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Pharmacy Board Exam40 min read

Pharmacognosy

Natural Products, Medicinal Plants & Herbal Medicines

1. Introduction to Pharmacognosy

Definition & Scope

Pharmacognosy (Greek: pharmakon = drug, gnosis = knowledge) is the study of medicines derived from natural sources—plants, animals, minerals, and microorganisms.

Areas of Study

  • • Identification of crude drugs
  • • Cultivation and collection
  • • Isolation of active constituents
  • • Structure elucidation
  • • Biological activity evaluation

Importance

  • • ~40% of drugs from natural origin
  • • Source of lead compounds
  • • Traditional medicine validation
  • • Herbal supplement regulation
  • • Biodiversity conservation

Classification of Natural Drugs

Classification BasisCategoriesExamples
AlphabeticalA to Z listingAcacia, Belladonna, Cinchona...
MorphologicalPlant part usedLeaves, roots, bark, seeds, flowers
TaxonomicBotanical familiesSolanaceae, Rubiaceae, Papaveraceae
ChemicalActive constituent typeAlkaloids, glycosides, terpenes
PharmacologicalTherapeutic actionCardiotonics, antihypertensives

Drug Parts Terminology

Herba

Aerial parts (herb)

Folium

Leaf

Flos

Flower

Fructus

Fruit

Semen

Seed

Radix

Root

Rhizoma

Rhizome

Cortex

Bark

Lignum

Wood

2. Alkaloids

Definition & Properties

Nitrogen-containing organic compounds of plant origin with marked pharmacological activity. Usually basic (form salts), bitter taste, and often toxic in large doses.

General Properties

  • • Basic nature (contain N)
  • • Form salts with acids
  • • Usually colorless, crystalline
  • • Bitter taste
  • • Potent pharmacological effects

Detection Tests

  • Mayer's: Cream/white precipitate
  • Dragendorff's: Orange-red precipitate
  • Wagner's: Reddish-brown precipitate
  • Hager's: Yellow precipitate

Classification by Chemical Structure

ClassExamplesSourceAction
TropaneAtropine, Scopolamine, CocaineBelladonna, CocaAnticholinergic, Local anesthetic
PhenanthreneMorphine, Codeine, ThebaineOpium poppyAnalgesic, Antitussive
QuinolineQuinine, QuinidineCinchona barkAntimalarial, Antiarrhythmic
IsoquinolinePapaverine, BerberineOpium, GoldensealVasodilator, Antimicrobial
IndoleReserpine, VincristineRauwolfia, VincaAntihypertensive, Antineoplastic
PurineCaffeine, TheophyllineCoffee, TeaCNS stimulant, Bronchodilator
PiperidinePiperine, LobelineBlack pepper, LobeliaBioenhancer, Respiratory stimulant

Important Alkaloid-Containing Drugs

Opium (Papaver somniferum)

  • Part used: Unripe capsule latex
  • Morphine (10%): Narcotic analgesic
  • Codeine (0.5%): Antitussive, mild analgesic
  • Papaverine (1%): Smooth muscle relaxant
  • Noscapine: Antitussive

Cinchona (Cinchona species)

  • Part used: Stem bark
  • Quinine (5-8%): Antimalarial, bitter tonic
  • Quinidine: Antiarrhythmic (Class IA)
  • Cinchonine: Antimalarial
  • Totaquine: Mixed alkaloids

Belladonna (Atropa belladonna)

  • Part used: Leaves, root
  • Atropine (0.4%): Anticholinergic, mydriatic
  • Scopolamine: Antiemetic, motion sickness
  • Uses: Preoperative, ophthalmology

Rauwolfia (Rauwolfia serpentina)

  • Part used: Root
  • Reserpine: Antihypertensive (depletes catecholamines)
  • Ajmaline: Antiarrhythmic
  • Historical: First effective antihypertensive

3. Glycosides

Definition & Structure

Compounds containing a sugar moiety (glycone) linked to a non-sugar component (aglycone/genin) via a glycosidic bond. The aglycone determines pharmacological activity.

Glycoside = Sugar (Glycone) + Non-sugar (Aglycone)

Hydrolysis (acid/enzyme) breaks the glycosidic bond, releasing both components

Types of Glycosides

Cardiac Glycosides (Cardiotonics)

Aglycone = steroidal nucleus with lactone ring. Increase cardiac contractility (positive inotropic).

Digitalis (Foxglove)

  • • D. purpurea → Digitoxin (lipophilic)
  • • D. lanata → Digoxin (more polar)
  • • Inhibit Na⁺/K⁺-ATPase
  • • CHF, Atrial fibrillation

Other Sources

  • • Strophanthus → Ouabain (g-strophanthin)
  • • Convallaria → Convallatoxin
  • • Thevetia → Thevetin

Anthraquinone Glycosides (Laxatives)

Stimulate peristalsis in large intestine. 8-12 hours onset—bedtime dosing.

Senna

Sennosides A & B

Cascara

Cascarosides

Aloe

Aloin (barbaloin)

Rhubarb

Rhein, emodin

Frangula

Frangulin

Saponin Glycosides

Form foam in water (surfactant properties). Hemolytic—not for parenteral use.

Steroidal Saponins

  • • Diosgenin (Dioscorea) → steroid precursor
  • • Sarsaparilla saponins

Triterpenoid Saponins

  • • Glycyrrhizin (Licorice) → sweetener, anti-ulcer
  • • Ginseng saponins (ginsenosides)

Cyanogenic Glycosides

Release HCN (hydrogen cyanide) on hydrolysis—toxic. Characteristic bitter almond smell.

  • Amygdalin: Bitter almonds, apricot seeds
  • Prunasin: Wild cherry bark (cough syrup flavoring)
  • Linamarin: Cassava (requires proper processing)

Other Glycoside Types

Flavonoid Glycosides

  • • Rutin (Buckwheat) → capillary fragility
  • • Hesperidin (Citrus) → antioxidant

Coumarin Glycosides

  • • Sweet clover → dicumarol (anticoagulant)
  • • Warfarin derived from spoiled clover

4. Terpenes & Essential Oils

Terpenes Classification

Built from isoprene units (C₅H₈). Classification based on number of isoprene units.

TypeCarbon UnitsExamplesActivity
MonoterpenesC₁₀ (2 units)Menthol, Limonene, CamphorEssential oil components
SesquiterpenesC₁₅ (3 units)Artemisinin, FarnesolAntimalarial
DiterpenesC₂₀ (4 units)Taxol, Vitamin AAnticancer
TriterpenesC₃₀ (6 units)Squalene, SteroidsVarious
TetraterpenesC₄₀ (8 units)Carotenoids, β-caroteneAntioxidant, Vitamin A precursor

Essential Oils (Volatile Oils)

Complex mixtures of volatile, aromatic compounds. Obtained by distillation or expression. Main components: monoterpenes, sesquiterpenes, and their oxygenated derivatives.

Extraction Methods

Steam Distillation

  • • Most common method
  • • Steam carries volatile oils
  • • Condense and separate
  • • Examples: Peppermint, Eucalyptus

Expression (Cold Press)

  • • Mechanical pressing
  • • Citrus peel oils
  • • No heat damage
  • • Lemon, Orange, Bergamot

Important Essential Oils

Peppermint Oil

Mentha piperita

Menthol (42-52%), carminative, counterirritant

Eucalyptus Oil

Eucalyptus globulus

Eucalyptol (1,8-cineole), expectorant

Clove Oil

Syzygium aromaticum

Eugenol (85-90%), dental analgesic

Tea Tree Oil

Melaleuca alternifolia

Terpinen-4-ol, antiseptic

Lavender Oil

Lavandula angustifolia

Linalool, anxiolytic, aromatherapy

Turpentine Oil

Pinus species

α-pinene, counterirritant

Notable Terpenoids

Artemisinin (Qinghaosu)

  • Source: Artemisia annua (Sweet wormwood)
  • Class: Sesquiterpene lactone with peroxide
  • Use: Antimalarial (ACT therapy)
  • MOA: Free radical generation in parasite
  • Nobel Prize 2015: Tu Youyou

Paclitaxel (Taxol)

  • Source: Taxus brevifolia (Pacific yew)
  • Class: Diterpene (taxane)
  • Use: Ovarian, breast, lung cancer
  • MOA: Microtubule stabilization
  • Now: Semi-synthetic from 10-DAB

5. Phenolic Compounds

Classification

Compounds containing one or more hydroxyl groups attached to aromatic ring. Common antioxidants with various pharmacological activities.

Tannins

Polyphenols that precipitate proteins. Astringent taste. Used in wound healing.

Hydrolyzable Tannins

  • • Gallotannins (gallic acid esters)
  • • Ellagitannins
  • • Sources: Oak, Nutgall

Condensed Tannins

  • • Proanthocyanidins
  • • Not hydrolyzable
  • • Sources: Catechu, Witch hazel

Flavonoids

C6-C3-C6 structure. Potent antioxidants, reduce capillary fragility.

Flavones

Apigenin, Luteolin

Flavonols

Quercetin, Kaempferol

Flavanones

Hesperidin, Naringenin

Isoflavones

Genistein, Daidzein (soy)

Anthocyanins

Red/blue pigments

Catechins

Green tea EGCG

Coumarins

Benzopyran-2-one derivatives. Some are anticoagulants.

  • Dicumarol: Anticoagulant (vitamin K antagonist)
  • Psoralen: Photochemotherapy (PUVA for psoriasis)
  • Umbelliferone: Sunscreen ingredient

Important Phenolic Drugs

Ginkgo (Ginkgo biloba)

  • Active: Flavonoids, ginkgolides, bilobalide
  • Uses: Cognitive function, peripheral circulation
  • MOA: PAF antagonist, antioxidant
  • Caution: May increase bleeding risk

Milk Thistle (Silybum marianum)

  • Active: Silymarin complex (silybin)
  • Uses: Hepatoprotective, antioxidant
  • MOA: Stabilizes hepatocyte membranes
  • Indications: Alcoholic liver disease, cirrhosis

St. John's Wort (Hypericum)

  • Active: Hypericin, hyperforin
  • Uses: Mild-moderate depression
  • Caution: CYP3A4 inducer—many interactions
  • Photosensitivity: Common adverse effect

Green Tea (Camellia sinensis)

  • Active: EGCG (epigallocatechin gallate)
  • Uses: Antioxidant, weight loss
  • Benefits: Cardiovascular, anticancer potential
  • Contains: Caffeine (stimulant)

6. Philippine Medicinal Plants

DOH-Approved Herbal Medicines (10 Herbs)

The Philippine Department of Health has endorsed these 10 medicinal plants with clinically proven safety and efficacy for specific therapeutic uses.

1. Lagundi (Vitex negundo)

Five-leaved chaste tree

  • Part used: Leaves
  • Active: Chrysoplenol D, luteolin
  • Uses: Cough, asthma, fever, pharyngitis
  • Form: Decoction, syrup, tablet

2. Sambong (Blumea balsamifera)

Ngai camphor

  • Part used: Leaves
  • Active: L-borneol, cineole
  • Uses: Diuretic, dissolves kidney stones
  • Form: Decoction, tablet

3. Tsaang-gubat (Carmona retusa)

Wild tea

  • Part used: Leaves
  • Active: Rosmarinic acid
  • Uses: Diarrhea, stomach pain, mouthwash
  • Form: Decoction

4. Yerba Buena (Mentha cordifolia)

Peppermint

  • Part used: Leaves
  • Active: Menthol, pulegone
  • Uses: Analgesic, headache, rheumatism
  • Form: Decoction, poultice

5. Niyog-niyogan (Quisqualis indica)

Chinese honeysuckle

  • Part used: Seeds
  • Active: Quisqualic acid
  • Uses: Anthelmintic (roundworms)
  • Dose: 4-7 seeds (children), chewed

6. Bayabas (Psidium guajava)

Guava

  • Part used: Leaves
  • Active: Tannins, flavonoids
  • Uses: Antiseptic wash for wounds, diarrhea
  • Form: Decoction for washing

7. Akapulko (Cassia alata)

Ringworm bush

  • Part used: Leaves
  • Active: Chrysophanic acid
  • Uses: Antifungal (ringworm, scabies)
  • Form: Poultice, lotion

8. Ulasimang-bato (Peperomia pellucida)

Pansit-pansitan

  • Part used: Whole plant
  • Active: Flavonoids, phenolic acids
  • Uses: Lowers uric acid, gout, arthritis
  • Form: Decoction, salad

9. Bawang (Allium sativum)

Garlic

  • Part used: Bulb
  • Active: Allicin, ajoene
  • Uses: Lower cholesterol, hypertension
  • Dose: 1-2 cloves daily

10. Ampalaya (Momordica charantia)

Bitter melon

  • Part used: Leaves, fruit
  • Active: Charantin, momordicin
  • Uses: Non-insulin dependent diabetes
  • Form: Decoction, capsule, vegetable

Other Philippine Medicinal Plants

Banaba (Lagerstroemia speciosa)

Corosolic acid • Blood sugar control

Oregano (Origanum vulgare)

Carvacrol • Cough, sore throat

Luya (Zingiber officinale)

Gingerols • Antiemetic, anti-inflammatory

Tawa-tawa (Euphorbia hirta)

Flavonoids • Dengue (platelet booster)

Malunggay (Moringa oleifera)

Vitamins, minerals • Nutritive, galactagogue

Makabuhay (Tinospora rumphii)

Berberine • Fever, malaria

7. Quality Control of Crude Drugs

Evaluation Methods

MethodParametersPurpose
OrganolepticColor, odor, taste, textureInitial identity check, crude detection of adulteration
MorphologicalSize, shape, surface characteristicsIdentify plant part, detect substitutes
MicroscopicCells, tissues, trichomes, crystalsSpecies identification, powder analysis
PhysicalMoisture, ash, extractive valuesPurity assessment
ChemicalAssay of active constituentsPotency determination
BiologicalBioassays, animal testsActivity comparison to standard

Physical Constants

Moisture Content

  • • Loss on drying (LOD)
  • • Karl Fischer titration
  • • Usually <10-14%
  • • High moisture → microbial growth

Ash Values

  • Total ash: All inorganic residue
  • Acid-insoluble ash: Sand, silica (earthly matter)
  • Water-soluble ash: Mineral oxides
  • • Detects inorganic adulteration

Extractive Values

  • • Water-soluble extractive
  • • Alcohol-soluble extractive
  • • Indicates constituent solubility
  • • Detects exhausted drug

Foreign Matter

  • • Other plant parts
  • • Insects, mold
  • • Soil, stones
  • • Usually <2% allowed

Chromatographic Methods

TLC (Thin Layer)

  • • Quick fingerprint analysis
  • • Identity confirmation
  • • Adulteration detection
  • • Rf value comparison

HPLC/HPTLC

  • • Quantitative analysis
  • • Marker compound assay
  • • Stability studies
  • • Batch consistency

8. Biotechnology & Modern Applications

Plant Tissue Culture

In vitro propagation of plant cells/tissues under sterile conditions for mass production of secondary metabolites or conservation of rare medicinal plants.

Applications

  • • Micropropagation of rare species
  • • Production of secondary metabolites
  • • Germplasm conservation
  • • Disease-free plant production

Examples

  • • Shikonin from Lithospermum
  • • Paclitaxel from Taxus cells
  • • Vincristine from Catharanthus
  • • Berberine from Coptis

Genetic Engineering

  • Metabolic engineering: Modify biosynthetic pathways for enhanced production
  • Recombinant DNA: Express plant genes in microorganisms (artemisinin in yeast)
  • Hairy root culture: Agrobacterium-transformed roots for alkaloid production
  • Molecular pharming: Plants as bioreactors for therapeutic proteins

Modern Trends

Metabolomics

  • • Comprehensive metabolite profiling
  • • Quality control fingerprinting
  • • Biomarker discovery
  • • LC-MS, NMR techniques

Systems Biology

  • • Network pharmacology
  • • Multi-target drug effects
  • • Synergistic interactions
  • • Traditional medicine validation

Nanotechnology

  • • Herbal nanoformulations
  • • Enhanced bioavailability
  • • Targeted delivery
  • • Phytosome technology

Sustainable Sourcing

  • • Good Agricultural Practices (GAP)
  • • Conservation of endangered species
  • • CITES regulations
  • • Bioprospecting ethics

Key Takeaways

  • Alkaloids contain nitrogen, are basic, and detected by Mayer's/Dragendorff's reagents
  • Glycosides = sugar + aglycone; cardiac glycosides inhibit Na⁺/K⁺-ATPase
  • Terpenes built from isoprene (C₅); monoterpenes in essential oils
  • Artemisinin (Nobel 2015) and Paclitaxel are important terpenoid drugs
  • Know all 10 DOH-approved Philippine medicinal plants and their uses
  • Lagundi for cough, Sambong for kidney stones, Ampalaya for diabetes
  • Quality control: ash values detect inorganic adulteration
  • Biotechnology enables sustainable production of plant-derived medicines