Jumat, 02 November 2012

LIMONENE


Limonene, a naturally occurring hydrocarbon, is a cyclic monoterpene with the molecular formula C10H16. It is commonly found in the rinds of citrus fruits such as grapefruit, lemon, lime and, in particular, oranges. Indeed, limonene constitutes 98% (by weight) of the essential oil obtained from orange peel. It is also present in the seeds of caraway and dill. The IUPAC name for limonene is 1-methyl-4-prop-1-en-2-ylcyclohexene.


BIOSYNTHESIS
The synthesis of monoterpenes in most plants starts with 3-methyl-3-butenyl pyrophosphate, shown below.



3-Methyl-3-butenyl pyrophosphate is isomerised by an enzyme to give 3-methyl-2-butenyl pyrophosphate. This process establishes an equilibrium where both isomers are present. With the aid of another enzyme the two isomers can be joined to give geranyl pyrophosphate which is cyclised to give limonene.



OPP = pyrophosphate group
  Geranyl pyrophosphate
   Limonene


ISOMERISM
Carbon number four (labelled with an asterisk) of the cyclohexene ring is chiral. Limonene therefore has two optical isomers. The optical isomers are non-superimposable mirror images of each other and their three-dimensional structures can be compared here. Chiral centres are labelled as R or S using IUPAC nomenclature. Thus the two isomers of limonene can be named 4(R)-limonene and 4(S)-limonene. Alternative prefixes to label optical isomers include d and l and more commonly the symbols + and - are used.






(+)-Limonene
(-)-Limonene

The two enantiomers have identical chemical properties but different odours. (+)-Limonene is the isomer that is found in oranges. And unsurprisingly it smells of oranges! The smell of (-)-limonene is similar to turpentine, although some people suggest it has a lemon like aroma.

AN UNUSUAL COMPOUND

Most naturally occurring chiral  compounds are found as a single optical isomer only. However, limonene is an exception and both enantiomers are produced in nature. (-)-Limonene is an important precursor in the biosynthesis of (-)-menthol the major component of mint and the molecule responsible for the herb's refreshing taste. Details of the reaction pathway can be found in Simon Cotton’s menthol page. As mentioned previously (+)-limonene is the isomer found in orange peel. It is thought that its high abundance in this part of the fruit is connected with the fact that it is an insecticide. As well as its smell limonene also contributes to the flavour of the fruit and as such has been used as a food additive for many years.



Aside from the food industry limonene has a variety of uses. It is an ingredient of Orange Guard, a home friendly pest control product that exploits the insecticide properties of limonene. At room temperature limonene is a liquid and has proven to be a good solvent. The non-polar nature of limonene means that it has an affinity for petroleum based greases and it has been used as an industrial cleaner for more than thirty years. One advantage is that limonene is not toxic and is replacing the use of solvents like methyl ethyl ketone (MEK), xylene (dimethylbenzene) and chlorofluorocarbons (CFCs), the use of which has been banned. Limonene also has the advantage of being biodegradable and can rapidly break down into carbon dioxide and water. Another benefit of limonene is that it is obtained from a renewable resource. A by-product of the citrus juicing process is the oil found in the peel of the fruit. Limonene can be distilled from this oil for both technical and food based uses.

The popularity of limonene based cleaners is growing and it can now be found in many domestic products such as the Mr Muscle Orange Action range of cleaners. An Australian company, Orange Power, seek to make all of their products from natural, and locally produced, sources. Their aim is to reduce reliance on fossil fuels and dangerous chemicals which have a cumulative harmful effect on both the population and the environment.

Jumat, 19 Oktober 2012

cathecin of tea leaves


What Does A Tea Leaf Contain? - Fresh-cut tealeaves consist of 75-80% water. A variety of green tea flavors are formed through the combination of three main taste components:

 Catechin– Bitterness & Astringency
 Caffeine– Bitterness

Theanine & Amino Acids– Flavor & Sweetness


In this section you'll learn what's in a tea leaf, and about the effect of these specific ingredients in green tea: Catechin, Caffeine, the Amino Acids Theanine & Butyric Acid, Vitamins A, B1, B2, B3, C, E, F, K, P, & U, Chlorophyll, Minerals, Pectin, Saccharides, Saponin and a handy comparison of ingredients in green teas.

     Catechin - Catechin is a tannin peculiar to green tea because the black tea fermentation
 process reduces
 catechins in black tea. Catechin is a powerful, water soluable
 polyphenol and
 antioxidant that is
 easily oxidized.


Several thousand types are available in the plant world. As many as two thousand are known to have a flavon structure and are called flavonoids. Catechin is one of them.


Research aimed at finding the active compounds in green tea revealed that its protective effects are due chiefly to catechins. Tea contains four main catechin substances: EC, ECg, EGC and EGCg, all of which are inclusively called catechin. Epigallocatechin gallate (EGCG) is the most powerful of these catechins. EGCG as an antioxidant is about 25-100 times more potent than vitamins C and E. One cup of green tea provides 10-40 mg of polyphenols and has antioxidant effects greater than a serving of broccoli, spinach, carrots, or strawberries. The high antioxidant activity of green tea makes it beneficial for protecting the body from oxidative damage due to free radicals.
cathecin extraction from tea leaves shown in this chart

Senin, 08 Oktober 2012

Flavonoid


Description
What are flavonoids?
Flavonoids, an amazing array of over 6,000 different substances found in virtually all plants, are responsible for many of the plant colors that dazzle us with their brilliant shades of yellow, orange, and red.
Classified as plant pigments, flavonoids were discovered in 1938 when a Hungarian scientist named Albert Szent-Gyorgyi used the term "vitamin P" to describe them.
The chemistry of flavonoids is complicated, and within the non-technical term "flavonoids" can be found many different chemical groups of substances. These groups include flavonols, dihydroflavonols, flavones, isoflavones, flavanones, anthocyanins, and anthocyanidins. Within each of these groups fall hundreds, and sometimes thousands of different flavonoids.
For example, well-known flavonols include quercetin, rutin, and hesperidin, while well-known flavones include apigenin and luteolin. Flavonoids may also be named directly after the unique plant that contains them. Ginkgetin is a flavonoid from the ginkgo tree, and tangeretin is a flavonoid from the tangerine.
What is are the functions of flavonoids?
Protection of cell structures
Most flavonoids function in the human body as antioxidants. In this capacity, they help neutralize overly reactive oxygen-containing molecules and prevent these overly reactive molecules from damaging parts of cells. Particularly in oriental medicine, plant flavonoids have been used for centuries in conjunction with their antioxidant, protective properties. Scultellaria root, cornus fruit, licorice, and green tea are examples of flavonoid-containing foods widely used in oriental medicine. While flavonoids may exert their cell structure protection through a variety of mechanisms, one of their potent effects may be through their ability to increase levels of glutathione, a powerful antioxidant, as suggested by various research studies.

Vitamin C support
The relationship between flavonoids and vitamin C was actually discovered by mistake. Dr. Albert Szent-Gyorgyi, the Nobel Prize winning researcher who discovered flavonoids, was attempting to make a preparation of vitamin C for one of his patients with blood vessel problems. The preparation he gave the patient was not 100% pure--it contained other substances along with the vitamin C. It worked amazingly well.
Later, when Dr. Szent-Gyorgyi purchased a pure solution of vitamin C, he found it was not nearly so effective with his patient. He suspected flavonoids as the magic addition to vitamin C in his first impure preparation. Present-day research has clearly documented the synergistic (mutually beneficial) relationship between flavonoids and vitamin C. Each substance improves the antioxidant activity of the other, and many of the vitamin-related functions of vitamin C also appear to require the presence of flavonoids.
Inflammation control
Inflammation--the body's natural response to danger or damage--must always be carefully regulated to prevent overactivation of the immune system and unwanted immune response. Many types of cells involved with the immune system--including T cells, B cells, NK cells, mast cells, and neutrophils--have been shown to alter their behavior in the presence of flavonoids. Prevention of excessive inflammation appear to be a key role played by many different chemical categories of flavonoids.
Antibiotic activity
In some cases, flavonoids can act directly as antibiotics by disrupting the function of microorganisms like viruses or bacteria. The antiviral function of flavonoids has been demonstrated with the HIV virus, and also with HSV-1, a herpes simplex virus.
What are deficiency symptoms for flavonoids?
Excessive bruisability, nose bleeds, swelling after injury, and hemorrhoids can be indicators of flavonoid deficiency. Generally weakened immune function, as evidenced by frequent colds or infections, can also be a sign of inadequate dietary intake of flavonoids.

Toxicity Symptoms
What are toxicity symptoms for flavonoids?
Even in very high amounts (for example, 140 grams per day), flavonoids do not appear to cause unwanted side effects. Even when raised to the level of 10% of total caloric intake, flavonoid supplementation has been shown non-toxic. Studies during pregnancy have also failed to show problems with high-level intake of flavonoids.
How do cooking, storage, or processing affect flavonoids?
Heat, degree of acidity (pH), and degree of processing can have a dramatic impact on the flavonoid content of food. For example, in fresh cut spinach, boiling extracts 50% of the total flavonoid content.
With onions (a less delicate food), boiling still removes about 30% of the flavonoids (and specifically, a group of flavonoids called the quercitin glycosides). Overcooking of vegetables has particularly problematic effects on this category of nutrients.
What factors might contribute to a deficiency of flavonoids?
Poor intake of fruits and vegetables--or routine intake of high-processed fruits and vegetables--are common contributing factors to flavonoid deficiency. It is difficult to overemphasize the impact of processing and a non-whole foods diet on flavonoid intake. If the pulpy, fibrous parts of fruits are eliminated from the juice, and the vibrant natural colors of canned vegetables are lost during repeated heating, risk of flavonoid deficiency is greatly increased.
How do other nutrients interact with flavonoids?
Present-day research has clearly documented the synergistic (mutually beneficial) relationship between flavonoids and vitamin C. Each substance improves the antioxidant activity of the other, and many of the vitamin-related functions of vitamin C also appear to require the presence of flavonoids.
  
Health Conditions
What health conditions require special emphasis on flavonoids?
Flavonoids may play a role in the prevention and/or treatment of the following health conditions:
  • Allergy
  • Asthma
  • Atopic dermatitis
  • Candida infection
  • Cataracts
  • Diabetes
  • Gout
  • Hemorrhoids
  • Macular degeneration
  • Migraine
  • Periodontal disease
  • Stomach ulcer
  • Varicose veins
What foods provide flavonoids?
Virtually all fruits, vegetables, herbs and spices contain flavonoids. They are also found in other types of food, including dry beans (where they give red beans,black beans, and speckled beans their color) and grains (where the color provided by flavonoids is usually in the yellow family). Products made from the foods above (for example, wines made from grapes) also typically contain a wide variety of flavonoids.
While the flavonoid family is too complex to report all of its food connections, some highlights are especially important. In the fruit family, it is berries that come out highest in the chemical category of flavonoids called anthocyanins. Black raspberries, for example, may contain up to 100 milligrams of anthocyanins per ounce.
Green tea has flavonoid components called catechins that may reach 1,000 milligrams (or 1 gram) per cup. In general the more colorful components of the food--like the skins of fruits--contain the highest concentration of flavonoids. An exception to this rule, however, is the white pulpy inside of oranges. Unlike the watery orange-colored sections of this fruit, which contain virtually all of its vitamin C, the orange's flavonoids are found in the white pulpy portion inside the skin and surrounding the sections

What Does A Tea Leaf Contain? - Fresh-cut tealeaves consist of 75-80% water. A variety of green tea flavors are formed through the combination of three main taste components:

 Catechin
– Bitterness & Astringency
 Caffeine– Bitterness
Theanine & Amino Acids– Flavor & Sweetness

In this section you'll learn what's in a tea leaf, and about the effect of these specific ingredients in green tea:
Catechin, Caffeine, the Amino Acids Theanine & Butyric Acid, Vitamins AB1, B2, B3, C, E, F, K, P, & U, Chlorophyll, Minerals, Pectin, Saccharides, Saponin and a handy comparison of ingredients in green teas.
Description: http://greentealover.com/images/spacer.gif
Catechin - Catechin is a tannin peculiar to green tea because the black tea fermentation process reduces catechins in black tea. Catechin is a powerful, water soluable polyphenol and antioxidant that is easily oxidized.

Several thousand types are available in the plant world. As many as two thousand are known to have a flavon structure and are called flavonoids. Catechin is one of them.

Research aimed at finding the active compounds in green tea revealed that its protective effects are due chiefly to catechins. Tea contains four main catechin substances: EC, ECg, EGC and EGCg, all of which are inclusively called catechin. Epigallocatechin gallate (EGCG) is the most powerful of these catechins. EGCG as an antioxidant is about 25-100 times more potent than vitamins C and E. One cup of green tea provides 10-40 mg of polyphenols and has antioxidant effects greater than a serving of broccoli, spinach, carrots, or strawberries. The high antioxidant activity of green tea makes it beneficial for protecting the body from oxidative damage due to free radicals. Research shows that green tea may help the arterial wall by reducing lipids. Green tea can protect against experimentally induced DNA damage, and slow or halt the initiation and progression of undesirable cell colonies. Studies show evidence that green tea provides immunoprotective qualities, particularly in the case of patients undergoing radiation or chemotherapy. White blood cell count appear to be maintained more effectively in patients consuming green tea compared to non-supplemented patients.
Green tea is manufactured from fresh, unfermented tea leaves; the oxidation of catechins is minimal, and hence they are able to serve as antioxidants. Researchers believe that catechin is effective because it easily sticks to proteins, blocking bacteria from adhering to cell walls and disrupting their ability to destroy them. Viruses have ‘hooks’ on their surfaces and can attach to cell walls. The catechin in green tea prevents viruses from adhering and causing harm. Catechin reacts with toxins created by harmful bacteria (many of which belong to the protein family) and harmful metals such as lead, mercury, chrome, and cadmium.

Tannin in green tea is mostly catechin and is a key component in its taste providing the astringency. The amount of catechin tends to increase as the season progresses. Spring tea (first crop) contains 12-13% catechin (13-17% as tannin) while summer tea (third crop) contains 13-14% (17-21% as tannin). If leaf order is compared, younger leaves include more catechin than mature ones. First leaves contain 14%, second 13%, third 12%, and fourth 12%. This explains why second and third crop summer teas are more astringent while Bancha is less so. Gyokuro green tea, whose leaves are covered during growth, contains less catechin and astringency (10% as tannin) because it gets less sunshine then Sencha