Exam 2 Flashcards
Examples of primary lipids
Fixed oils, fats, phospholipids, waxes, mineral oils, paraffin
What are waxes?
esters of fatty acids and alcohols
What are the different triglycerides?
fixed oils and fats
Examples of secondary lipids
Polyketides (aromatics, etc), terpenoids and steroids, phenylpropanoids
secondary lipids property
not soluble in water, soluble in ehter, chloroform, lipid, fat solvents
Examples of volatile oils
essential oils, essences
Properties of volatile oils
small aliphatics, aromatics, potent odors, flavors
Examples of resins
- Oleoresins: turpentine, capsicum
- Balsams: contain benzoic and/or cinnamic acids (benzoin)
Properties of resins
solid, amorphous, complex lipid mixtures; when you injure a plant, liquid comes out and turns to solid when dried
Examples of latex
rubber latex and opium latex
Properties of latex
aqueous suspensions of lipids; when you injure a plant, white liquid comes out and turns black when dried
Examples of fixed oils
Castor oil, Olive oil, Peanut oil, Soybean, Sesame oil. Cottonseed oil, Corn oil, Safflower oil, Coconut Oil
Examples of fatty acids
Stearic, Oleic, Linoleic, Linolenic acids
Examples of waxes
Beeswax, Carnauba wax
What do oil base paints contain?
Linolenic acid
What are the different classes of steroidal drugs?
- Plant Steroids/Sterols
- Steroid Hormones
- Semi- and Synthetic Steroid Drugs
Examples of plant steroids/sterols
Cardiac Steroids, Sitosterol
Examples of steroid hormones
Sex hormones, adrenocorticoid hormones (cholesterol as a derivative)
Examples of semi- and synthetic steroid drugs
Corticosteroids, Anabolic steroids
What are antibiotics derived from acetate metabolism?
These are all BIOsysnthesized:
- Tetracyclines
- Antineoplastic Anthracycline Derivatives
- Macrolide Antibiotics
- Polyenes
Examples of Polyene/Polyketide Drugs
- Lovastatin
- Simvastatin
- Rifampin
- Nystatin
(apparently tetraclycines and erythromycin are under this category?)
Examples of Antineoplastic Anthracycline Derivatives
- Doxorubicin
- Plicamycin
- Mitomycin
Examples of Macrolide Antibiotics
- Erythromycin
- Oleandomycin
- Vancomycin
Structure of macrolide antibiotics
characterized by a macrolactone ring that is glycosidically linked to one or more sugars
Structure of polyenes
Amphoteric actinomycete metabolites characterized by a series of conjugated double bonds.
What is an example of a fatty acid that is a SECONDARY metabolite?
Arachidonic Acid
Where can you find Arachidonic Acid?
- peanuts, animals, coral
- precursor to Prostaglandins
Where can you find Prostaglandins?
animals, coral
What are Terpenoids?
derivatives from Arachidonic Acid with 5 carbon units; derived from acetate
Numbering and naming system for Terpenoids
- C5 —Hemiterpenes
- C15 — Sesquiterpenes
- C20 —Diterpenes
- C10 —Monoterpenes
- C30—Triterpenes
- C40—Tetraterpene
Volatile oils composition
Consist largely of terpenes (isoprene units)
Examples of Phenylpropanoids
Methyl Salicylate, Eugenol, Cinnamaldehyde (these are NOT derived from acetate)
What plant species is used in the treatment of infections, diabetes, and hepatitis B? And what does it consists of?
- Phyllantus species
- Consists of Triterpenoid
T/F; Alkaloids are ubiquitous in nature.
TRUE :)
Define alkaloids
Naturally occurring, organic nitrogenous compounds that are usually basic and derived from amino acids
What are the different types of alkaloids?
- True Alkaloids
- Proto-alkaloids
- Pseudo-alkaloids
Where are proto-alkaloids found?
mammals
Properties of alkaloids
- Solids; basic in nature
- Bitter
- Base and salt forms
How can you purify alkaloids from plant matter?
Reversible reactions going back and forth from base to salt
What can you use to precipitate alkaloids?
Alkaloidal reagents:
- Mayer’s Reagent
- Dragendorff’s reagent
Will only react with true alkaloids
What are the classes of alkaloids?
- Pyridine
- Piperidine
- Pyrrolidine
- Imidazole
- Quinoline
- Isoquinoline
- Indole
- Purine
- Tropane
What is the structure for true alkaloids?
when the N is in a ring structure
What are the precursors for true alkaloids?
- Phenylalanine
- Tyrosine
- Tryptophan
- Histidine
What is the structure for proto-alkaloids?
when the N is outside the ring; may or may not react with alkaloidal reagent
How do pseudoalkaloids differ from true alkaloids?
- are not derived from amino acids
- do not react with alkaloidal reagent
How can you tell if morphine / opium is in a compound or solution?
React it with FeCl3. Meconic acid is present only in opium and will react with FeCl3 to give a red color
Which amino acid are isoquinoline alkaloids derived from?
tyrosine
Which amino acid are indole alkaloids derived from?
tryptophan