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STEROIDS
PHARMACOLOGICAL AND ANALYTICAL PERSPECTIVE
Presented by
Swapnil Borgaonkar
Guided by
K.G. Gabhane Sir
1
Vidyabharati College of Pharmacy,
Amravati
CONTENTS
Introduction
Anatomy
Structure
Mode of action
Pharmacological actions
Clinical applications
Adverse drug reactions
Drugs
Case study
2
Vidyabharati College of Pharmacy,
Amravati
INTRODUCTION
• Secreted by : Adrenal cortex
• Primary use in birth control, hormone-replacement therapy (HRT), inflammatory conditions,
and cancer treatment.
• Five general groups of steroid hormones are there:
Estrogens, Progestins , Androgens, Glucocorticoids, Mineralocorticoids
3
Vidyabharati College of Pharmacy,
Amravati
INTRODUCTION
Five general groups of steroid hormones are there:
estrogens
progestins
androgens
glucocorticoids
mineralocorticoids
4
Vidyabharati College of Pharmacy,
Amravati
Zona glomerulosa
Zona faciculata
Zona reticularis
Adrenal medulla
ANATOMY OF ADRENAL GLAND
5
Vidyabharati College of Pharmacy,
Amravati
STRUCTURES
Cortisol Prednisolone
Dexamethasone Fludrocortisone
6
Vidyabharati College of Pharmacy,
Amravati
MODE OF ACTION
(Glucocorticoids)
7Vidyabharati College of Pharmacy, Amravati
PHARMACOLOGICAL ACTIONS
(Glucocorticoids)
On carbohydrate and protein metabolism:
• ↑ Gluconeogenesis, ↑ Glycogen deposition
in liver.
• ↓ peripheral utilization of glucose.
• ↑ Protein breakdown to amino acids.
• Loss of calcium from bone.
• ↓ absorption and ↑ renal excretion of Ca2+
ions.
Vidyabharati College of Pharmacy,
Amravati
8
On Stomach:
• ↑ Gastric acid and Pepsin (may aggravate
Peptic ulcer).
On lymphoid tissue and blood cells:
• ↑ number of RBCs, platelets and
neutrophils in circulation.
• ↓ lymphocytes, eosinophils and basophils.
On Inflammatory responses:
• Non-specific.
• Covers all components and stages of inflammatory response.
• Reduction of increased capillary permeability, local exudation, cellular infiltration, phagocytic
activity.
• Prevent late responses like capillary proliferation, collagen deposition, fibroblastic activity
and ultimately scar formation .
• Decrease in recruitment of inflammatory cells at the local site.
• Less production of proinflammatory mediators like PGs, LTs, PAF through inhibition of
phospholipase A2.
PHARMACOLOGICAL ACTIONS
(Glucocorticoids)
9
Vidyabharati College of Pharmacy,
Amravati
CLINICAL APPLICATION
Gastrointestinal Diseases.
Skin diseases.
Malignancies.
Cerebral Edema.
Sarcoidosis.
Thrombocytopenia.
Autoimmune Destruction of Erythrocytes.
Organ Transplantation.
Vidyabharati College of Pharmacy,
Amravati
10
Replacement Therapy.
Acute Adrenal Insufficiency.
Chronic Adrenal Insufficiency.
Congenital Adrenal Hyperplasia.
Rheumatic Disorders.
Allergic Disease.
Bronchial Asthma
Other Pulmonary Conditions.
ADVERSE REACTIONS
• Osteoporosis
• Diabetes mellitus
• Cushing’s Syndrome
Vidyabharati College of Pharmacy,
Amravati
11
STEROID DRUGS
Hydrocortisone
Prednisolone
Methylprednisolone
Triamcinolone
Dexamethasone
Betamethasone
Desoxycorticosterone acetate (DOCA)
Fludrocortisone
Aldosterone
12
Vidyabharati College of Pharmacy,
Amravati
ANALYTICAL PERSPECTIVE OF PREDNISOLONE
Vidyabharati College of Pharmacy,
Amravati
13
CASE STUDY:
SOLUBILITY PROFILE OF PREDNISOLONE
• Soluble in ethanol (95%) and in methanol.
• Sparingly soluble in acetone.
• Slightly soluble in chloroform.
• Very slightly soluble in water.
Vidyabharati College of Pharmacy,
Amravati
14
• Reagents and chemicals:
Prednisolone: Pure drug.
Acetonitrile and Methanol as diluents in ratio of 30:70.
• Instrument:
All the experiments were carried out on SHIMADZU UV-VIS 1700 spectrophotometer
using 1cm matched quartz cuvettes.
Vidyabharati College of Pharmacy,
Amravati
15
UV – VIS ANALYSIS OF PREDNISOLONE
UV SPECTRA OF PREDNISONE
Vidyabharati College of Pharmacy,
Amravati
16
λ max at 238 nm
Prednisolone
λmax = 246nm
• But by Woodward-Fieser Rule,
α,β-unsaturated 6-membered ketone = 215 nm
Ring recidue at β position = 12 nm
Exocyclic double bond = 5 nm
Theoretical λ max = 215+12+5 = 232 nm
Practical λ max ( From spectra on previous slide) = 246 nm
Vidyabharati College of Pharmacy,
Amravati
17
Prednisone
WOODWARD - FIESER RULE
• Thin pellet was prepared using potassium bromide and drug in a ratio of 100:1 respectively.
• The molecular state of prednisolone acetate was studied using FTIR spectrometer.
Vidyabharati College of Pharmacy,
Amravati
18
FTIR ANALYSIS OF PREDNISOLONE
Vidyabharati College of Pharmacy,
Amravati
19
TRANSMISSION – IR SPECTRA OF PREDNISOLONE
Prednisone C=C stretching of α,β unsaturated ketone
C=O stretching of Conjugated ketone
O-H stretching of
intermolecular bonded
alcohol
C=C stretching
of alkene
REFERENCES
• Essentials of medical pharmacology,
by K.D. Tripathi,
6th edition.
• Textbook of pharmacology,
F.S.K. Barar,
S. Chand publications,
• https://www.nist.gov/srd
• https://www.wikipedia.org/
• http://www.sportsci.org/encyc/anabster/anabster.html
• Essays, UK. (November 2018). Identification of Prednisolone Acetate. Retrieved from
https://www.ukessays.com/essays/chemistry/identification-prednisolone-acetate-
3135.php?vref=1
Vidyabharati College of Pharmacy,
Amravati
20
THANK YOU
21
Vidyabharati College of Pharmacy,
Amravati

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Steroids - Pharmacological and Analytical aspects

  • 1. STEROIDS PHARMACOLOGICAL AND ANALYTICAL PERSPECTIVE Presented by Swapnil Borgaonkar Guided by K.G. Gabhane Sir 1 Vidyabharati College of Pharmacy, Amravati
  • 2. CONTENTS Introduction Anatomy Structure Mode of action Pharmacological actions Clinical applications Adverse drug reactions Drugs Case study 2 Vidyabharati College of Pharmacy, Amravati
  • 3. INTRODUCTION • Secreted by : Adrenal cortex • Primary use in birth control, hormone-replacement therapy (HRT), inflammatory conditions, and cancer treatment. • Five general groups of steroid hormones are there: Estrogens, Progestins , Androgens, Glucocorticoids, Mineralocorticoids 3 Vidyabharati College of Pharmacy, Amravati
  • 4. INTRODUCTION Five general groups of steroid hormones are there: estrogens progestins androgens glucocorticoids mineralocorticoids 4 Vidyabharati College of Pharmacy, Amravati
  • 5. Zona glomerulosa Zona faciculata Zona reticularis Adrenal medulla ANATOMY OF ADRENAL GLAND 5 Vidyabharati College of Pharmacy, Amravati
  • 7. MODE OF ACTION (Glucocorticoids) 7Vidyabharati College of Pharmacy, Amravati
  • 8. PHARMACOLOGICAL ACTIONS (Glucocorticoids) On carbohydrate and protein metabolism: • ↑ Gluconeogenesis, ↑ Glycogen deposition in liver. • ↓ peripheral utilization of glucose. • ↑ Protein breakdown to amino acids. • Loss of calcium from bone. • ↓ absorption and ↑ renal excretion of Ca2+ ions. Vidyabharati College of Pharmacy, Amravati 8 On Stomach: • ↑ Gastric acid and Pepsin (may aggravate Peptic ulcer). On lymphoid tissue and blood cells: • ↑ number of RBCs, platelets and neutrophils in circulation. • ↓ lymphocytes, eosinophils and basophils.
  • 9. On Inflammatory responses: • Non-specific. • Covers all components and stages of inflammatory response. • Reduction of increased capillary permeability, local exudation, cellular infiltration, phagocytic activity. • Prevent late responses like capillary proliferation, collagen deposition, fibroblastic activity and ultimately scar formation . • Decrease in recruitment of inflammatory cells at the local site. • Less production of proinflammatory mediators like PGs, LTs, PAF through inhibition of phospholipase A2. PHARMACOLOGICAL ACTIONS (Glucocorticoids) 9 Vidyabharati College of Pharmacy, Amravati
  • 10. CLINICAL APPLICATION Gastrointestinal Diseases. Skin diseases. Malignancies. Cerebral Edema. Sarcoidosis. Thrombocytopenia. Autoimmune Destruction of Erythrocytes. Organ Transplantation. Vidyabharati College of Pharmacy, Amravati 10 Replacement Therapy. Acute Adrenal Insufficiency. Chronic Adrenal Insufficiency. Congenital Adrenal Hyperplasia. Rheumatic Disorders. Allergic Disease. Bronchial Asthma Other Pulmonary Conditions.
  • 11. ADVERSE REACTIONS • Osteoporosis • Diabetes mellitus • Cushing’s Syndrome Vidyabharati College of Pharmacy, Amravati 11
  • 13. ANALYTICAL PERSPECTIVE OF PREDNISOLONE Vidyabharati College of Pharmacy, Amravati 13 CASE STUDY:
  • 14. SOLUBILITY PROFILE OF PREDNISOLONE • Soluble in ethanol (95%) and in methanol. • Sparingly soluble in acetone. • Slightly soluble in chloroform. • Very slightly soluble in water. Vidyabharati College of Pharmacy, Amravati 14
  • 15. • Reagents and chemicals: Prednisolone: Pure drug. Acetonitrile and Methanol as diluents in ratio of 30:70. • Instrument: All the experiments were carried out on SHIMADZU UV-VIS 1700 spectrophotometer using 1cm matched quartz cuvettes. Vidyabharati College of Pharmacy, Amravati 15 UV – VIS ANALYSIS OF PREDNISOLONE
  • 16. UV SPECTRA OF PREDNISONE Vidyabharati College of Pharmacy, Amravati 16 λ max at 238 nm Prednisolone λmax = 246nm
  • 17. • But by Woodward-Fieser Rule, α,β-unsaturated 6-membered ketone = 215 nm Ring recidue at β position = 12 nm Exocyclic double bond = 5 nm Theoretical λ max = 215+12+5 = 232 nm Practical λ max ( From spectra on previous slide) = 246 nm Vidyabharati College of Pharmacy, Amravati 17 Prednisone WOODWARD - FIESER RULE
  • 18. • Thin pellet was prepared using potassium bromide and drug in a ratio of 100:1 respectively. • The molecular state of prednisolone acetate was studied using FTIR spectrometer. Vidyabharati College of Pharmacy, Amravati 18 FTIR ANALYSIS OF PREDNISOLONE
  • 19. Vidyabharati College of Pharmacy, Amravati 19 TRANSMISSION – IR SPECTRA OF PREDNISOLONE Prednisone C=C stretching of α,β unsaturated ketone C=O stretching of Conjugated ketone O-H stretching of intermolecular bonded alcohol C=C stretching of alkene
  • 20. REFERENCES • Essentials of medical pharmacology, by K.D. Tripathi, 6th edition. • Textbook of pharmacology, F.S.K. Barar, S. Chand publications, • https://www.nist.gov/srd • https://www.wikipedia.org/ • http://www.sportsci.org/encyc/anabster/anabster.html • Essays, UK. (November 2018). Identification of Prednisolone Acetate. Retrieved from https://www.ukessays.com/essays/chemistry/identification-prednisolone-acetate- 3135.php?vref=1 Vidyabharati College of Pharmacy, Amravati 20
  • 21. THANK YOU 21 Vidyabharati College of Pharmacy, Amravati