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CHEMISTRY OF LIPIDS PROSTAGLANDINS Dr Vijay Marakala Dr. Vijay Marakala, MBBS, MD. Assistant professor BIOCHEMISTRY SIMS &

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Page 1: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

CHEMISTRY OF LIPIDSPROSTAGLANDINS

Dr Vijay Marakala Dr. Vijay Marakala, MBBS, MD.

Assistant professor BIOCHEMISTRY SIMS & RC

Page 2: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

EICOSANOIDS

Eicosanoids are formed from 20 carbon PUFA arachidonic acid

Eicosanoids

Prostanoids

Prostaglandins

PG

Prostacyclins

PGI

Thromboxanes

TX

Leukotriens

LT

What is Eicosanoids? Classification

Page 3: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

PROSTAGLANDINS

Page 4: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

PROSTAGLANDINSWhy PG?

Structure

Location

Page 5: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

Prostaglandins ClassificationA,B,C…I

PG Subclassification1,2,3

PGF1 &PGF

2α β

PROSTAGLANDINS[PG]

Nomenclature

Classification

Subscript

Page 6: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

Nomenclature

Classification

Subscript

Page 7: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

Nomenclature

Classification

Subscript

Page 8: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

PROSTAGLANDINS

Hormones?

Primary PG

Other PG

PG

Act like local

hormones16 naturally occurring

PG

7 are found throughout the body

Page 9: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

PROSTAGLANDINS - FUNCTIONS

Effects on GIT

Effects on Inflammati

on

Effects on Respiratory

tract

Effects on uterus

Effects on CVS

Page 10: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

PROSTAGLANDINS - FUNCTIONS

PGI2

VasodilatationInhibits platelet aggregation

PGA and PGE class prostaglandins lower blood pressure.

Effects on CVS

Page 11: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

PROSTAGLANDINS - FUNCTIONS

PGF2

Inducing labor

Effects on

uterus

Page 12: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

PROSTAGLANDINS - FUNCTIONS

PGF-BronchoconstrictionPGE-Bronchodilator

Effects on

Respiratory tract

Page 13: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

PROSTAGLANDINS - FUNCTIONS

PGE2

Involved in inflammatory response

Effects on Inflammati

on

Page 14: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

PROSTAGLANDINS - FUNCTIONS

PGE2

suppress gastric acid secretion

Effects on GIT

Page 15: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

First isolated from blood platelets, thrombocytes

TXA2

Subscript number denotes number of double bonds

Capital letters – designate class

Most commo

n

Thromboxanes [TX]

Page 16: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

Increase platelet aggregation

Vasoconstriction

Mobilize intracellular calcium

Smooth muscle contraction

Bronchoconstriction

Thromboxanes - FUNCTIONS

Page 17: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

LEUKOTRINES WERE SO NAMED BECAUSE THEY WERE INITIALLY DESCRIBED IN LEUCOCYTES

Grouped into 5 classes [A to E]

Subscript number denotes number of double bonds

LTC4

Leukotrines [LT]

Page 18: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

Increase chemotaxis

Facilitate inflammation & allergic reactions

Contraction of smooth muscle

Bronchoconstriction

Vasoconstriction

Leukotrines - Functions

Page 19: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

:

Time fora short break

1009080706050403020100

Page 20: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

HYDROLYSIS SAPONIFICATION RANCIDITY

OXIDATION HYDROGENATION

CHEMICAL PROPERTITES OF FAT

Page 21: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

HYDROLYSIS

The fats are hydrolyzed by the enzymes lipases to yield fatty acids and glycerol

Page 22: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

SAPONIFICATIONThe hydrolysis of fats by alkali is called saponification. This reaction resultsin the formation of glycerol and salts of fatty acids which are called soaps

Page 23: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

HYDROLYTIC RANCIDITY When butter or other fats are stored, they

often become rancid and hence unpalatable. Rancidity is caused by the growth of

microorganisms which secrete enzymes like lipases.

These split the fats into glycerol and free fatty acids.

The fatty acids impart unpleasant odour and flavour to the fat.

Page 24: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

OXIDATIVE RANCIDITY Oils containing highly unsaturated fatty acids

are spontaneously oxidized by atmospheric oxygen at ordinary temperatures.

The oxidation takes place slowly and results in the formation of short chain fatty acids (C4to C10) and aldehydes which give a rancid taste and odour to the fats.

Oxidative rancidity is observed more frequently in animal fats than in vegetable fats.

Page 25: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

HYDROGENATION

It converts unsaturated fatty acids of triglycerides into saturated fatty acids.

Commercially hydrogenation is used to convert liquid fats of plant origin to solid cooking fats.

Vanaspati (dalda) is obtained from vegetable oils through this process.

Page 26: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

FATS – FACTS AND FANTASIES Irrespective of the source, fat is the most concentrated

form of dietary energy. There is no such thing as low-calorie fat. For weight reduction, the only rule is to eat less and

exercise more. Nutritionally, polyunsaturated fatty acids (PUFAs) are

considered superior. Fats of animal origin are saturated whereas vegetable

oils are unsaturated. Fish oils too are unsaturated and have long-chain-

length fatty acids.

Page 27: Chemistry of lipids prostaglandins ppt BIOCHEMISTRY vkunder637@gmai.com

TOMORROW 9AM -10AM TEST ON LIPID CHEMISTRY