Eicosanoids are derived from omega-3 and omega-6 fatty acids and include prostaglandins, thromboxanes, and leukotrienes. Prostaglandins function in vasodilation, inducing labor pains, regulating inflammation and cell growth. Thromboxanes are involved in blood clot formation and platelet activation. Leukotrienes contribute to pathologies like asthma and dementia by promoting inflammation and bronchoconstriction. The three classes of eicosanoids serve important physiological roles through their diverse functions.
3. Eicosanoid
"Eicosanoid" (eicosa-, Greek for "twenty"; see icosahedron.
is the collective term for straight-chain polyunsaturated fatty
acids (PUFAs) of 20 carbon units in length that have been
metabolized or otherwise converted to oxygen-containing
products.
4. Ecosapentaenoic acid (EPA),an w-3 fatty acid with five
double bonds
Arachidonic Acid (AA),an w-6 fatty acid with 4 double
bonds
Dihomo-gamma-linolenic Acid (DGLA), an w-6 with double
bonds
Eicosanoids are derived from either OMEGA-3(W-3) or
OMEGA-6(W-6) fatty acids.
5. Sub families
There are multiple subfamilies of eicosanoids, including most prominently the
Prostaglandins.
Thromboxanes.
Leukotrienes.
Lipoxins.
Resolvins.
Exoin .
6. Classes of eicosanoid
There are the following major classes of
Eicosanoid :
Prostaglandin
Thromboxanes
Leukotrienes
8. Prostaglandin Structure
Unsaturated carboxylic acids containing 20 carbon
5 carbon ring is present .
Variety of structures ( one, two or three double bonds)
9. Attachment of different substituent groups to the rings named as A,E,F
13. Prostaglandin and its functions:
Prostaglandins were discovered in the 1930’s.
Ulf von Euler found that seminal fluid and seminal
vesicles from most animals including man contain a
substance which causes contraction of the smooth
muscle of the uterus.
He named this new substance prostaglandin since they
were originally thought to be secreted by the prostate
gland.
14. Group of physiologically active substances
Derived from essential fatty acids
20-carbon fatty acids categorized as eicosanoids
Composed of a cyclopentanone nucleus with two side chains
15. CHEMICAL STRUCTURE
All prostaglandins are derived from the 20 C cyclic
saturated fatty acid, prostanoic acid
The five-carbon ring is saturated
All naturally occurring PGs have an alpha-
oriented OH group at C15.
16.
17.
18. Functions :
Prostaglandins act on an array of cells and have a
wide variety of effects such as:
Vasoconstriction & vasodilation Induce labor pains
Decreases intraocular pressure by increasing
removal of aqueous humor from the eye
Regulate inflammation
19. Conti….
CELL GROWTH: Cell proliferation ( PGE2 ) Stimulates
growth of skeletal muscle (PGF2α) Acts on
thermoregulatory center of hypothalamus to produce
fever.
Acts on mesangial cells (specialized smooth muscle cells)
in the glomerulus of the kidney to increase glomerular
filtration rate. Acts on parietal cells in the stomach wall
to inhibit acid secretion.
22. Thromboxanes
Member of lipid family knows as Thromboxanes.
Compounds have thrombus forming potential.
Major thromboxanes are TXA2 and TXB2.
Thromboxane A synthase present in ER.
Abundant in lungs and platelets .
In this cyclopentane ring replaced by six member oxygen
ring.
23. Although thromboxane production is increased in asthma
and thromboxane analogs are
potent bronchoconstrictors in asthmatic patients.
There is no convincing evidence that thromboxane
receptor (TP) antagonists or
thromboxane synthase inhibitors are effective in asthma.
25. Pathology:
It is believed that the vasoconstriction caused by
thromboxane’s plays a role in Prinz metal's angina.
Omega-3 fatty acids are metabolized to produce higher
levels of TxA,3 which is relatively less potent than
TxA2 and PGI3; therefore, there is a balance shift toward
inhibition of vasoconstriction and platelet aggregation.
It is believed that this shift in balance lowers the
incidence of myocardial infarction (heart attack) and
stroke.
26. Functions:
Vasoconstrictor and potent hypertensive agent.
Homeostatic balance in the circulatory system.
Formation of blood clots and reduce blood flow .
Activation of new platelets .
28. What are
Leukotrienes??
Leukotrienes are a family
of eicosanoid inflammatory
mediators produced in leukocytes
by the oxidation of arachidonic
acid and the essential fatty acid
eicosapentaenoic acid by
the enzyme arachidonate 5-
lipoxygenase
29.
30. Functions of leukotrienes
Leukotrienes in dementia
Leukotrienes are found to play an important role in the later stages
of Alzheimer's disease
Leukotrienes in Asthma
It contribute to the pathophysiology of asthma, especially in patients with
aspirin-exacerbated respiratory diseases
Symptoms include: airflow obstruction, increased secretion of mucus,mucosal
accumulation
31. Continue...
They are involved in asthmatic and allergic reactions
Leukotrienes are very important agents in
the inflammatory response.
They also have a powerful effect
in bronchoconstriction and increase vascular
permeability
Leukotrienes use lipid signalling to convey information
32. Reference
https://en.wikipedia.org/wiki/Leukotriene
Böhm, Ingrid; Speck, Ulrich; Schild, Hans (2005). "A possible role for cysteinyl-
leukotrienes in non-ionic contrast media induced adverse reactions". European
Journal of Radiology. 55 (3): 431–
6. doi:10.1016/j.ejrad.2005.01.007. PMID 16129253.
https://www.sciencedirect.com/topics/biochemistry-genetics-and-molecular-
biology/eicosanoids
https://www.sciencedirect.com/topics/biochemistry-genetics-and-molecular-
biology/eicosanoids