canis, Trichophyton rubrum and
    Epidermophyton floccosum, while Ipomoea sp., Pipturus albidus, Scaevola sericea,
    Eugenia malaccensis, Piper methysticum, Barringtonia asiatica and Adansonia
    digitata extracts showed anti-fungal activity to a lesser extent. Eugenia
    malaccensis was also found to inhibit the classical pathway of complement
    suggesting that an immunological basis for its in vivo activity was identified.
    This study has confirmed some of the ethnobotanical reports of Hawaiian
    medicinal plants having curative properties against infections using biological
    assays in vitro.

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    Singh YN
    Kava: an overview.
    In: J Ethnopharmacol (1992 Aug) 37(1):13-45
    ISSN: 0378-8741

    Since the first significant contact with Europeans in the 18th century, the
    Oceanic plant, Piper methysticum Forst. (Piperaceae) and the beverage prepared
    from it, both of which are called kava, have become familiar to much of the
    outside world through both the written and visual media. The ceremonial
    preparation and consumption of the beverage are probably its most conspicuous
    and spectacular features. Kava continues to occupy a central place in everyday
    life in the islands concerned, although its role has been somewhat diminished by
    time and outside influences. Despite the large body of literature on kava--about
    800 entries are listed in a recent bibliography by Singh (1986)--there has been
    no comprehensive review on the subject. Earlier contributions by Keller and
    Klohs (1963) and Shulgin (1973) were selective in treatment and dealt primarily
    with chemical and pharmacological aspects. The monograph by Steinmetz (1960)
    remains a standard reference but understandably some of the information in it
    has become dated. The attention of the reader is also drawn to two excellent
    additions to the recent kava literature, by Lebot and Cabalion (1988) and
    Brunton (1989), which are, although somewhat restricted in focus, are very
    significant contributions to the subject. The present review paper provides an
    updated and a multidisciplinary overview of the subject. It was prepared on the
    basis of the author's personal experience--he is a native of Fiji and lived in
    that country for about 30 years--as well as the relevant literature listed in
    the Singh (1986) bibliography and some more recent publications.

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    *****NAUNYN-SCHMIEDEBERGS ARCHIVES OF PHARMACOLOGY*****
    Schmitz D  Zhang CL  Chatterjee SS  Heinemann U
    Effects of methysticin on three different models of seizure like events studied
    in rat hippocampal and entorhinal cortex slices.
    In: Naunyn Schmiedebergs Arch Pharmacol (1995 Apr) 351(4):348-55
    ISSN: 0028-1298

    Methysticin is one of the constituents of Piper methysticum which possesses
    anticonvulsant and neuroprotective properties. Its effects on different in vitro
    seizure models were tested using extracellular recordings in rat temporal cortex
    slices containing the hippocampus and the entorhinal cortex. Elevating [K+]0
    induced seizure-like events with tonic and clonic electrographic phases in area
    CA1. Lowering [Ca2+]0 caused recurrent seizure like episodes with large negative
    field potential shifts. Lowering Mg2+ induced short recurrent discharges in area
    CA3 and CA1 while ictaform events lasting for many seconds were induced in the
    subiculum, entorhinal and temporal neocortex. In the hippocampus the activity
    stayed stable over a number of hours. In contrast, the ictaform events in the
    subiculum, entorhinal and temporal cortex changed their characteristics after
    one to two hours to late recurrent discharges. In a concentration-range from 10
    to 100 microM methysticin reversibly blocked all these types of epileptiform
    activity. Decreases in [Ca2+]0 and associated slow field potentials evoked by
    repetitive stimulation of the stratum radiatum or the alveus remained almost
    unaffected by methysticin. A paired pulse stimulus paradigm used to test for
    effects of methysticin on synaptically evoked transient field potentials in
    normal medium revealed interference with mechanisms involved in frequency
    potentiation. While responses to alvear stimulation were largely unaffected, the
    responses to a paired pulse stimulus to stratum radiatum were depressed over the
    whole range of tested stimulus intervals. The findings suggest that methysticin
    has effects on different patterns of epileptiform activity possibly by
    interfering with processes responsible for frequency potentiation.

    Registry Numbers:
    495-85-2 (methysticin)
    7439-95-4 (Magnesium)
    7440-09-7 (Potassium)
    7440-70-2 (Calcium)

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    *****NEUROPHARMACOLOGY*****
    Gleitz J  Beile A  Peters T
    (+/-)-Kavain inhibits veratridine-activated voltage-dependent Na(+)- channels in
    synaptosomes prepared from rat cerebral cortex.
    In: Neuropharmacology (1995 Sep) 34(9):1133-8
    ISSN: 0028-3908

    Kava pyrones are pharmacologically active compounds extracted from Piper
    methysticum Forst. Because kava pyrones were characterized by their
    anticonvulsive, analgesic and centrally muscle relaxing action, we investigated
    the influence of (+/-)-kavain, a synthetic kava pyrone, on
    veratridine-stimulated increase in intrasynaptosomal Na+ concentration ([Na+]i)
    of rat cerebrocortical synaptosomes. [Na+]i was measured spectrofluorometrically
    employing SBFI as Na+ sensitive fluorescence dye. Veratridine (5 mumol/I)
    enhanced basal [Na+]i 6.6- fold from 11.3 to 74.1 mmol/l Na+. Incubation of
    synaptosomes for 100 sec with (+/-)-kavain was sufficient to reduce dose
    dependently the stimulated increase of [Na+]i with an IC50 value of 86.0
    mumol/l, and almost complete inhibition of Na(+)-channels was attained with 400
    mumol/l) reduced veratridine-elevated [Na+]i to 30.4% and 7.9% of control
    whereas the centrally acting muscle relaxant mephenesin (400 mumol/l) was
    without any effect. Postapplication of 400 mumol/l (+/-)- kavain or 10 mumol/l
    TTX immediately diminished veratridine-elevated [Na+]i to nearly basal levels
    with a half life time of 69.7 and 41.8 sec, respectively. To study the influence
    of (+/-)-kavain on non stimulated synaptosomes, an increase in [Na+]i was
    induced by 200 mumol/l ouabain, which enhanced [Na+]i hyperbolically with an
    initial rate of 18.4 mmol Na+/l min. Preincubation of synaptosomes with 400
    mumol/l (+/-)-kavain or 10 mumol/l TTX partly prevented Na(+)-influx for both
    compounds to the same extent of about 57% of control. The presented data
    indicate a fast and specific inhibition of voltage- dependent Na(+)-channels by
    (+/-)-kavain.

    Registry Numbers:
    1635-33-2 (kavain)
    71-62-5 (Veratridine)
    7440-23-5 (Sodium)

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    *****NEUROPSYCHOBIOLOGY*****
    Munte TF  Heinze HJ  Matzke M  Steitz J
    Effects of oxazepam and an extract of kava roots (Piper methysticum) on
    event-related potentials in a word recognition task.
    In: Neuropsychobiology (1993) 27(1):46-53
    ISSN: 0302-282X

    Twelve healthy volunteers were tested in a double-blind crossover study to
    assess the effects of oxazepam and an extract of kava roots (Piper methysticum)
    on behavior and event-related potentials (ERPs) in a recognition memory task.
    The subjects' task was to identify within a list of visually presented words
    those that were shown for the first time and those that were being repeated. The
    repeated words were associated with an increased positivity beginning
    approximately 250 ms poststimulus. Oxazepam led to a reduction of a negative
    component in the 250-500 ms range for both old and new words and to a reduction
    of the old/new difference in the ERP associated with a significantly worse
    recognition rate. Kava on the other hand showed a slightly increased recognition
    rate and a larger ERP difference between old and new words.

    Registry Numbers:
    604-75-1 (Oxazepam)

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    *****PHARMACOLOGY AND TOXICOLOGY*****
    Davies LP  Drew CA  Duffield P  Johnston GA  Jamieson DD
    Kava pyrones and resin: studies on GABAA, GABAB and benzodiazepine binding sites
    in rodent brain.
    In: Pharmacol Toxicol (1992 Aug) 71(2):120-6
    ISSN: 0901-9928

    Kava, an intoxicating beverage prepared from the pepper plant Piper methysticum,
    is widely consumed by the indigenous peoples in the islands of the South
    Pacific. As the first of a series of studies on the neuropharmacological
    interactions of kava with CNS receptors we tested purified pyrones and kava
    resin for activity on GABA and benzodiazepine binding sites in rat and mouse
    brain membranes. Only weak activity was observed on GABAA binding sites in
    washed synaptosomal membranes prepared from rat brain and this was abolished by
    extraction of the membranes with Triton X-100, suggesting that lipid soluble
    components were involved. No effects were observed on GABAB binding sites in rat
    brain membranes in vitro. Kava resin and pyrones exerted some weak effects on
    benzodiazepine binding in vitro but this did not correlate with pharmacological
    activity. In addition, in ex vivo studies, no effects were observed on
    [3H]diazepam binding to brain membranes prepared from mice in which selected
    kava constituents were injected intraperitoneally, whereas similarly
    administered diazepam (5 mg/kg) inhibited [3H]diazepam binding by greater than
    95%. Similar lack of activity was observed in in vivo binding studies; injection
    of kava resin failed to influence the CNS binding of the benzodiazepine-receptor
    ligand [3H]Ro15-1788 injected into mice prior to sacrifice. The pharmacological
    activities of kava resin and pyrones do not appear to be explained by any
    significant interaction with GABA or benzodiazepine binding sites.

    Registry Numbers:
    12794-10-4 (benzodiazepine)
    56-12-2 (GABA)
    78755-81-4 (Flumazenil)

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    *****PLANTA MEDICA*****
    Gleitz J  Beile A  Wilkens P  Ameri A  Peters T
    Antithrombotic action of the kava pyrone (+)-kavain prepared from Piper
    methysticum on human platelets.
    In: Planta Med (1997 Feb) 63(1):27-30
    ISSN: 0032-0943

    (+)-Kavain, a 4-methoxy-alpha-pyrone prepared from Piper methysticum Forst.
    (Piperaceae), was investigated regarding its assumed antithrombotic action on
    human platelets which was deduced from its ability to suppress arachidonic acid
    (AA)-induced aggregation, exocytosis of ATP, and inhibition of cyclooxygenase
    (COX) and thromboxane synthase (TXS) activity, the latter two effects being
    estimated from the generation of prostaglandin E2 (PGE2) and thromboxane A2
    (TXA2), respectively. Exogenously applied AA (100 mumol/l) provoked a 90%
    aggregation of platelets, the release of 14 pmol ATP, and the formation of
    either 220 pg TXA2 or 43 pg PGE2, each parameter being related to 10(6)
    platelets. An application of (+)- kavain 5 min before AA, dose-dependently
    diminished aggregation, ATP- release, and the synthesis of TXA2 and PGE2 with
    IC50 values of 78, 115, 71, and 86 mumol/l, respectively. The similarity of the
    IC50 values suggest an inhibition of COX by (+)-kavain as primary target, thus
    suppressing the generation of TXA2 which induces aggregation of platelets and
    exocytosis of ATP by its binding on TXA2-receptors.

    Registry Numbers:
    EC 5.3.99.5 (Thromboxane Synthetase)
    1635-33-2 (kavain)
    363-24-6 (Dinoprostone)
    57576-52-0 (Thromboxane A2)

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    *****PSYCHOPHARMACOLOGY*****
    Jussofie A  Schmiz A  Hiemke C
    Kavapyrone enriched extract from Piper methysticum as modulator of the GABA
    binding site in different regions of rat brain.
    In: Psychopharmacology (Berl) (1994 Dec) 116(4):469-74
    ISSN: 0033-3158

    Regional differences in the modulation of [3H] muscimol binding to GABAA
    receptor complexes by kavapyrones, compounds of the rhizome of the plant Piper
    methysticum which possess sedative activity, were demonstrated using membrane
    fractions obtained from target brain centers of kavapyrone action: hippocampus
    (HIP), amygdala (AMY) and medulla oblongata (MED), and from brain centers
    outside the main kavapyrone effects as frontal cortex (FC) and cerebellum (CER).
    The kava extract enhanced the binding of [3H] muscimol in a concentration-
    dependent manner with maximal potentiation of 358% over control in HIP followed
    by AMY and MED (main target brain centers). Minimal stimulation was observed in
    CER followed by FC. In contrast, apart from CER, the potency of kavapyrones was
    similar in the brain areas investigated with EC50 values ranging between 200 and
    300 microM kavapyrones. Scatchard analysis revealed that the observed effects of
    kavapyrones were due to an increase in the number of binding sites (Bmax),
    rather than to a change in affinity. At a kavapyrone concentration of 500 microM
    the order of enhancement in Bmax was HIP = AMY > MED > FC > CER. When
    kavapyrones are included together with pentobarbital or HPO the two classes of
    compounds produced a more than additive, i.e., synergetic effect on [3H]
    muscimol binding. Our findings suggest that one way kavapyrones might mediate
    sedative effects in vivo is through effects on GABAA receptor binding.

    Registry Numbers:
    2763-96-4 (Muscimol)
    439-14-5 (Diazepam)
    76-74-4 (Pentobarbital)

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