Simple FA and sterols Flashcards
Of pharmaceutic & purified quality
STEARIC ACID
STEARIC ACID: pharmaceutic quality
40% stearic acid and nlt 40% palmitic acid
STEARIC ACID: purified quality
90% stearic acid
Derivatives of stearic acid: lubricants
Ca and Mg stearates
Derivatives of stearic acid: dusting powder
Zn stearate
Derivatives of stearic acid: emulsifying and stiffening agent
Na stearate
Derivatives of stearic acid: suspending agent
Aluminum monostearate
Derivatives of stearic acid: emulsifying agents
Glyceryl & propylene glycol monostearates
Unsaturated octadecanoic acid (at C9)
OLEIC ACID
Often obtained as by-product in production of stearic acid
OLEIC ACID
OLEIC ACID is often obtained as by-product in production of ?
stearic acid
Gradually absorbs oxygen and darkens when exposed to air (due to its unsaturation)
OLEIC ACID
Use - oleic acid
Emulsion adjunct
Derivatives of oleic acid: vehicle (and less greasy)
Ethyl oleate
Derivatives of oleic acid: emollient and emulsifying agent
Oleyl alcohol
Essential fatty acids
VITAMIN F
Cons - VITAMIN F
Linoleic (n-6) and alpha-linolenic (n-3) acids
Humans lack the __ enzymes needed to convert __ to __ & __
desaturase enzymes needed to convert oleic acid to linoleic & linolenic
Delta notation - oleic acid
C18:1 Δ9
Delta notation - Linoleic acid
C18:2 Δ9,12
Delta notation - Linolenic acid (alpha)
C18:3 Δ9,12,15
Delta notation - Arachidonic acid
C20:4 Δ5,8,11,14
Delta notation - Timonodonic acid/EPA
C20:5 Δ5,8,11,14,17
Delta notation - Cervonic acid/DHA
C22:6 Δ4,7,10,13,16,19
Precursor of eicosanoid autacoids
Arachidonic acid
animal fatty acids that are said to reduce cardiovascular risk
Omega-3-fatty acids
2 Omega-3-fatty acids
Timonodonic acid/EPA (eicosapentanoic acid)
Cervonic acid/DHA (docosahexanoic acid)
Essential FA that is the precursor of inflammatory agents
Linolenic acid (alpha)
Direct precursor of prostaglandins and inflammatory agents
Arachidonic acid
Eicosanoids are __ derivatives of __
C20, arachidonic acid
__ are C20 derivatives of arachidonic acid
Eicosanoids
Involves COX and LOX enzymes
Eicosanoids
well-known targets of all NSAID drugs
COX and prostaglandin function
COX and prostaglandin function are the well-known targets of all ?
NSAID drugs
LOX and leukotriene function are the well-known targets of some ? Give examples
back-up asthma drugs (ex. zileuton, montelukast)
well-known targets of some back-up asthma drugs (ex. zileuton, montelukast)
LOX and leukotriene function
Involved in platelet aggregation, pain and inflammation
PROSTAGLANDINS
4 major classes: Prostaglandins
Prostaglandins A, B, E and F
Prostaglandins are involved in? (3)
platelet aggregation, pain and inflammation
Key examples Prostaglandins: Vasodilator, antiplatelet and uterine relaxant
Alprostadil (PGE1 analog)
Key examples Prostaglandins: PGE1 analogs
Alprostadil, Misoprostol
Key examples Prostaglandins: Maintains oxygenation in babies with patent ductus arteriosus
Alprostadil (PGE1 analog)
Key examples Prostaglandins: uses of alprostadil (4)
Vasodilator, antiplatelet and uterine relaxant
Maintains oxygenation in babies with patent ductus arteriosus
Key examples Prostaglandins: Prostaglandin analog used for treatment of NSAID-induced ulcers
Misoprostol (another PGE1 analog)
Key examples Prostaglandins: Banned in some countries due to its off-label abortifacient use
Misoprostol (another PGE1 analog)
Key examples Prostaglandins: uses of misoprostol
treatment of NSAID-induced ulcers, abortifacient
Key examples Prostaglandins: Uterine stimulant; inactivated in the lungs
PGF2α (Dinoprost)
Key examples Prostaglandins: for termination of second trimester pregnancy
PGF2α (Dinoprost), 15-methyl PGF2α (Carboprost)
Key examples Prostaglandins: use of dinoprost
Uterine stimulant; termination of second trimester pregnancy
Key examples Prostaglandins: ADRs of dinoprost
extension of contractile effect (GI muscle) vomiting, diarrhea, increased BP
Key examples Prostaglandins: Uterine stimulant; given deep IM
15-methyl PGF2α (Carboprost)
Key examples Prostaglandins: use of carboprost
Uterine stimulant; given deep IM
Used for termination of second trimester pregnancy
Linoleic gives rise to ? which gives rise to ?
Arachidonic, eicosanoids
Linolenic gives rise to ?
OMEGA-3 FATTY ACIDS
OMEGA-3 FATTY ACIDS reduces?
CV events
ethyl ester form of omega-3 FA EPA that reduces CV events
Icosapent ethyl
Omega-3 FA that serves as substrate that resolves inflammation
EPA
2 CASTOR-DERIVED ACIDS
Undecylenic acid
Azelaic acid
CDA: Prepared by pyrolysis of ricinoleic acid
Undecylenic acid
Undecylenic acid is p repared by __ of __
pyrolysis of ricinoleic acid
CDA: has antifungal properties
Undecylenic acid
CDA: Undecylenic acid derivatives used in topical formulations
Caprylate and propionate salts
CDA: antifungal (but not related to castor); MoA dependent on release of __
Glyceryl triacetate, acetic acid
CDA: Prepared by ozonolysis of ricinoleic acid, or isolated from Malassezia furfur
Azelaic acid
CDA: Azelaic acid is prepared by _ of _ (or isolated from _)
ozonolysis of ricinoleic acid (or isolated from Malassezia furfur)
CDA: Has anti-acne properties
Azelaic acid