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20-September-2008 09:55:49 - Reserpine The references used in this article may be clearer with a different or consistent style of citation, footnoting, or external linking. August 2008 Reserpine Systematic IUPAC name methyl-11,17α-dimethoxy-18β-3,4,5-trimethoxybenzoyl oxy-3β,20α-yohimban-16β-carboxylate2 Identifiers CAS number 50-55-5 ATC code C02AA02 PubChem 5770 DrugBank APRD00472 Chemical data Formula C33H40N2O9 Mol. mass 608.68 g/mol Pharmacokinetic data Bioavailability 50% Metabolism gut/liver Half life phase 1 = 4.5h, phase 2 = 271h, average = 33h Excretion 62% feces / 8% urine Therapeutic considerations Licence data US Pregnancy cat. D fetotoxic Legal status Rx-only some countries banned/discontinued Routes oral Reserpine is an indole alkaloid3 antipsychotic and antihypertensive drug that has been used for the control of high blood pressure and for the relief of psychotic behaviors, although because of the development of better drugs for these purposes and because of its numerous side-effects, it is rarely used today.1 The antihypertensive actions of Reserpine are a result of its ability to deplete catecholamines among the others from peripheral sympathetic nerve endings. These substances are normally involved in controlling heart rate, force of cardiac contraction and peripheral resistance. .4 Reserpine depletion of monoamine neurotransmitters in the synapses is often cited as evidence to the theory that depletion of the neurotransmitters causes subsequent depression in humans. Moreover, reserpine has a peripheral action in many parts of the body, resulting in a preponderance of the cholinergic part of the nervous system GI-Tract, smooth muscles vessels. Contents 1 Mode of action 2 History 3 Uses today 4 Side effects 5 References 6 Footnotes 7 External links Mode of action Reserpine acts by blocking the vesicular monoamine transporter VMAT, which normally transports norepinephrine, serotonin, and dopamine into presynaptic vesicles. The unprotected neurotransmitters are subsequently metabolized by MAO and therefore never reach the synapse 2 History Reserpine was isolated in 1952 from the dried root of Rauwolfia serpentina Indian snakeroot,5 which had been known as Sarpaganda and had been used for centuries there for the treatment of insanity, as well as fever and snakebites3 - even Mahatma Gandhi used it as a tranquilizer during his lifetime.4 and introduced it in 1954, two years after chlorpromazine.6 Reserpine almost irreversibly blocks the uptake and storage of norepinephrine i.e. noradrenaline and dopamine into synaptic vesicles by inhibiting the Vesicular Monoamine Transporters VMAT.7 Reserpine has been discontinued in the UK for some years due to its vast interactions and side effects. Reserpine was also highly influential in promoting the thought of a biogenic-amine hypothesis of depression - see Everett Tolman, 1959. Uses today Reserpine is one of the few antihypertensive medications that have been shown in randomized controlled trials to reduce mortality: The Hypertension Detection and Follow-up Program,5 the Veterans Administration Cooperative Study Group in Anti-hypertensive Agents,6 and the Systolic Hypertension in the Elderly Program.7 Reserpine is listed as a second line choice by the JNC 7.8 Reserpine is an excellent second agent for patients who are uncontrolled on a diuretic.9 It is also used to treat symptoms of dyskinesia in patients sufferring from Huntington's disease.10 In some countries reserpine is still available as part of combination drugs for the treatment of hypertension, in most cases they contain also a diuretic and/or a vasodilator like hydralazine. These combinations are currently regarded as second choice drugs. The daily dose of reserpine in antihypertensive treatment is as low as 0.1 to 0.25mg. The use of reserpine as an antipsychotic drug has been nearly completely abandoned. Originally, doses of 0.5mg to 40mg daily were used to treat psychotic diseases. Doses in excess of 3mg daily often required use of an anticholinergic drug to combat excessive cholinergic activity in many parts of the body as well as parkinsonism. Reserpine may be used as a sedative for horses. Side effects At doses of less than 0.2 mg/day, reserpine has few side effects, most commonly is nasal congestion.11 There has been much concern about reserpine causing depression leading to suicide. However, this was reported in uncontrolled studies using doses averaging 0.5 mg per day.1213 Reserpine can cause: nasal congestion, nausea, vomiting, weight gain, gastric intolerance, gastric ulceration due to increased cholinergic activity in gastric tissue and impaired mucosal quality, stomach cramps and diarrhea are noted. The drug causes hypotension and bradycardia and may worsen asthma. Congested nose and erectile dysfunction are other consequences of alpha-blockade. Depression can occur at any dose and may be severe enough to lead to suicide. Other central effects are a high incidence of drowsiness, dizziness, and nightmares. Parkinsonism occurs in a dose dependent manner. General weakness or fatigue is quite often encountered. High dose studies in rodents found reserpine to cause fibroadenoma of the breast and malignant tumors of the semen vesicles among others. Early suggestions that reserpine causes breast cancer in women risk approximately doubled were not confirmed. Besides, it may also cause hyperprolactinemia. References ^ 1 The Columbia Encyclopedia, Sixth ion. Copyright © 2001-05 Columbia University Press. ^ Ellenhorn Barceloux , 1989; Gilman et al, 1990. ^ Op. cit. Columbia Encyclopedia ^ Pills for Mental Illness?, TIME Magazine, November 8, 1954 ^ Five-year findings of the hypertension detection and follow-up program. I. Reduction in mortality of persons with high blood pressure, including mild hypertension. Hypertension Detection and Follow-up Program Cooperative Group 1979. JAMA 242 23: 2562-71. PMID 490882. full text at OVID ^ Effects of treatment on morbidity in hypertension. Results in patients with diastolic blood pressures averaging 115 through 129 mm Hg 1967. JAMA 202 11: 1028-34. PMID 4862069. ^ Prevention of stroke by antihypertensive drug treatment in older persons with isolated systolic hypertension. Final results of the Systolic Hypertension in the Elderly Program SHEP. SHEP Cooperative Research Group 1991. JAMA 265 24: 3255-64. PMID 2046107. ^ Chobanian AV, Bakris GL, Black HR, et al 2003. The Seventh Report of the Joint National Committee on Prevention, Detection, Evaluation, and Treatment of High Blood Pressure: the JNC 7 report. JAMA 289 19: 2560-72. doi:10.1001/jama.289.19.2560. PMID 12748199. summary ^ Moser M 1987. Cost containment in the management of hypertension. Ann. Intern. Med. 107 1: 107-9. PMID 3592424. ^ Shen, Howard 2008. Illustrated Pharmacology Memory Cards: PharMnemonics. Minireview, 11. ISBN 1-59541-101-1. ^ Curb JD, Schneider K, Taylor JO, Maxwell M, Shulman N 1988. Antihypertensive drug side effects in the Hypertension Detection and Follow-up Program. Hypertension 11 3 Pt 2: II51-5. PMID 3350594. ^ QUETSCH RM, ACHOR RW, LITIN EM, FAUCETT RL 1959. Depressive reactions in hypertensive patients; a comparison of those treated with Rauwolfia and those receiving no specific antihypertensive treatment. Circulation 19 3: 366-75. PMID 13629798. ^ LEMIEUX G, DAVIGNON A, GENEST J 1956. Depressive states during Rauwolfia therapy for arterial hypertension; a report of 30 cases. Canadian Medical Association journal 74 7: 522-6. PMID 13304797. Footnotes ^ アルカãƒã‚¤ãƒ‰ Alkaloids T-Z. 2004. ^ Indole Alkaloids Major Types Of Chemical Compounds In Plants Animals Part II: Phenolic Compounds, Glycosides Alkaloids. Wayne's Word: An On-Line Textbook of Natural History. 2005. ^ Forney, Barbara. Reserpine for Veterinary Use Wedgewood Pharmacy. 2001-2002. ^ Rauwolfia Dorlands Medical Dictionary. Merck Source. 2002. ^ Lopez-Munoz F, Bhatara VS, Alamo C, Cuenca E. 2004: Historical approach to reserpine discovery and its introduction in psychiatry Article in Spanish Actas Esp Psiquiatr. 326:387-95. PMID 15529229 Fulltext in English and Spanish ^ Schuldiner, S. et al. 1993: J. Biol. Chem. 2681 29-34. PMID 8416935 External links NLM Hazardous Substances Databank - Reserpine PubChem Substance Summary: Reserpine National Center for Biotechnology Information. The Stork Synthesis of --Reserpine v d e Antihypertensives C02 and diuretics C03 Sympatholytic agents Centrally acting/antiadrenergics α2 agonist Clonidine, Guanfacine, Methyldopa imidazoline receptor agonist Moxonidine, Rilmenidine adrenergic uptake inhibitor Rescinnamine, Reserpine Ganglion-blocking/nicotinic antagonist Mecamylamine, Trimethaphan Peripherally acting/antiadrenergics α1 blockers: Prazosin Indoramin Trimazosin Doxazosin Urapidil Guanidine derivatives: Betanidine Guanethidine Guanoxan Debrisoquine Guanoclor Guanazodine Guanoxabenz Vasodilators Diazoxide hydrazinophthalazine Hydralazine, Dihydralazine, Endralazine, Cadralazine Minoxidil Nitroprusside Phentolamine Other antihypertensives serotonin antagonist Ketanserin endothelin receptor antagonist Bosentan, Ambrisentan, Sitaxsentan MAOI Pargyline THI Metirosine Diuretics Low ceiling Thiazides at DCT Bendroflumethiazide Hydroflumethiazide Hydrochlorothiazide Chlorothiazide Polythiazide Trichlormethiazide Cyclopenthiazide Methyclothiazide Cyclothiazide Mebutizide Sulfonamides Quinethazone Clopamide Chlortalidone Mefruside Clofenamide Metolazone Meticrane Xipamide Indapamide Clorexolone Fenquizone Other Mersalyl Theobromine Cicletanine osmotic Mannitol, Urea carbonic anhydrase inhibitor at PT Acetazolamide High ceiling Loop diuretic at AL Bumetanide, Furosemide, Torasemide, Ethacrynic acid Potassium-sparing at CD ESC blockers Amiloride, Triamterene aldosterone antagonists Spironolactone, Eplerenone, Potassium canrenoate, Canrenone Retrieved from http://en..org/wiki/Reserpine Categories: Indole alkaloids | VMAT inhibitors | Antihypertensive agentsHidden category: references cleanup Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page Languages Deutsch Français Hrvatski Nederlands Polski Português Română РуÑ?Ñ?кий Suomi SlovenÄ?ina This page was last modified on 10 August 2008, at 01:59
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