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Eicosanoids
 Eicosanoids are paracrine hormones, substances that
act only on cells near the point of hormone synthesis
instead of being transported in the blood to act on
cells in other tissues or organs.
 All eicosanoids are derived from arachidonic acid
(20:4(5,8,11,14) the 20-carbon polyunsaturated fatty
acid from which they take their general name (Greek
eikosi, “twenty”).
 There are three classes of eicosanoids:
prostaglandins, thromboxanes, and leukotrienes.
Prostaglandins (PG)
 Prostaglandins (PG) contain a five-carbon ring originating
from the chain of arachidonic acid. Their name derives from
the prostate gland, the tissue from which they were first
isolated by Bengt Samuelsson and Sune Bergstrom.
 Two groups of prostaglandins were originally defined: PGE, for
ether-soluble, and PGF, for phosphate ( fosfat in Swedish)
buffer–soluble. Each group contains numerous subtypes,
named PGE1, PGE2, and so forth.
 Prostaglandins act in many tissues by regulating the synthesis
of the intracellular messenger 3,5-cyclic AMP (cAMP).
 The prostaglandins affect a wide range of cellular and
tissue functions.
 Some prostaglandins stimulate contraction of the
smooth muscle of the uterus during menstruation and
labor.
 Others affect blood flow to specific organs, the wake-
sleep cycle, and the responsiveness of certain tissues
to hormones such as epinephrine and glucagon.
 Prostaglandins in a third group elevate body
temperature (producing fever) and cause inflammation
and pain.
Thromboxanes
 The thromboxanes have a six-membered ring containing an
ether.
 They are produced by platelets (also called thrombocytes) and
act in the formation of blood clots and the reduction of blood
flow to the site of a clot.
 The nonsteroidal antiinflammatory drugs (NSAIDs)— aspirin,
ibuprofen, and meclofenamate, for example— were shown by
John Vane to inhibit the enzyme prostaglandin H2 synthase
(also called cyclooxygenase or COX), which catalyzes an early
step in the pathway from arachidonate to prostaglandins and
thromboxanes.
Leukotrienes
 Leukotrienes, first found in leukocytes, contain three conjugated double
bonds.
 They are powerful biological signals.
 For example, leukotriene D4, derived from leukotriene A4, induces
contraction of the muscle lining the airways to the lung. Overproduction of
leukotrienes causes asthmatic attacks, and leukotriene synthesis is one
target of antiasthmatic drugs such as prednisone.
 The strong contraction of the smooth muscles of the lung that occurs
during anaphylactic shock is part of the potentially fatal allergic reaction in
individuals hypersensitive to bee stings, penicillin, or other agents.
Functions
 They are known to be involved in reproductive
function.
 In the inflammation
 Fever
 And pain associated with injury or disease; in the
formation of blood clots and the regulation of blood
pressure.
 In gastric acid secretion; and in a variety of other
processes important in human health or disease.
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Eicosanoids.pptx

  • 2.  Eicosanoids are paracrine hormones, substances that act only on cells near the point of hormone synthesis instead of being transported in the blood to act on cells in other tissues or organs.
  • 3.  All eicosanoids are derived from arachidonic acid (20:4(5,8,11,14) the 20-carbon polyunsaturated fatty acid from which they take their general name (Greek eikosi, “twenty”).  There are three classes of eicosanoids: prostaglandins, thromboxanes, and leukotrienes.
  • 4.
  • 5. Prostaglandins (PG)  Prostaglandins (PG) contain a five-carbon ring originating from the chain of arachidonic acid. Their name derives from the prostate gland, the tissue from which they were first isolated by Bengt Samuelsson and Sune Bergstrom.  Two groups of prostaglandins were originally defined: PGE, for ether-soluble, and PGF, for phosphate ( fosfat in Swedish) buffer–soluble. Each group contains numerous subtypes, named PGE1, PGE2, and so forth.  Prostaglandins act in many tissues by regulating the synthesis of the intracellular messenger 3,5-cyclic AMP (cAMP).
  • 6.  The prostaglandins affect a wide range of cellular and tissue functions.  Some prostaglandins stimulate contraction of the smooth muscle of the uterus during menstruation and labor.  Others affect blood flow to specific organs, the wake- sleep cycle, and the responsiveness of certain tissues to hormones such as epinephrine and glucagon.  Prostaglandins in a third group elevate body temperature (producing fever) and cause inflammation and pain.
  • 7. Thromboxanes  The thromboxanes have a six-membered ring containing an ether.  They are produced by platelets (also called thrombocytes) and act in the formation of blood clots and the reduction of blood flow to the site of a clot.  The nonsteroidal antiinflammatory drugs (NSAIDs)— aspirin, ibuprofen, and meclofenamate, for example— were shown by John Vane to inhibit the enzyme prostaglandin H2 synthase (also called cyclooxygenase or COX), which catalyzes an early step in the pathway from arachidonate to prostaglandins and thromboxanes.
  • 8. Leukotrienes  Leukotrienes, first found in leukocytes, contain three conjugated double bonds.  They are powerful biological signals.  For example, leukotriene D4, derived from leukotriene A4, induces contraction of the muscle lining the airways to the lung. Overproduction of leukotrienes causes asthmatic attacks, and leukotriene synthesis is one target of antiasthmatic drugs such as prednisone.  The strong contraction of the smooth muscles of the lung that occurs during anaphylactic shock is part of the potentially fatal allergic reaction in individuals hypersensitive to bee stings, penicillin, or other agents.
  • 9. Functions  They are known to be involved in reproductive function.  In the inflammation  Fever  And pain associated with injury or disease; in the formation of blood clots and the regulation of blood pressure.  In gastric acid secretion; and in a variety of other processes important in human health or disease.
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