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Questions and Answers
Which of the following classes of drugs are included in the course?
Which of the following classes of drugs are included in the course?
- Antibiotics
- Hormonal agents
- Antivirals
- All of the above (correct)
Antihistamines are classified solely as anti-ulcer medications.
Antihistamines are classified solely as anti-ulcer medications.
False (B)
Which of the following statements is true about 2nd Generation fluoroquinolones?
Which of the following statements is true about 2nd Generation fluoroquinolones?
- They are only effective against anaerobic bacteria.
- They have fewer side effects compared to nalidixic acid. (correct)
- They are less effective against UTIs.
- They induce high bacterial resistance.
Selective chemotherapeutic agents cannot be recommended based on the pathophysiology of diseases.
Selective chemotherapeutic agents cannot be recommended based on the pathophysiology of diseases.
3rd Generation fluoroquinolones are primarily used for skin infections.
3rd Generation fluoroquinolones are primarily used for skin infections.
What are the potential side effects of Trovafloxacin?
What are the potential side effects of Trovafloxacin?
Name one type of drug that the course covers related to endocrine disorders.
Name one type of drug that the course covers related to endocrine disorders.
2nd Generation fluoroquinolones are known for their broad-spectrum antibacterial activity and reduced ability to induce __________.
2nd Generation fluoroquinolones are known for their broad-spectrum antibacterial activity and reduced ability to induce __________.
Match the following fluoroquinolones with their primary uses:
Match the following fluoroquinolones with their primary uses:
Which of the following is a biochemical target for anti-infective agents?
Which of the following is a biochemical target for anti-infective agents?
Nitrofuran derivatives are effective for treating urinary tract infections.
Nitrofuran derivatives are effective for treating urinary tract infections.
What is the role of the nitro group in nitrofuran derivatives?
What is the role of the nitro group in nitrofuran derivatives?
___ is a medicinal dye that should be dissolved in alcohol.
___ is a medicinal dye that should be dissolved in alcohol.
Match the following antimicrobial agents to their descriptions:
Match the following antimicrobial agents to their descriptions:
Which of the following compounds is NOT included in the classification of antimicrobial agents?
Which of the following compounds is NOT included in the classification of antimicrobial agents?
All antibacterial targets are aimed at inhibiting protein synthesis.
All antibacterial targets are aimed at inhibiting protein synthesis.
What is the primary use of Nifuroxazide?
What is the primary use of Nifuroxazide?
The conversion of pyruvic acid to __________ is blocked by nitrofuran derivatives.
The conversion of pyruvic acid to __________ is blocked by nitrofuran derivatives.
Which position of the nitrofuran derivative is essential for its activity?
Which position of the nitrofuran derivative is essential for its activity?
What is the mechanism of action of Quinolones in Gram-negative bacteria?
What is the mechanism of action of Quinolones in Gram-negative bacteria?
Nalidixic acid is effective against Gram-positive bacteria.
Nalidixic acid is effective against Gram-positive bacteria.
What effect does the fluorine substitution at position 6 have on fluoroquinolones?
What effect does the fluorine substitution at position 6 have on fluoroquinolones?
The introduction of a cyclopropyl substituent at position 1 enhances __________ activity.
The introduction of a cyclopropyl substituent at position 1 enhances __________ activity.
Match each modification of nalidixic acid with its effect:
Match each modification of nalidixic acid with its effect:
Which property is improved by piperazine substitution in Quinolones?
Which property is improved by piperazine substitution in Quinolones?
Enoxacin is a broad-spectrum antibiotic effective against both Gram-negative and Gram-positive bacteria.
Enoxacin is a broad-spectrum antibiotic effective against both Gram-negative and Gram-positive bacteria.
What is the primary application of nalidixic acid?
What is the primary application of nalidixic acid?
Resistance to nalidixic acid often develops __________.
Resistance to nalidixic acid often develops __________.
Which of the following statements is true regarding the effects of fluorine at position 8?
Which of the following statements is true regarding the effects of fluorine at position 8?
Which of the following is NOT a type of antimicrobial agent?
Which of the following is NOT a type of antimicrobial agent?
Gram-negative bacteria have a thicker cell wall than Gram-positive bacteria.
Gram-negative bacteria have a thicker cell wall than Gram-positive bacteria.
What is the primary purpose of antibiotics?
What is the primary purpose of antibiotics?
The cell membrane and cell wall of bacteria protect them from ______.
The cell membrane and cell wall of bacteria protect them from ______.
Match the following types of antimicrobial agents with their characteristics:
Match the following types of antimicrobial agents with their characteristics:
What is the primary classification of antimicrobials according to mechanism of action?
What is the primary classification of antimicrobials according to mechanism of action?
Synthetic antibacterial agents are considered antibiotics.
Synthetic antibacterial agents are considered antibiotics.
What are the two main classifications of antimicrobials based on spectrum of activity?
What are the two main classifications of antimicrobials based on spectrum of activity?
Gram-positive bacteria typically have a ______ cell wall compared to Gram-negative bacteria.
Gram-positive bacteria typically have a ______ cell wall compared to Gram-negative bacteria.
Which of the following agents is used to prevent microbial spoilage in food?
Which of the following agents is used to prevent microbial spoilage in food?
Flashcards
What is the main focus of the Medicinal Chemistry I (PC508) course?
What is the main focus of the Medicinal Chemistry I (PC508) course?
This course focuses on various anti-infective drugs (antibiotics, antivirals, antifungals, and antiparasitic) as well as other chemotherapeutic agents like anticancer drugs, hormones, and related treatments. It touches upon endocrine-related drugs and antihistamines.
What are physicochemical properties?
What are physicochemical properties?
These properties relate to how a drug interacts with the body and how well it reaches the target site. They influence the effectiveness and potential side effects of a drug.
What are pharmacological properties?
What are pharmacological properties?
This refers to the detailed study of how a drug works at a cellular and molecular level, including its uses, potential side effects, and interactions with other drugs.
What are tumor cell hallmarks?
What are tumor cell hallmarks?
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What does analyzing representative drugs mean in this course?
What does analyzing representative drugs mean in this course?
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What are pharmacopeial methods?
What are pharmacopeial methods?
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What is meant by utilizing safely synthetic laboratory materials and glassware?
What is meant by utilizing safely synthetic laboratory materials and glassware?
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What does selecting the proper chemotherapeutic agent and hormones mean?
What does selecting the proper chemotherapeutic agent and hormones mean?
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What is medicinal chemistry?
What is medicinal chemistry?
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What is an antibiotic?
What is an antibiotic?
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What are synthetic antibacterial agents?
What are synthetic antibacterial agents?
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What are broad-spectrum antibiotics?
What are broad-spectrum antibiotics?
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What are narrow-spectrum antibiotics?
What are narrow-spectrum antibiotics?
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What are antiseptics?
What are antiseptics?
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What are disinfectants?
What are disinfectants?
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What are preservatives?
What are preservatives?
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What are gram-negative bacteria?
What are gram-negative bacteria?
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What are gram-positive bacteria?
What are gram-positive bacteria?
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Antibacterials: Inhibition of Nucleic Acid Synthesis
Antibacterials: Inhibition of Nucleic Acid Synthesis
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Antibacterials: Inhibition of Cell Wall Synthesis
Antibacterials: Inhibition of Cell Wall Synthesis
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Antibacterials: Alteration of Cell Membrane Permeability
Antibacterials: Alteration of Cell Membrane Permeability
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Antibacterials: Inhibition of Protein Synthesis
Antibacterials: Inhibition of Protein Synthesis
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Alcohols: 70% Ethyl Alcohol
Alcohols: 70% Ethyl Alcohol
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Phenols: Chloroxylenol (Dettol)
Phenols: Chloroxylenol (Dettol)
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Nitrofuran Derivatives
Nitrofuran Derivatives
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Nitrofurantoin: Urinary Tract Infections
Nitrofurantoin: Urinary Tract Infections
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Nifuroxazide: Colitis and Diarrhea
Nifuroxazide: Colitis and Diarrhea
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SAR: Nitro Group in 5-position
SAR: Nitro Group in 5-position
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What are the key advantages of 2nd generation fluoroquinolones over 1st generation?
What are the key advantages of 2nd generation fluoroquinolones over 1st generation?
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Describe Ciprofloxacin's strength compared to Nalidixic acid.
Describe Ciprofloxacin's strength compared to Nalidixic acid.
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What is a distinctive feature of Sparfloxacin compared to other di-fluoroquinolones?
What is a distinctive feature of Sparfloxacin compared to other di-fluoroquinolones?
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What is the main limitation of Trovafloxacin's use and where is it mainly used?
What is the main limitation of Trovafloxacin's use and where is it mainly used?
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What are some important incompatibilities of quinolones?
What are some important incompatibilities of quinolones?
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Quinolones
Quinolones
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DNA Gyrase
DNA Gyrase
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Topoisomerase IV
Topoisomerase IV
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Mechanism of action (MOA)
Mechanism of action (MOA)
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Gram-Negative bacteria
Gram-Negative bacteria
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Gram-Positive bacteria
Gram-Positive bacteria
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Substitution
Substitution
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Bioavailability
Bioavailability
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Zwitter ion
Zwitter ion
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Phototoxicity
Phototoxicity
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Activity
Activity
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Adverse reactions
Adverse reactions
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Elimination
Elimination
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Narrow spectrum drug
Narrow spectrum drug
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Broad-spectrum drug
Broad-spectrum drug
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Resistance
Resistance
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Oral absorption
Oral absorption
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Tissue distribution
Tissue distribution
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Metabolic stability
Metabolic stability
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Urinary tract infection (UTI)
Urinary tract infection (UTI)
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Pharmacokinetics
Pharmacokinetics
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Fluoroquinolones
Fluoroquinolones
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Study Notes
Course Information
- Course Title: Medicinal Chemistry I (PC508)
- Lecture: 1
- Topic: Anti-Infective Drug
- Department: Pharmaceutical Chemistry
Course Specifications
- Aims: Covers different classes of antibiotics, antimicrobials (natural and synthetic), chemotherapeutic agents (including antivirals, antifungals, and antiparasitic), anticancer therapies, steroidal hormones and related drugs, endocrine-related drugs (Diabetes, thyroid, calcium regulating agents), antihistamines (H1, H2 blockers), and anti-ulcer PPIs.
Course Learning Objectives (CLOs)
- Define principles of physicochemical properties on bioavailability and biological activities of antimicrobial and anticancer drugs.
- Identify pharmacological properties (mechanisms of action, uses, adverse reactions, and interactions with other agents) of studied agents.
- Interpret information about tumor cells and their hallmarks in cancer development.
- Analyze representative drugs from various classes.
- Apply pharmacopeial methods in detecting the purity of natural and synthetic materials.
- Utilize synthetic laboratory materials and glassware safely.
- Select chemotherapeutic and hormonal agents based on etiology and pathophysiology of infections/diseases.
- Recommend the proper active drug based on its pharmacological properties.
- Justify drug interactions and adverse effects of different chemotherapeutic classes and hormones.
- Develop teamwork capabilities.
Content Outline
- Introduction
- Antimicrobial agents (Antibacterial, Antifungal, Antiviral)
- Anticancer agents
- Antihistaminic
- Antidiabetic
Medicinal Chemistry
- Multifaceted discipline encompassing synthetic organic chemistry, natural products chemistry, enzymology, chemical biology, structural biology, and computational methods.
- Aimed at the discovery and development of new therapeutic agents/drugs.
Bacterial Cell Structure
- No defined nucleus, no organelles, different biochemistry.
- Cell membrane and cell wall protect from lysis.
- Gram-negative bacteria have a thin cell wall and an additional outer membrane made of lipopolysaccharides.
Antimicrobial Agents
- Antibiotics: Chemical compounds produced by living microorganisms to defend against other microorganisms by inhibiting their life process.
- Synthetic antibacterial agents: Fully synthetic compounds that act against bacteria but are not antibiotics.
Classification of Antimicrobials
- Based on mechanism of action (inhibiting cell wall, protein synthesis, etc.)
- Based on spectrum of activity (broad or narrow; Gram-negative, Gram-positive, or both).
- Based on chemical classification (β-lactams, non-β-lactam antibiotics).
Bacterial Cell Structure and Antibacterial Agents
- Diagram showing their interactions.
Antiseptics, Disinfectants, and Preservatives
- Antiseptics are for living tissues.
- Disinfectants are for nonliving objects.
- Preservatives hinder microbial spoilage.
Biochemical Targets for Anti-Infective Agents
- Inhibition of nucleic acid synthesis
- Inhibition of bacterial cell wall synthesis
- Alteration of cell membrane permeability/inhibition of active transport
- Inhibition of protein synthesis
Classification of Antimicrobials(chemical classes)
- Alcohols, Phenols, Aldehydes, Acids, Halogen-containing compounds, Oxidizing agents, Mercury compounds, Silver salts, Medicinal dyes, Cationic surfactants, Nitrofuran derivatives, Esters of p-hydroxybenzoic acid (Parabens), Oxazolidinones (linezolid), Nalidixic acid & Quinolones
Nitrofuran Derivatives
- Nitro group reduction to hydroxyl amine then to amino group.
- Production of reactive oxygen species (ROS), leading to DNA and protein destruction.
- Blocking pyruvic acid to acetyl CoA conversion
- Energy transfer inhibition.
- Uses: Urinary tract infections resistant to antibiotics.
- Structure-activity relationship (SAR) crucial to drug design
- Synthesis of Nitrofuran derivatives
Nalidixic acid and Quinolones
- Mechanism of action (MOA): Inhibition of DNA gyrase (Gram-negative) and topoisomerase IV (Gram-positive).
- Role in DNA replication.
- History of Derivatives
- Applications
2nd Generation Fluoroquinolones
- Used for UTI and infections resistant to other antibacterial agents.
- Advantages over first-generation: Excellent and broad antibacterial activity, fewer side effects, and lower ability to induce bacterial resistance.
- Examples: Norfloxacin (Noroxin), Ciprofloxacin (Ciprobay)
3rd Generation Fluoroquinolone
- Used for lower respiratory infections (bronchitis) and bacterial gastroenteritis.
- Lower photosensitivity than other di-fluoro derivatives because of amino group counteracting the 8-fluoro substituent.
- Example: Sparfloxacin
4th Generation Fluoroquinolone
- Reports of liver toxicity and pancreatitis, limited use in patients with life-threatening infections.
- Active against anaerobic bacteria.
- Example: Trovafloxacin (Trovan)
Metabolism of Fluoroquinolones
- 7-methyl group converted into a 7-OH/ 7-COOH alcoholic group.
- 7-OH group is pharmacologically more active.
- 7-COOH group is pharmacologically inactive.
Incompatibilities of Quinolones
- Chelation of polyvalent metal ions (Ca, Mg, Al, Fe) forms less water-soluble complexes.
- Contraindicated with antacids, hematinics, tonics, or dairy products.
- Not given to children less than 18 years old.
- CYP450 inhibitors.
Exercises
- Questions related to topics covered in lecture.
Arrangement according to phototoxicity.
- Ranking order of fluoroquinolone drugs based on phototoxicity.
Oral bioavailability of some Fluoroquinolones
- Correlation with lipophilicity.
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Description
This quiz covers essential aspects of pharmacology, including the classification and functions of various drug types, particularly focusing on antihistamines, fluoroquinolones, and anticancer therapies. It also addresses side effects and the relationship between drug properties and bioavailability. Test your understanding of key objectives and concepts from the course.