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(1)

Lipids are natural substances (from plants and

animals), esters of fatty acids and alcohols or polyols.

Soluble in apolar solvents and insoluble in water, water:ethanol mixture

Lipids can be classified as---

1. Saponifiable lipids

2. Unsaponifiable lipids

Fatty acids (aliphatic acids) + alcohol----ESTER

(Lipids)----alkaline (KOH/NaOH)----heating--- fatty

acids salt called “soap” + free alcohols

(2)

Saponifiable Lipids

1) Simple lipids are composed of "C,H,O«  Glyceride, and other esters

2) Complex Lipids (C, H, O + S, N, P):

Phospholipids  Phosphoaminolipids

(3)

1) Glycerides----fixed oils (Oleum-Olea)

CH

2

OH CHOH CH

2

OH

HOOC R -H2O

MONOGLISERIT

HOOC R CH

2

OH

CHOH

CH

2

OH HOOC R -2H20 DIGLISERIT (HETEROJEN)

HOOC R CH

2

OH

CHOH CH

2

OH

HOOC R HOOC R

TRIGLISERIT (HETEROJEN) -3H20

Monoglycerides

Diglycerides

Triglycerides

(4)

2) Esters of high molecular weighed

aliphatic alcohols such as; C16, C18, C20,

C22---C32 and high molecular weighed

fatty acids are main constituents of waxes

(5)

3) Steroids are also constituents of waxes

HO 3

17

STEROL

HO

TRITERPEN ALKOLLER (30 C'LU)

steroid

Triterpenic alcohols

(6)

Active part of the fixed oils are fatty acids-- -Alcohols do not have biological activity

Fatty acids:

1) Saturated fatty acids(aliphatic)

2) Unsaturated fatty acids (aliphatic) 3) Cyclopentenic fatty acids

4) Hydroxy fatty acids

5) Acetoxy fatty acids

(7)

1) Saturated fatty acids: CnH2nO2

Number of n=4-44, n= always even number

n= 12---Lauric acid

n= 14---Myristic acid

n= 16---Palmitic acid

n= 18--- Stearic acid

n= 20---Arachidic acid (Eicosanoic asit)

n= 22---Behenic acid

n= 24---Lignoceric acid

(8)

n=16---Palmitic acid

Found both in plants and animals

9 10

1 2 3

4 5

6 7 8 11

12 13

14 15 H 3 C 16

COOH

PALMITIK ASIT Palmitic acid

(9)

n= 18---Stearic acid

Constituent of plant fixed oils and

especially animal fixed oils. Recorded in many codex and pharmacopoeia, used in pharmaceutical technology widely.

18 17 16

15 14

13

12 11

8 7

6 5

4 3

2 1

10 9 H

3

C

COOH

STEARIK ASIT Stearic acid

(10)

2) Unsaturated fatty acids: CnH2(n-a)O2

a= the number of unsaturation

Usually contain 18 C

n= 18---Oleic acid a=1 (9-10)

n= 18---Linoleic acid a=2 (9-10, 12-13)

n= 18---Linolenic acid a=3 (9-10,12-13,15-16)

n= 20—Arachidonic acid a=4 (5-6,8-9,11-12,14-15)

(11)

H3C

9 COOH 10

1 2 3 4 5 6 7 8 11

12 13 14 15 16 1817

OLEIK ASIT

1817 16

15 14

13 12

11

8 7

6 5

4 3

2 1

10 9 H3C

COOH

LINOLEIK ASIT

LINOLENIK ASIT H3C

9 COOH 10

1 2 3 4 5 6 7 8 11

12 13 14 15 16 1817

COOH H3C

9 10

1 2 3 4 5 6 7 8 11

12 13 14 15 16 17

ARASIDONIK ASIT 20

19 18

Oleic acid

Linoleic acid

Linolenic acid

Arachidonic acid

(12)

Cyclic fatty acids: for treatment of lepra

X= 10 (C16)---HYDNOCARPIC ACID

X= 12 (C18)---CHAULMOOGRIC ACID (C H 2 ) COOH

x

(13)

Hydroxy fatty acids : Purgative

n=18, a=1---Ricinoleic acid (12-hydroxy oleic acid)

H 3 C

COOH

OH

18 9 1

10

12

(14)

Acetylenic fatty acids: They possess

antifungal and antibacterial properties.

(15)

They are mixture of;

Glycerides

Free fatty acids

Unsaponifiable parts (steroids + fat soluble

vitamins)

(16)

Production 1) Extraction by solvents

Percolation

Soxhlet extraction 2) by Expression

Hot expression

Cold expression

Cold expression type is selected for

pharmaceutical usage

(17)

Refining procedure of the crude oil

1. Neutralization (Neutralization of free fatty acids by dilute sodium hydroxide)

2. Deodorizing (Unpleasant odour , aldehydes and ketones generally,

removed by vacuum and steam injection)

3. Bleaching (By active charcoal or diatomaceous earth)

4. Wax removal (By cooling/winterization

and then waxes are removed)

(18)

Identification

1) Sudan III Reagent---Orange colour

2) 80-90º EtOH treatment----fixed oil stable . Essential oil soluble

3) Glycerides;

Fixed oil + KHSO4---heating---acrolein odour

Acrolein+Schiff reagent---(+) reak.

Acrolein + silvernitrate (AgNO3)---NH3---

reduction

(19)

Specifity

Saturated fatty acids are in solid form

Unsaturated fatty acids are in liquid form

Vegetable oils and fish oils are liquid

They dissolved in apolar solvents such as ether, petroleum ether, chloroform

Hydroxy fatty acids soluble partly or

insoluble in petroleum ether

(20)

Dissolve in ethanol partly

Polyhydroxy fatty acids----partly soluble in water

Hydrogenation using Ni (nickel)—margarin

Unsaturated fatty acids show----vitamin F

activity

(21)

Quality control

Physical properties

Chemical properties 1) Physical properties

Determination of density

Determination of gelling point

Refractive index

Optical rotation

Solubility

(22)

2) Chemical properties:

Acid degree: The amount of potassium hydroxide needed to neutralize the free acids present in 100 gram of substance

Acid value(AI): The number of miligrams of potassium hydroxide needed to neutralize the free acids present in one gram of

substance

(23)

Saponification value: The number of miligrams of potassium hydroxide needed to neutralize the free acids and saponify the esters present in one gram of substance

Ester value : The difference between the saponification value and the acid value

Unsaponifiable matter: The subtances which are not volatile and obtained by extraction with an organic

solvent.yan, suda çözünmeyen, suda çözünen bileşikler halinde de sabunlaşmayan, lipit çözücülerde eriyen

maddeler)

(24)

Peroxide value: 1This number expresses, in miliequivalents of active oxygen, the amount of peroxide contained in 1000 g of substance kg yağın taşıdığı miliekivalan oksijen miktarı

Iodine value: 1The iodine number equals the number of mg of iodine required to saturate the fatty acids present in 100 mg of the oil or fat. gr yağın çifte bağlarına gi

Oils rich in saturated fatty acids have low iodine numbers, while oils rich in unsaturated fatty acids have high iodine numbers. rının gr değeri

Drying oils---150-190

Semi-drying oils----100-150

Non-drying oils---75-100

(25)

Usage

Laxative internally

Hydroxy fatty acids are purgative

Fixed oils rich in unsaturated fatty acids are

useful against arteriosclerosis and show vitamin F activity

They are useful because of their vitamin

content such as, vitamin A, D and E

(26)

Emollient externally

To soften skin

Fixed oils exhibited Vitamin F activity (essential fatty acids)---for treatment of eczema

In pharmaceutical technology;

Solvent for preparing ampul as well as excipient

for production of suppository

(27)

Olea europaea var. sativa (Oleaceae)

Produced by cold expression of ripe fruits

Grows naturally in Mediterranean countries

Cultivated in California

Olea oleaster

Wild olive

Not used as source for

production of olive oil

(28)

In Turkey two different varieties of Olea europaea L.grow naturally;

O.europaea var. europaea (Graft oil): Leaves are longer than 4 cm, fruits 35 mm,

spineless

O.europaea var. sylvestris (Male olive, wild olive): Leaves are shorter than 4 cm, fruits 15 mm, spined especially subbranchs,

grows especially Aegean and

Mediterranean region

(29)

Immature olive fruits are green and ripe fruits are reddish. Olive fruits are drupe and contains edible mesocarp

Following of washing the fruits, they are crushed and pericarp pressed to obtain pastry, and this is followed by pression to obtain olive oil

The remain part , after obtaining olive oil is called as “Pirina” and this part used as forage.

This part can also be used for obtaning olive oil by

extraction.

(30)

Components;

Fruits (mesocarp)---- 28-32 %fixed oil.

By pressing ----20 % fixed oil is obtained

Fixed oil contains:

Unsaturated fatty acid, oleic acid triglyceride---OLEIN (80%) and linoleic acid triglycerides

Palmitic and stearic acids are saturated fatty acids

Vitamin E is found mainly in unsapanofiable part.

(31)

Laxative

Choleretic and cholagogue

Solvent for drugs, for parenteral preparations after neutralization

Used in soap industry

As a food

Clinical studies have revealed that leaves of the

plant effective for lowering blood pressure

(32)

Sesamum indicum (S.oriantale) (Pedaliaceae) ---cultivated plant

Product by pressing ripe seeds

Native country is India

China, India, Japan, Egypt, Russia, Europe

and Turkey are the producers for cultivation

(33)

Seeds contain-- 47-50% fixed oil.

Oleic acid (75%) Linoleic acid are the main constituents

Myristic acid, stearic acid (14%)and palmitic acid are the saturated fatty acids

Unsaponifiable part of the oil (1.4%);

Phytosterols

Sesamol ----phenolic

Sesamolin----lignan

Sesamin (%1) ----lignan structure (in Crystallin form) are

the main components

(34)

O O HO

SESAMOL

(hidroksimetilendioksibenzen)

(35)

Identification; BAUDOUIN Reaction;

Sesame oil + 1% sucrose HCl---heating---

pink-red colour occurs

(36)

Antioxidant activity

Purgative internally

Sesame oil and sesamin----synergistic activity with pyrethrins

As a food

Sesame pasta “tahin” is obtained by pressing sesame seeds after peel off

Solvent in parfumery

(37)

Arachis hypogaea (Fabaceae/Leguminosae) seeds fixed oil

Grows naturally in West Africa and South Asia

Cultivated in South Africa, West, South and South-west Anatolia

Sweet taste fixed oil produced by cold expression is used as pharmaceutical

properties. Hot expression is used to obtain

fixed oil with bitter taste and used in industry.

(38)

Seeds (cotyledon)---45-50% fixed oil.

Fixed oil contains---Oleic acid (56%) and Linoleic acid as unsaturated fatty acids

Palmitic, Arachidic and Lignoceric acid saturated fatty acids triglycerides.

Thiamin (vitamin B1) as unsaponifiable

part.

(39)

Laxative

As solvent for parenteral solutions

Oleum Arachidis hydrogenatum----

excipient for pomades in pharmaceutical technology

Diet against arteriosclerosis due to its

unsaturated fatty acids contents.

(40)

Prunus amygdalus var.dulcis (Rosaceae) produced by expression of seeds

Native country is Anatolia

Cultivated in Mediterranean countries

(41)

Seeds (cotyledon)--- contains 45-50 %fixed oil

Fixed oil contains;

Unsaturated fatty acids;OLEIC ACID (50-60%) ve LINOLEIC ACID glycerides

Saturated fatty acids; Myristic acid and

palmitic acid glycerides

(42)

Laxative internally

Emollient and demulcent

Components of cold cream and some

pomades

(43)

Theobroma cacao (Sterculiaceae) Seeds oil

Fixed oil

Grows naturally in

United States, Brasil, west Africa,

A tree, 10-15 m lenght

(44)

Seeds contain 50% fixed oil

White or yellowish-white

Special smell

Solid in room temperature

Melting point 30-35 0 C--

Fixed oil contains;

Oleic acid(37%)

Linoleic acid(2%)

Lauric acid

Palmitic acid (25%)

Stearic acid(35%) glycerides

(45)

Used as excipient to prepare suppository and ovul in pharmaceutical technology

To obtain stearic acid

Used for treatment of haemorrhoid and for

treatment of chest fissure and wounds in

womens

(46)

This is the salt which is prepared from the mixture of fatty acids obtained from fixed oils and magnesium

Mixture of Mg stearate + Mg palmitate

This salt should contains MgO between

6.8-8.0%

(47)

Production: Na-stearate water solution.

+MgCl 2 —heating----Mg-stearate collapsed

Stearic acid + MgO or MgCO3---heating---- Mg-stearate collapsed

It has special odour

Adhesive, white and slight powder

Insolubile in water

Soluble in ethanol and ether

(48)

Used as lubricant in tablets preparation

In baby powder

(49)

This is the salt which is prepared from the

mixture of fatty acids obtained from fixed oils and zinc

Mixture of Zn stearate + Zn palmitate

This salt should contain ZnO between 12.5-14%

(50)

Production: Stearic acid + water + Na 2 CO 3 + ZnSO 4 solution—-Zn-stearat collapsed. This precipitate is washed and dried at 60 0 C.

Used as drier and protective agent for skin

Used to prepare pomade and powder

Toxic to babies by inhalation therefore it should

not be used

(51)

Papaver somniferum (Papaveraceae) varieties are used to produce opium oil

Cultivated in Iran, India,

Jugoslavia and Anatolia

Seeds contain fixed oil as

---47-51%

By cold expression---25% fixed oil is produced

(52)

Hot expression is used for

industry---

Opium oil is rich in by unsaturated fatty acids

Oleic acid and linoleic acid glycerides are found mainly

Stearic, Palmitic acid glycerides are other constituents

Used as constituent of some galenic

preparations

(53)

Linum usitattissimum (Linaceae) seeds oil

Cultivated in India, Egypt, Canada, Brasil, Europe and Anatolia

Reddish brown colour

Special odour

Drying fixed oil

“Bezir oil” other Turkish name

(54)

Seeds ---35-45% fixed oil

Constituents;

Oleic (19%), Linoleic (15%), Linolenic acid (52%) (Unsaturated)

Myristic, Palmitic, Stearic acid (Saturated) glycerides

Laxative

Linolenic acid---Vitamin F activity---used for skin

diseases

(55)

Ricinus communis (Euphorbiaceae) seeds

Native country is India and grows in Africa, south America, east Aisa and Mediterraneaen

Cultivated in India, Brasil, south and middle America, south Europe and south parts of the United States

2 variety;

Tree with big seeds

Herbaceous with small seeds

(56)

Seed (endosperm) fixed oil by

expression --30%

yield

Fixed oil contains

Ricinoleic acid (12-

hydroxy oleic acid)

(90%)

(57)

Stearic acid

Dihydroxystearic acid

Castor oil---purgative

After refined, precipitation of the toxic proteins, fixed oil can be used

Sodium-salt of risinoleic acid: ----purgative

In ındustry used as Jet fuil and brake fluid

Used in dye and varnish industry

(58)

Methyl risinoleic acid---undecylenic acid

Undecylenic acid---polymerisation---

”Rilsan” obtained and used in yarn and fabric production, textile industry

RICILAKS and RICIPAN are the

preparations used for their purgative

effects

(59)

Laurus nobilis (Lauraceae) fixed oil

produced by expression of fruits mesocarp

Widely distributed in Turkey, North, west and southwest parts of the Anatolia

Fruits are berry

Ripe Fruits are black ,

Containing one seed,

Wrinkled after drying

(60)

Mesocarp contains fixed and essential oils,

Therefore pulp is subjected to water distillation to obtain essential oil primarily

Then by expression fixed oil is produced

Yield 25%

Fixed oil is hard in room temperature and yellow

because of its chlorophyll content

(61)

Fixed oil contains

Oleic acid, Linoleic acid (unsaturated)

Lauric acid, Palmitic acid (saturated) glycerides

Usage;

As antirheumatic

Against Parasites

To strengthen of the nails

Soap industry

(62)

Factory in Mersin in Turkey,

Essential oil obtained from the leaves

Fixed oil produced from the fruits

Fixed and essential oils of the daphne are

exported

(63)

Taraktogenos kurzii

Hydnocarpus sp. Ripe seeds are used for production of the oil

Plant grows in India and south east Asia

15-20 m. lenght trees

Hydnocarpic acid

Chaulmoogric acid

Alepric acid (20 C)

Alepronic acid (10 C)

glycerides

(64)

Fatty acids are bactericidal, especially against bacteria resistant to acid

Mycobacterium leprae

M.tuberculosis

–COOH functional groups replaced at symmetry axis is important for their activities. Cyclopentenic structure is not related activity

Double bound placed at five member cycle induce

toxicity

(65)

Therefore they are used after hydrogenation of the double bond

These fatty acids are insolubile in water

Ethylester derivatives or Sodium or potassium salts are prepared for parenteral solutions

Sodium or potasiium salts are selected for I.V. usage

Dihydrochaulmoogric acid diethyl ester is used for -- subcutaneous and I.M. injection

Fixed oil is used for oral administration

Fixed oil and fatty acids are useful for treatment of lepra

(66)

Gadus morrhua (Gadidae), fresh livers are used for

production

These species live cost of Sweden, Norway, Iceland and Ireland

Constituents;

Oleic acid (70%), Palmitic acid (20-23%)

Zoomaric acid

(Palmitoleic acid)

(67)

Fatty acids contain 4 or 5 double bonds;

Eicosapentaenoic acid(20 C)

Arachidonic acid (20 C)

Clupanodonic acid (docosopentaenoic acid) (22 C) glycerides

Vitamin A and D in unsaponofiable part

Medicinal fish oil contains---255 ug (85 U) vit D/g

(68)

In the relief of rheumatic pain, joınt and muscle stiffness, against bone diseases

(rachitism) and as vitamin for treatment of weakness

Morhuic acid, a fatty acid mixture and its sodium salt is used for treatment of

varicosis as IV

(69)

Sus scrofa var.domesticus (Suidae), hog abdominal fat

White and like ointment

Melting point 34-42 0 C

Nonrancid odour, sweet taste

Insolubile in water

Solubile partly in alcohol

Solubile in apolar solvents

(70)

Constituents;

Oleic acid (60%)

Myristic acid

Palmitic acid

Stearic acid triglycerides

Excipient for ointment

To prepare blisters

Turkish Codex (T.K.)

To prepare Karakavak Ointment and Mercury ointment

Cotton oil, starch, paraffin and powder can be used for

adulteration

(71)

Active metabolites obtaining from

Convolvulaceae family plants and they have purgative activities

Hydroxy fatty acids as aglycone constitutes

glycoside with the sugars and hydroxyl groups are esterified by lower molecular-weight acids

Resin

Insolubile in water

Solubile in ethanol and ethyl acetate

(72)

Extracted from plants using ethanol and then prepitate by adding water

Example:

Convolvulin---hydrolysis---

Rhamnoconvolvulic acid +tiglic acid

+isovalerianic acid+ methyl ethyl asetic acid

(73)

Rhamnoconvolvulic acid --dil. Acid

hydrolysis.--- CONVOLVULINOLIC ACID (3,12 dihydroxypalmitic acid) +4 mol

glucose+ 2mol rhamnose

(74)

Usage

Cathartics which cause an increase in water elimination and in peristalsis.

In high doses;

Nausea

Vomiting

Gastointestinal bleeding

(75)

Exogonium purga (Ipomoea purga) subterranean parts.

Grows in south America-Mexico-Andes Mountains

Constituents;

Resin (%4-12): Convolvulin

Starch

Oil

Sugar

(76)

Laxative---100-400 mg dosage

Purgative---1-2 g dosage

In high doses (4-5 g)---toxic

(77)

Resin which is extracted from Tubera Jalapae by 90 0 ethyl alcohol and then concentrated and

precipitated by water addition

Constituents;

Convolvulin (%80)----insolubile in ether

Used for its purgative effect

(78)

Convolvulus scammonia (Convolvulaceae) dried roots

Grows naturally west and south parts of Anatolia- -- Bursa, İzmir, Antalya, Antakya

Syria, Iraque, The Balkans, Caucasia

(79)

Resin (%3-13)---solubile in ether:

Scammonin---hyrdolysation—12- hydroxypalmitic acid +gl+

rhamnose+rhodeose

Purgative

Used as tincture

Used for Tinctura Jalapae Compositae (TK)

preparation

(80)

Juice which is ontained from Convolvulus scammonia roots

75-85% resin (solubile in ethyl alcohol)--- Scammonin

Used as purgative

(81)

Obtained from Radix Scammoniae or

Scammonium by extraction of boiled ethyl

alcohol and then precipitation by adding water

Ipomoea orizabensis---Mexico Andes Mountains

Ipomoea turpethum---Ceylon are also used for

production of the drug

(82)

Waxes, are containing appreciable

quantities of esters derived from higher

monohydric alcohols combined with fatty acids.

Alcohols;

Aliphatic series

Steroids

(83)

Quality control;

Methods are similar to fixed oils

The main differences between waxes and fixed oils:

Waxes saponifiable with alkali and alcohol

Fixed oils saponifiable with alkali and alcohol

furthermore with water and alkali (Adulteration

method)

(84)

Waxes;

Iodine value is lower than fixed oils

Unsaponifiable content is higher;

Free acids

Free alcohols

Hydrocarbons

Steroids

Acid values are higher due to high free fatty acid

contents (whitebeeswax contains 15 % cerotic

acid)

(85)

Fatty acids found in waxes:

Palmitic acid (16 C)

Stearic acid (18 C)

Carnaubic acid (24 C)

Cerotic acid (26 C)

Melisic acid (30 C)

(86)

Aliphatic alcohols:

Cetyl alcohol (palmitik alkol)---16 C

Stearyl alcohol---18 C

Ceryl alcohol---- 26 C

Myricyl alcohol---30 C

(87)

Usage;

In pharmaceutical industry

Strenghten of ointment

Preparation of cosmetic creams

In industry

Waxes can be classified according to their sources:

Plant waxes

Animal waxes

(88)

Copernicia cerifera (Palmae) leaves

Also known as Brazilian wax palm and % 50 of the production is delivered from Brasil.

White, greeny-white, odourless, tasteless, melting point is 83-86 0 C.

%80 ester contain; chiefly myricyl alcohol (30 C)

and ceryl alcohol (26 C) + cerotic acid (26 C)---

esters.

(89)

In pharmaceutical technology

Tablet-coating agent

In cosmetic industry

In industry;

Paper and carbon paper

Ink

Wax

Varnish preparation

(90)

Euphorbia antisyphylitica and other speices stems are used

Plant grows in Mexico, Texas and Arizona

Production of the wax is mainly in United States and Mexico (%70)

In cosmetic industry

In gum

Ink for printer

Isolation of electric

Leather process

Pedilanthus pavonis is another source.

(91)

Beeswax is obtained by melting and purifying the

honeycomb of Apis mellifera (Apidae) and other bees.

Yellow beeswax is prepared after removal of the honey by melting the comb under water (residual honey dissolving in the water and solid impurities sinking), straining and

allowing the wax to soldify in suitable moulds.

Yellowish-brown or yellowish-white solid. It breaks a

granular fracture and has a characteristic odour, similar to honey, m.p.62-65 0 C. Insolubile in water, sparingly solubile in alcohol, but dissolves in chloroform, in fixed and essential oils.

Constituents;

70-75% Myricin---Myricyl palmitate (30C alcohol+16C acid)

CERİN----Ceryl cerotate ( 26 C alcohol +26 C acid)+

Ceryl melisate (26 C alcohol + 30 C acid)

(92)

Free cerotic acid---15%

Ointment and blister preparation, In cosmetic industry

In varnish industry

(93)

White beeswax is prepared from yellow beeswax by treatment with charcoal, potassium permanganate, chromic acid, chlorine etc.

In pharmacy;

Preparation of cream and ointment

Preparation of suppository

Adulteration:

Japan wax obtained from Rhus species can be used

instead of or mixed with beeswax. Japan wax saponified

by strong alcoholic potas , Japan wax can be saponofied

by both alcoholic potas and aqueous alkali

(94)

Spermaceti is produced by refining of fatty compounds in headroom of Physeter macrocephalus (Physteridae)

(Kaşalot balığı)

White, odourless, sweet and m.p. 45-54

0

C. Spermaceti has odourless and shiny flame

Constituents:

Cetyl palmitate (16 C alcohol+ 16 C acid)

Cetyl alcohol, myricyl alcohol, stearyl alcohol + Myristic acid, Stearic acid esters

Used for production of cream and ointment

Production of candle

(95)

Wool fat is obtained from the wool of the sheep, Ovis aries (Bovidae).

Pale yellow, characteristic odour, sweet taste.

Contain water lower than 0.25%

Solid in room temperature, m.p. 36-40 0 C

Solubile in ether and chloroform and sparingly solubile in ethyl alcohol

Like other waxes it is not readily saponified by aqueous alkali

Constituents;

The chief constituents are cholesterol and

isocholesterol, unsaturated monohydric olcohols 27 C contains, both free and combined with lanoceric,

lanopalmitic, carnaubic and other fatty acids.

(96)

Anhydrous lanolin;

Water retention value is important for pharmaceutical preparations

Absorbation from skin is easy

Used as emollient base for ointments and creams

In cosmetic preparations

Induce allergy in sensitive people

(97)

Anhydrous lanolin + water + liquid paraffin mixture

Excipient for ointment

Adulterations are possible with water,

glycerin, soap and vaseline.

(98)

For skin and hair health

Lowering effect on blood pressure

To prevent arthritis

Cholesterol and triglycerides lowering effect

Against arteriosclerosis

To prevent cardiovascular diseases

Eczema

Psoriasis

Candidiazis treatment

(99)

Omega-3 fatty acid: α- Linolenic acid, eicosapentaenoic acid ( EPA)

 Cod-liver oil

 Plant derived fixed oils (Rapeseed oil, walnut oil

Omega-6 fatty acid: Linoleic acid, γ-

Linolenic acid

(100)

Helianthus annuus (Compositae), ripe seeds by expression

Widely cultivated

Constituents;

Seeds contain fixed oil as ----35-40%

Oleic acid---15-20%

Linoleic acid---65-70%

Linolenic acid under 1 %

(101)

Myristic acid---0.1%

Palmitic acid----6-6.5%

Stearic acid----1.5-4%

Iodine value= 125-136

As a food

Cosmetic preparations

Lipstick, oil for body and bath

Sun protective lotions

Hydrogel against sunburn and burn

(102)

Export product, especially after refined

Soap production

Carrier in aromatherapy

In dye industry to produce alkali resin

(103)

Oleic-type sunflower oil: The triglycerides of which contain not less than 80% oleic

acid. Their dietary oil is more heat resistant than the classic linoleic type sunflower oil.

(40%)

(104)

Zea mays (Gramineae)

During the starch preparation process, separated embryo

expression resulted to obtain fixed oil, after refining can be used

Yield 2 %

Constituents:

Oleic acid----19-49%

Linoleic acid---34-62%

Linolenic acid----1%

Palmitic acid----8-12%

Stearic acid---2.5-4.5%

Myristic acid---- 0.1-1.7%

(105)

Unsaponifiable part ( 1-3%) contains:

γ-tocopherol 0.1 %

Steroids

Waxes (Myricyl and ceryl alcohol)

Iodine value= 110-130

Used to balance serum cholesterol level

As a food

Margarine preparation

(106)

As Pharmaceutical agent;

Excipient for preparations of parenteral solutions

Diet supplement which contains 67% of corn oil with high calories

As Enteral nutrition

Production of ENSURE and other

preparations

(107)

Glycine soya (Leguminosae), expression of ripe seeds

Constituents;

Fixed oil ---20%

Oleic acid---19-30%

Linoleic acid---40-60%

Linolenic acid---4-11%

Palmitic acid---7-14%

Stearic acid---1.5-5.5% glycerides

Free fatty acids-- >1%

Lecithin (phospholipid)

Iodine value= 127-138

(108)

Refined soybean oil is deodorized and filtered

At 0 0 C the soybean oil should be clear after 16 hour

As a food

Production of Margarine

Used together with olive oil

Used to produce soap and wax

Used production of dye, varnish, polish, waxcloth

and ink for printer

(109)

Used as a source for lecithin. Lecithin is used for cholesterol and lipid metabolism diseases

Unsaponifiable parts contain steroids such as stigmasterol, used as precursor for

hormone semi-synthesis

(110)

The varieties which erucic acid level is lower than 2% is used to production of rapeseed oil

Canola---commercial name

“Kolza”----Brassica napus var.oleifera (Cruciferae) . And cultured variety of Brassica rapa are the sources.

Oleic acid---61%

Linoleic acid ---21%

α-Linolenic acid---11%

Vit. E

(111)

As a food and diet

Oleic acid induce decreasing ---serum cholesterol level

α-Linolenic acid induce decreasing ---serum triglycerides—platelet aggregation

Vit E---antioxidant

(112)

Used in skin preparations

Moisturizing and emollient

Protective against irritation

The remain parts after oil production is

used as forage

(113)

Cottonseed oil is expressed from the seeds of Gossypium sp. (Malvaceae)

Production:

Under pressure and hot the obtained product is reddish, blurry and intense. Refined oil should be used. For this purpose filtration, decolorization and winterization should be applied.

Pale yellow, odourless fixed oil is obtained with

sweet taste.

(114)

Cold expressed oil contains gossypol which is toxic compound should be removed by alkali treatment

The yield of cottonseed oil --30%.

Constituents;

Linoleic acid---45%

Oleic acid----30%

Palmitic acid---20%

Myristic acid--- 3%

Stearic acid---1%

Arachidic acid---1% glycerides

(115)

Excipient for parenteral solutions

Hydrogenated and used instead of lard

Liniment and ointment preparation

Soap industry

As a food

(116)

Corylus maxima (Corylaceae) expression of ripe seeds in cold

Seeds contain 50% fixed oil

Constituents:

Oleic acid----75-81%

Linoleic acid---8-18%

Palmitic acid---5-6%

Stearic acid---1.5-3.5%

Arachidic acid---trace amount

Linolenic acid (some species)

Vit. E

Sitosterol

Fe

(117)

As a food

Instead of olive oil in treatment

Pharmaceutical industry and parfumery

Astringent and used in skin preparations and for massage

Carrier fixed oil in aromatherapy

Soap production

100 kg fixed oil resulted in---150-155 kg soap

(118)

Fixed oil can be mixed by grapeseed oil and sunflower oil

Should be kept in cold and dark as well as tight head drum.

Without opening can be kept for one year

In Turkey ;

Corylus maxima

C.avellana

C.colurna

C.pontica species grow naturally.

(119)

Oenothera biennis (Onagraceae) seeds fixed oil.

Grows in Europe and north America

Fixed oil ----14%

Constituents;

Cis Linoleic a.---%70

Cis γ-Linolenic a.----%2-16

Oleic a.---%5-25

Palmitic a.---%7

Stearic a.----%3

(120)

Usages:

Source of essential fatty acids in diet

Precursor of prostaglandins

Atopik eczema

Psoriasis

PMS (Premenstrual syndrom)

Multiple sclerosis

Hypercholesterolemia

(121)

Diabetic neuropathy

Rheumatoid arthritis

Can be used with oil, milk and other liquids

Roots of the plant can be also used as a food

Contraindication: Patients used

phenothiazine with schizophrenia and

epilepsy diseases

(122)

Cocos nucifera (Palmae) seeds endosperm expressed to obtain fixed oil

Semi-drying oil

Melting point=20-24

0

C

Iodine value= 7-11

Saponification value is high.

Constituents: Saturated fatty acids (80-85%)

Lauric a. (12C)----43-53%

Myristic a. (14 C)---15-21%

Palmitic a. (16 C)---7-11%

Stearic a. (18 C)---2-4%

(123)

Capric a. (C10)----5-10%

Caprylic a. (C8)---5-10%

Caproic a. (C6)

Unsaturated fatty acids

Oleic a.---%6-8 glycerides

Shampoo and soap production

Hair care products

Sun protection products

As moisturizer

Preparations for enteral feeding

(124)

Vitis vinifera seeds

Yield ---%6-20

Constituents:

Palmitic a.

Stearic a.

Oleic a.---%37

Linoleic a.---%55 free or glycerides

Sitosterol

Tocopherol

Lecithin

Cephalin

(125)

Semi-drying oil

Usegae:

Laxative

Antasit

Cholagague

Against burns

Wounds with pain

Ulcer treatment

Carrier fixed oil in armatherapy and cosmetic

Grape seed oil can be heating to 250

0

C without free radical originating

Used as cooking oil

(126)

Juglans regia (Iran walnut) seeds

Seeds contain ---65% fixed oil

Constituents:

Linoleic a.---73-74%

Oleic a.---18%

Linolenic a.---3-4%

Palmitic a.---5%

Stearic a.---0.9%

(127)

Carya illinoensis (Pikan cevizi, pecan walnut)—grows in United States

Fixed oil ---65-70%

Constituents:

Oleic a.----60-79%

Linoleic a.---16-30%

Linolenic a.

Palmitic a.--3.5-8%

Stearic a.---1-2%

(128)

Walnut seed oil is drying oil

(Iodine value= 162)

Choleretic

Laxative

Against arteriosclerosis

Carrier oil aromatherapy

(129)

Prunus armeniaca (Rosaceae)

Fixed oil is produced from seeds by expression

Seeds contain 40-50 %

Unsaturated fatty acids:---95%

Oleic a.---55-75%

Linoleic a.----20-35%

Linolenic a.---0.1-0.2%

Palmitoleic a.---0.3-7%

Saturated fatty acids----5%

Palmitic a.----4-7%

(130)

Unsaponifiable part;

Vit. E

Vit. A

Semi-drying oil, Iodine value= 100-115

Used as a nutrition in India

Cholesterol lowering effect

Laxative

Skin care products

Moisturizer

Carrier oil in aromatherapy

Soap production

(131)

Simmondsia chinensis seeds

Solid in room temperature therefore can be called as wax

Seeds contain ---45-55% fixed oil, mixture of ester

11-eicosenoic a. (20 C, a=1, n=9)

13-docosenoic a. (22 C, a=1, n=9)

11-eicosen-1 ol

13-docosen-1 ol

Vit. E

(132)

Antibacterial effect

Non Oxidized

Antiinflammatory activity and used in mouth and throat infections

Eczema, psoriasis, acne and skin problems

Hair and skin preparations

Moisturizer

Skin protection for hands and babies

Wax similar to spermaceti , produced by hydragenation

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