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BIOCHEM LEC Eicosanoids arachidonic acid (20:4) derivatives

Steroid- a group of plant and animal lipids that  Have profound physiological effects at
contains this tetracyclic ring structure extremely low concentrations
 Eicosanoids are hormone-like molecules
Hormones
 Exert their effects in the tissues where
 is a biochemical substance produced they are synthesized
by a ductless gland that has a  Eicosanoids usually have a very short life
messenger function
Physiological effects of eicosanoids
 serve as a means of communication
between various tissues  Inflammatory response
 some hormones are lipid  Production of pain and fever
 the lipids that play the role of  Regulation of blood pressure
“chemical messenger” include  Induction of blood clotting
Steroid hormones (derivatives of  Control of reproductive functions, such
cholesterol) Eicosanoids (derivatives as induction of labor
of arachidonic acid)  Regulation of the sleep/wake cycle
Two major classes of steroid hormones Three principle types
 sex hormones- control reproduction and 1. Prostaglandins: C20-fatty acid derivative
secondary sex characteristics containing cyclopentane ring and
 adrenocorticoid hormones- control oxygen-containing functional groups
numerous biochemical processes in the  Involved in raising body
body temperature
Sex hormones (3 major groups)  Inhibiting the secretion of
gastric juices
 estrogens- female sex hormones  Increasing the secretion of a
 androgens- male sex hormones protective mucus layer in the
 progestins- pregnancy hormones stomach
 Relaxing and contacting smooth
Adrenocorticoid hormones
muscle, directing water and
 produced by the adrenal glands- small electrolyte balance, intensifying
organs located on top of each kidney pain, and enhancing
 28 different hormones have been inflammation responses
isolated from the adrenal cortex 2. Thromboxanes: C20-fatty acid derivative
containing a cyclic ether ring and
Two types of adrenocorticoid hormones oxygen-containing functional groups.
 Mineralocorticoids- control the balance promote platelet aggregation
of Na and K ions in cell 3. Leukotrienes: C20-fatty acid derivative
 Glucocorticoids- control glucose containing three conjugated double
metabolism and counteract bonds and hydroxy groups. Promote
inflammation inflammatory and hypersensitivity
(allergy responses)
Cholesterol  LDL carries cholesterol to cells, where
specific LDL receptors bind it
 is the most abundant steroid in the
 After binding, LDL is taken into cells
human body, and also the most
where enzymes liberate free cholesterol
important.
and cholesteryl esters
 It is a component in plasma membranes
in all animal cells.
 It is the precursor of all steroid  High-density lipoproteins (HDL)
hormones and bile acids transport cholesterol from peripheral
tissues to the liver and also transfer
Steroid hormones cholesterol to LDL
 While in the serum, free cholesterol in
 Cholesterol is first converted to
HDL is converted to cholesteryl esters
progesterone and then to both sex
 In the liver, HDL binds to the liver cell
hormones and adrenocorticoid
surface and transfers its cholesteryl
hormones esters to the cell
Lipoproteins  These esters are used for the synthesis
of steroid hormones and bile acids
 Carriers of cholesterol  After HDL has delivered its cholesteryl
 Most lipoproteins contain a core of esters to liver cells, it reenters
hydrophobic lipid molecules circulation
surrounded by a shell of hydrophilic
molecules such as proteins and Levels of LDL and HDL
phospholipids. There are four kinds
of lipoproteins:  Most of the cholesterol is carried by LDL
 Normal plasma levels are 175 mg/100 ml
 High-density lipoprotein (HDL)
 If there are sufficient LDL receptors on
(good cholesterol), consists of about
the surface of cells, LDL is removed from
33% protein and 30%alcohol circulation and its concentration in
 Low-density lipoprotein (LDL) (bad blood plasma drops
cholesterol), contains about 25%  The number of LDL receptors is
protein and 50% cholesterol controlled by a feedback mechanism
 Very-low density lipoprotein  When the concentration of cholesterol
(VLDL), carries triglycerides (fats) inside cells is high, the synthesis of LDL
synthesized by the liver receptors is suppressed
 Chylomicrons, carry dietary lipids  In the disease called famelial
synthesized in the intestines hypercholesterolemia, there are not
enough LDL receptors and plasma levels
Cholesterol transport of cholesterol may rise as high as 680
mg/100 ml
 Transport of cholesterol from the liver
 These high levels of cholesterol can
starts out as a large VLDL particle cause premature atherosclerosis and
 VLDL is carried in the serum heart attacks
 As fat is removed, its density increases  In general, high LDL means high
and it becomes LDL, LDL stays in the cholesterol content in the plasma
plasma for about 2.5 days because LDL cannot get into cells
 Therefore, high LDL together with low  Estrogen- Female- control of menstrual
HDL is a symptom of faulty cholesterol cycle
transport and a warning of possible
atherosclerosis  Androgens- male
 The serum cholesterol level controls
cholesterol synthesis in the liver
 Progestins- pregnancy hormones
 When serum cholesterol is high, its
synthesis in the liver is low, and vice
versa.  Mineralocorticoids- Control balance of
 The commonly used statin drugs inhibit Na and K
the synthesis of cholesterol by blocking
HMG-CoA reductase.  Glucocorticoids- reaction to stress,
control glucose metabolism and
Steroid hormones counteract inflammation

 Male Hormones
 Adrenocorticoids hormones- regulation
-synthesized in the testes from
of sleep/wake cycle
cholesterol
-responsible for the development of
 Steroid hormones- derivatives of
male secondary sex characteristics
cholesterol
Female Hormones
-synthesized in the ovaries from
 Sex hormones- control production
progesterone
-responsible for the development of
 Eicosanoids- derivative of arachidonic
female secondary sex characteristics and
acid
control of the menstrual cycle
-progesterone like analogs are used in
oral contraceptives

Glucocorticoid Hormones

 Synthesized in the adrenal cortex


 Regulate metabolism of carbohydrates
 Decrease inflammation
 Involve in the reaction of stress

Bile salts

 are oxidation products of cholesterol


 synthesized in the liver, stored in the
gallbladder, and secreted into the
intestine where they emulsify dietary
fats and aid in their absorption and
digestion.

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