Chemistry And Therapeutic Effects Of Analgesics

Project and Seminar Material for Chemistry

Chemistry And Therapeutic Effects Of Analgesics


Abstract


This work, Chemistry and Therapeutic Effects of Analgesics is an effort to bring together various works which has been done about drugs with analgesic properties, comparison of their effectiveness to pain management and the chemistry associated to pain. It also seeks to bring to the interest of a chemist, the import of application of a specialize knowledge such as chemistry to preparing selected analgesics, showing latent potency of chemical knowledge in solving the problem of various types of pain, with relatively less cost. The effectiveness of analgesics cannot be over-emphasized; hence this work to an extent reveals the broad world of analgesic and enclosed it with such truth as how it’s been chemistry all along even to the therapeutic nature of these analgesics.


Table Of Contents


Preliminary Page(s)

  • Title page
  • Certification page
  • Dedication
  • Acknowledgement
  • Abstract
  • Table of content

Chapter One:

Introduction

  • 1.1 Background of the study
  • 1.2 Statement of Research Problem
  • 1.3 Justification of the Study
  • 1.4 Aim and Objectives

Chapter Two:

Literature Review

  • 2.1 Pain
  • 2.2 Inflammation
  • 2.3 Cytokines

Chapter Three

Materials And Methods

  • 3.1 Animals
  • 3.2 Materials and Equipment
  • 3.3 Chemicals / Reagents
  • 3.4 Collection and Identification of Plant Material
  • 3.5 Extraction and Fractionation of Plant Material
  • 3.6 Qualitative Phytochemical Analysis
  • 3.7 Acute Toxicity Studies
  • 3.8 Evaluation of Analgesic Activities in Mice
  • 3.9 Evaluation of Anti-inflammatory Activities
  • 3.10 Investigation of Mechanisms of Analgesic Activities
  • 3.11 Statistical Analysis

Chapter Four:

Results

  • 4.1 Percentage Yield of the Leaf Extract and Fractions of Olaxsubscorpioidea
  • 4.2 Phytochemical Constituents
  • 4.3 Median Lethal Dose
  • 4.4 Analgesic Activities of Olaxsubscorpioidea

Chapter Five:

Conclusion And Recommendations

  • 5.1 Conclusion
  • 5.2 Recommendations
  • References

Chapter One


Introduction

1.1 Background of the study

An analgesic, known colloquially as a painkiller, is any natural or synthetic drug that relieves pain (produces analgesia) without causing loss of consciousness, paralysis, or other major impairment of sensory function or nerve impulse conduction. It is different from anesthetics, which produces anesthesia i.e. relives pain by causing loss of consciousness.The word analgesic derives from Greek an- (“without”) and -algia (“pain”). The term analgesia refers to an absence of the sensation of pain while still being conscious.

An analgesic is any member of a diverse group of drugs used to relieve pain. The type of analgesic used depends on the severity of pain; whether it is acute (self-limiting in duration, such as childbirth) or chronic (lasting more than three months) and the response to other medications (Uretsky 2002). However the World Health Organization’s “pain ladder,” originally developed for cancer-related pain, is a widely used protocol for determining in a stepwise manner the suitable drug and dosage for treating pain (WHO, 1990).

The choice of analgesia is also determined by the type of pain: for neuropathic pain, traditional analgesia is less effective, and there is often benefit from classes of drugs that are not normally considered analgesics, such as tricyclic antidepressants and anticonvulsants (Dworkin et al. 2003). Analgesic drugs act in various ways on the peripheral (PNS) and central nervous systems (CNS), either blocking the signal from the PNS or distorting the interpretation by the CNS (Uretsky 2002).

Medical researchers have developed widely diverse compounds for treating pain, including some synthetic opioids that produce an analgesic effect but that are much less likely to induce dependency. It is important to note that some pain is productive, acting as a warning of injury and a guide to diagnosis and treatment; thus it is also important to realize that while analgesics relieve symptoms, they do not affect the underlying cause (Uretsky 2002).

Review Of Major Classifications Of Analgesics

There are two basic classifications of analgesics: Opioids or Narcotic analgesics and Nonopioids analgesics.
Opiod Analgesics; its history and natural sources

The term “opioid” originated in the 1950s. It combines “opium” + “-oid” meaning “opiate-like” (“opiates” being morphine and similar drugs derived from opium). The first scientific publication to use it, in 1963, included a footnote stating, “In this paper, the term, ‘opioid’, is used in the sense originally proposed by George H. Acheson (personal communication) to refer to any chemical compound with morphine-like activities”. By the late 1960s, research found that opiate effects are mediated by activation of specific molecular receptors in the nervous system, which were termed “opioid receptors”. The definition of “opioid” was later refined to refer to substances that have morphine-like activities that are mediated by the activation of opioid receptors. One modern pharmacology textbook states: “the term opioid applies to all agonists and antagonists with morphine-like activity, and also the naturally occurring and synthetic opioid peptides”. Another pharmacology reference eliminates the morphine-like requirement: “Opioid, a more modern term, is used to designate all substances, both natural and synthetic, that bind to opioid receptors (including antagonists)”. Some sources define the term opioid to exclude opiates, and others use opiate comprehensively instead of opioid, but opioid used inclusively, is considered modern, preferred and is in wide use (Offermanns and Stefan 2008).

Natural opioids occur in 2 places:

  • In the juice of the opium poppy (morphine and codeine)
  • As endogenous endorphins.

All other opioids are prepared from either morphine (semi synthetic opioids such as heroin) or they are synthesized from precursor compounds (synthetic opioids such fentanyl, hydrocodone, oxycodone).

The terms opiate and narcotic are sometimes encountered as synonyms for opioid. Opiate is properly limited to the natural alkaloids found in the resin of the opium poppy although some include semi-synthetic derivatives. Narcotic, derived from words meaning numbness or sleep, as an American legal term, refers to cocaine and opioids, and their source materials; it is also loosely applied to any illegal or controlled psychoactive drug. In other jurisdictions all controlled drugs are legally classified as narcotics. The term can have pejorative connotations and its use is generally discouraged where that is the case.

Primarily used for pain relief, including anesthesia they are also used to suppress cough, suppress diarrhea, treat addiction, reverse opioid overdose, and suppress opioid induced constipation. Extremely strong opioids are approved only for veterinary use such as immobilizing large mammals. Opioids act by binding to opioid receptors, which are found principally in the central and peripheral nervous system and the gastrointestinal tract. These receptors mediate both the psychoactive and the somatic effects of opioids. Opioid drugs include partial agonists and antagonists, which produce moderate or no effect (respectively) but displace other opioids from binding in those receptors.

For the purpose of this study, emphasis will be later laid on the control of abuse of opium derivatives; the role of the government agencies.

The Opioid Analgesics

Opioid analgesics, known also as “narcotic analgesics,” are analgesics derived from opium, as well as semi-synthetics and even synthetics that behave pharmacologically like morphine, and are pain relievers that act on the central nervous system (Uretsky 2002; Ross-Flanigan 2002). The archetypal opioid is morphine, a derivative of the opium poppy. The morphine molecule is the chemical basis of many painkillers, some with minimal abuse potential (Uretsky, 2002). In addition to morphine, other narcotic analgesics include codeine, oxycodone, propoxyphene (Darvon), hydrocodone, and diacetylmorphine (heroin, meperidine (Demerol), and pethidine). All exert a similar influence on the cerebral opioid receptor system. Tramadol and buprenorphine are thought to be partial agonists of the opioid receptors.

Opium is a narcotic formed from the latex (i.e., sap) released by lacerating (or “scoring”) the immature seed pods of opium poppies (Papaver somniferum). The opium latex contains up to 16 percent morphine, as well as codeine and non-narcotic alkaloids, such as papaverine and noscapine (Ross-Flanigan, 2002). Heroin (diacetylmorphine or diamorphine) is a semi-synthetic opioid synthesized from morphine. As with other opiates, heroin can act both as a painkiller and a recreational drug.

Codeine is an alkaloid found in opium. While it can be extracted from opium, most codeine is synthesized from morphine through the process of O-methylation. Codeine is by far the most widely used opiate in the world and very likely most commonly used drug overall.

Opioids, while very effective analgesics may have some unpleasant side-effects. Drowsiness, dizziness, and breathing problems are some unwanted side effects, as well as physical and mental dependence (Ross-Flanigan, 2002). Like all narcotics, opioids can become habit-forming. In addition, up to one in three patients starting morphine may experience nausea and vomiting (generally relieved by a short course of antiemetics). Pruritus (itching) may require switching to a different opioid. Constipation occurs in almost all patients on opioids, and laxatives (lactulose, macrogol-containing or co-danthramer) are typically co-prescribed.

Dosing of all opioids may be limited by opioid toxicity (confusion, respiratory depression, myoclonic jerks and pinpoint pupils), but there is no dose ceiling in patients who tolerate this.

When used appropriately, opioid analgesics are otherwise safe and effective. However, risks such as addiction and the body becoming used to the drug are serious concerns. Due to the body getting used to the drug, often the dose must be increased. If the drug is being used for treating a chronic disease, the doctor may follow the pattern of the no ceiling limit. What must be remembered, however, is that although there is no upper limit there is still a toxic dose even if the body has become used to lower doses. Frequent administration of heroin has a high potential for causing addiction and may quickly lead to tolerance. If a continual, sustained use of heroin for as little as three days is stopped abruptly, withdrawal symptoms can appear. This is much shorter than the withdrawal effects experienced from other common painkillers such as oxycodone and hydrocodone.

Other Classifications of Opiod

Natural opiates: alkaloids contained in the resin of the opium poppy, primarily morphine, codeine, and thebaine, but not papaverine and noscapine which have a different mechanism of action; The following could be considered natural opiates: The leaves from Mitragyna speciosa (also known as kratom) contain a few naturally-occurring opioids, active via Mu- and Delta receptors. Salvinorin A, found naturally in the Salvia divinorum plant, is a kappa-opioid receptor agonist.

Esters of morphine opiates: slightly chemically altered but more natural than the semi-synthetics, as most are morphine prodrugs, diacetylmorphine (morphine diacetate; heroin), nicomorphine (morphinedinicotinate), dipropanoylmorphine (morphinedipropionate, desomorphine, acetylpropionylmorphine, dibenzoylmorphine, diacetyldihydromorphine.

Semi-synthetic opioids: created from either the natural opiates or morphine esters, such as hydromorphone, hydrocodone, oxycodone, oxymorphone, ethylmorphine and buprenorphne;

Fully synthetic opioids: such as fentanyl, pethidine, levorphanol, methadone, tramadol and dextropropoxyphene;
Endogenous opioid peptides, produced naturally in the body, such as endorphins, enkephalins, dynorphins, and endomorphins. Morphine, and some other opioids, which are produced in small amounts in the body are included in this category.

Tramadol and tapentadol, which act as monoamine uptake inhibitors also act as mild and potent agonists (respectively) of the μ-opioid receptor. Both drugs produce analgesia even when naloxone, an opioid antagonist, is administered.

Some minor opium alkaloids and various substances with opioid action are also found elsewhere, including molecules present in kratom, Corydalis, and Salvia divinorum plants and some species of poppy aside from Papaver somniferum. There are also strains which produce copious amounts of the baine, an important raw material for making many semi-synthetic and synthetic opioids. Of all of the more than 120 poppy species, only two produce morphine.

Amongst analgesics there are a small number of agents which act on the central nervous system but not on the opioid receptor system and therefore have none of the other (narcotic) qualities of opioids although they may produce euphoria by relieving pain—a euphoria that, because of the way it is produced, does not form the basis of habituation, physical dependence, or addiction. Foremost amongst these are nefopam, orphenadrine, and perhaps phenyltoloxamine and/or some other antihistamines. Tricyclic antidepressants have pain killing effect as well, but they’re thought to do so by indirectly activating the endogenous opioid system.

Other analgesics work peripherally (i.e., not on the brain or spinal cord). Research is starting to show that morphine and related drugs may indeed have peripheral effects as well, such as morphine gel working on burns. Recent investigations discovered opioid receptors on peripheral sensory neurons. A significant fraction (up to 60%) of opioid analgesia can be mediated by such peripheral opioid receptors, particularly in inflammatory conditions such as arthritis, traumatic or surgical pain. Inflammatory pain is also blunted by endogenous opioid peptides activating peripheral opioid receptors.

Opium alkaloids

Many of the alkaloids and other derivatives of the opium poppy are not opioids or narcotics; the best example is the smooth-muscle relaxant papaverine. Noscapine is a marginal case as it does have CNS effects but not necessarily similar to morphine, and it is probably in a category all its own.

For the purpose of this study, a small list of few opium alkaloid is made. Though Phenanthrene is naturally occurring in (opium):

  • Codeine
  • Morphine
  • Thebaine
  • Oripavine

The side effects of opioids may include itchiness, sedation, nausea, respiratory depression, constipation, and euphoria although these side effects will be treated later in details. Tolerance and dependence also develop with continuous use, requiring increasing doses and leading to a withdrawal syndrome upon abrupt discontinuation. The euphoria attracts recreational use, and frequent, escalating recreational use of opioids typically results in addiction. Accidental overdose or concurrent use with other depressant drugs commonly results in death from respiratory depression. Because of opioid drugs’ reputation for addiction and fatal overdose, most are highly controlled substances (World Drug Report, 2015). Illicit production, smuggling, and addiction to opioids prompted treaties, laws and policing which have realized limited success. In 2013 between 28 and 38 million people used opioids illicitly (0.6% to 0.8% of the global population between the ages of 15 and 65). 2011 an estimated 4 million people in the United States used opioids recreationally or were dependent on them. Current increased rates of recreational use and addiction are attributed to over-prescription of opioid medications and inexpensive illicit heroin. Conversely, fears about over-prescribing, exaggerated side effects and addiction from opioids are similarly blamed for under-treatment of pain.

Non-clinical use was criminalized in the U.S by the Harrison Narcotics Tax Act of 1914, and by other laws worldwide. Since then, nearly all non-clinical use of opioids has been rated zero on the scale of approval of nearly every social institution. However, in United Kingdom the 1926 report of the Departmental Committee on Morphine and Heroin Addiction under the Chairmanship of the President of the Royal College of Physicians reasserted medical control and established the “British system” of control—which lasted until the 1960s; in the U.S. the Controlled Substances Act of 1970 markedly relaxed the harshness of the Harrison Act.

Before the twentieth century, institutional approval was often higher, even in Europe and America. In some cultures, approval of opioids was significantly higher than approval of alcohol. Opiates were used to treat depression and anxiety until the mid-1950s

Nonopioids

The two main classes of nonopioids are the nonsteroidal anti-inflammatory drugs (NSAIDs), including the salicylates, and acetaminophen (paracetamol).The NSAIDs also have antipyretic and anti-inflammatory effects; they reduce fever and inflammation. Acetaminophen is a non-narcotic analgesic that lacks anti-inflammatory effects.

The NSAIDs

NSAIDs are analgesics with antipyretic and anti-inflammatory effects. The term “non-steroidal” is used to distinguish these drugs from steroids, which (among a broad range of other effects) have a similar eicosanoid-depressing, anti-inflammatory action. The most prominent members of this group of drugs are aspirin, ibuprofen, and naproxen partly because they are available over-the-counter in many areas.

Aspirin and the other NSAIDs inhibit cyclooxygenase, leading to a decrease in prostaglandin production; this reduces pain and also inflammation (in contrast to acetaminophen and the opioids).

Beginning in 1829, with the isolation of salicin from the folk remedy willow bark, NSAIDs have become an important part of the pharmaceutical treatment of pain (at low doses) and inflammation (at higher doses). Part of the popularity of NSAIDs is that, unlike opioids, they do not produce sedation or respiratory depression and have a very low addiction rate. NSAIDs, however, are not without their own problems. NSAIDs predispose to peptic ulcers, renal failure, and allergic reactions.


1.2 Statement of Research Problem

Pain is the most common symptom of injuries and diseases (Haddad, 2007). Virtually all known disease conditions are accompanied by pain (Donkor et al., 2013). Pain imposes significant financial burden due to its long-term treatment (Bhangoo and Swanson, 2012). It is one of the most common conditions limiting efficiency and diminishing quality of life (Caraceni et al., 2002; Mert et al., 2013). It is the main reason for visiting the emergency department of a hospital in more than 50% of cases (Cordell et al., 2002) and it is present in 30% of family practice visits (Hasselström et al., 2002).

Several epidemiological studies from different countries have reported widely varying prevalence rates for chronic pain, ranging from 12-80% of the population (Abu-Saad, 2010). It becomes more common as people approach death. Pain affects more people than diabetes, heart disease and cancer combined (Institute of Medicine Report, 2011). It is a leading cause of disability and it is a major contributor to health care costs (National Center for Health Statistics, 2006). It is estimated that 20% of adults suffer from pain and another 10% are diagnosed with chronic pain every year. Pain affects all populations, regardless of age, sex, income, race/ethnicity or geography; it is not distributed equally across the globe. Pain can lead to depression, inability to work, disrupted social relationships and suicidal thoughts (Goldberg and McGee, 2011).

Unresolved inflammatory processes may be involved in the pathogenesis and progression of many inflammatory diseases, including asthma, atherosclerosis, cancer, rheumatoid arthritis, multiple sclerosis, heart disease, gouty arthritis, rhinitis and ischemia–reperfusion injury (Iwalewa et al., 2007; Medzhitov, 2008; Medzhitov, 2010; Alessandriet al., 2013). The costs of unrelieved pain and inflammatory diseases can result in longer hospital stays, increased rates of re-hospitalization, increased outpatient visits, and decreased ability to function fully leading to lost income. As such, patient’s unrelieved chronic pain and inflammatory problems often result in an inability to work and maintain sound health (Strigo et al., 2000).

Some of the analgesic and anti-inflammatory drugs available are often expensive, inaccessible and cause undesired and serious adverse effects (Babu et al., 2009; Donkor et al., 2013). For example, most of the opiate analgesics used clinically activate µ opioid receptors and the various central nervous system (CNS) side effects resulting from the use of opioids have been attributed to the µ opioid receptors. This development has directed research in favour of the more selective, safe and efficacious δ opioid receptors (Amrani, 2011). NSAIDs exert their analgesic effect by inhibiting the enzyme cyclooxygenase (COX), which catalyzes the conversion of arachidonic acid to leukotrienes and prostaglandins (PG), which are known to sensitize nociceptors near the location of the pain. Under physiological conditions, PG mediate many biological functions, such as regulation of immune responses, blood pressure, gastrointestinal integrity and fertility. Dysregulated PG synthesis or degradation has been associated with a wide range of pathological conditions (Ricciotti and FitzGerald, 2011). Therefore, adverse effects of NSAIDs mediated through the gastrointestinal and renal systems are as a result of the inhibition of COX.


1.3 Justification of the Study

Pain, when untreated can negatively affect all aspects of daily life, including physical activities, school attendance, sleep patterns, family interactions and social relationships and can lead to distress, anxiety, depression, insomnia, fatigue or mood changes, such as irritability and negative coping behaviour (WHO, 2012). The problems associated with drugs used in pain management are of serious concern, which necessitate the need for development of new drugs and variety of treatment option from bioactive constituents obtained from plants used in traditional medicine (Stark et al, 2013).

Plants represent still a large untapped source of structurally novel compounds that might serve as lead for the development of novel drugs (Ahmad et al., 1992). Despite the immense technological advancement in modern medicine, many people in developing countries still rely on traditional medicine for their daily health care needs (Louwet al., 2007; Premanathan et al., 2000).

Herbal medicine is thus gaining popularity, but lack of knowledge of the mechanism action and side effects of these preparations may undermine their utilization (Boullata and Nace, 2000). Understanding the cellular and molecular mechanisms of analgesic and antiinflammatory actions of herbs will permit the discovery of promising targets for the development of new drugs to treat chronic pain and inflammatory diseases (Calixto et al., 2003).

A good number of plant products with anti-inflammatory and analgesic activity have been documented, but very few of these compounds have reached clinical use due to scant scientific evidence that could explain their mode of action (Bellik et al., 2013). The antiinflammatory and analgesic activities of O. subscorpioidea have not been established scientifically. Similarly, the mechanism of analgesic and anti-inflammatory actions of O. subscorpioidea has not been studied before; thus, there is need for the studies.


1.4 Aim and Objectives

1.3.1 Aim

The main aim of this study is to examine chemistry and therapeutic effects of analgesics. Also, the sought to establish the analgesic and anti-inflammatory potentials of methanol leaf extract of olax subscorpioidea and elucidate its possible mechanisms of analgesic and anti-inflammatory actions.

1.3.2 Specific objectives
  1. To identify the class of phytoconstituents present in the methanol leaf extract and fractions of O. subscorpioidea.
  2. To determine the acute toxicity of the methanol leaf extract and fractions of O.
    subscorpioidea.
  3. To assess the analgesic effect of the methanol leaf extract and fractions of O.
    subscorpioidea.
  4. To assess the anti-inflammatory effect of the methanol leaf extract and fractions of O. subscorpioidea.
  5. To determine the possible mechanisms of analgesic and anti-inflammatory activitiesof O. subscorpioidea.

Chapter Five


Conclusion And Recommendations

5.1 Conclusion

The methanol leaf extract of Olax subscorpioidea possesses analgesic activity which is mediated through the central and peripheral mechanism andinvolves an interaction with serotonergic receptors and nitric oxide-l-arginine pathways; it also possesses antiinflammatory activity whichinvolves inhibition of pro-inflammatory cytokines (such as IL1, VEGF and EGF) and/or stimulation of anti-inflammatory cytokines (such as IL-5, IL-6 and IFN-γ).


5.2 Recommendations

  1. Toxicity evaluation of Olax subscorpioideaextract and fractions should be carried out in evaluating the safety profile; and its effect on vital organs should also be observed.
  2. The bioactive constituents responsible for the observed pharmacological activities of Olax subscorpioidea leaf should be isolated and characterized.
  3. Pharmacokinetics studies should be undertaken so as to establish the pharmacological profile of the extract and fractions of Olax subscorpioidea.

Chemistry And Therapeutic Effects Of Analgesics


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