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III-Flavonoids
• Flavonoids are the secondary
metabolites produced in plants with a
significant role in human health
• They are a group of natural
substances with variable phenolic
structures found in fruits, vegetables,
grains, bark, roots, stems, flowers,
and tea.
• Flavonoids have 15-carbon skeleton
structures containing two phenyl rings
and a heterocyclic ring
• These natural products are well known
for their beneficial effects on health.
• Flavonoids are now considered as a
vital component in a variety of
nutraceutical, pharmaceutical,
medicinal and cosmetic applications
due to their anti-oxidative, anti-
inflammatory, anti-mutagenic and
Flavonoids are classified
into:
1- Flavonoids or
bioflavonoids, derived from 2-
phenyl chromen-4-one (2-
phenyl-1,4-benzopyrone)
structure
2- Isoflavonoids, derived from
3-phenyl chromen-4-one (3-
phenyl-1,4-benzopyrone)
structure
3- Neoflavonoids, derived
1
2
3
Biological effects
• Flavonoids are widely distributed in plants fulfilling
many functions, including producing yellow or red/blue
pigmentation in flowers and protection from attack by
microbes and insects.
• The widespread distribution of flavonoids, their variety,
and their relatively low toxicity compared to other active
plant compounds (for instance, alkaloids) mean that
many animals, including humans, ingest significant
quantities in their diet
• Flavonoids have been referred to as "nature's
biological response modifiers" because of strong
experimental evidence of their inherent ability to modify
the body's reaction to allergens, viruses, and
carcinogens.
• They show anti-allergic, anti-inflammatory, anti-
microbial, and anti-cancer activity.
• Consumers and food manufacturers have become
interested in flavonoids for their medicinal properties,
especially their potential role in the prevention of
cancers and cardiovascular disease.
• The beneficial effects of fruit, vegetables, tea, or even
red wine have been attributed to flavonoid compounds
rather than known nutrients and vitamins.
Quercetin
• Quercetin is a flavonoid, more specifically a flavonol,
that constitutes the aglycone of the glycoside rutin.
• In studies, quercetin is found to be the most active of
the flavonoids, and many medicinal plants owe much
of their activity to their high quercetin content.
• Quercetin has demonstrated significant anti-
inflammatory activity because of the direct inhibition
of several initial processes of inflammation.
• For example, it inhibits the production and release
of histamine and other allergic/inflammatory
mediators.
• In addition, it exerts potent antioxidant activity. It
has been found to be anti-cancer.
• Quercetin can be found in herbal products based
on Hawthorn, which are used for acute symptoms
of Congestive Heart Failure.
Epicatechin
Epicatechin improves blood flow and thus seems
good for cardiac health.
• Cocoa, the major ingredient of dark chocolate,
contains relatively high amounts of epicatechin
and has been found to have nearly twice the
antioxidant content of red wine and up to three
times that of green tea in in-vitro tests.
• But in the test outlined above, it now appears the
beneficial antioxidant effects are minimal as the
antioxidants are rapidly excreted from the body.
Oligomeric proanthocyanidins (tannins) (in
tea)
Proanthocyanidins extracts demonstrate a wide
range of pharmacological activity.
Their effects include
• increasing intracellular vitamin C levels
• decreasing capillary permeability and fragility
• scavenging oxidants and free radicals
• inhibiting the destruction of collagen, the most
abundant protein in the body.
Good sources of flavonoids
These include all citrus fruits, berries, onions,
parsley, legumes, green tea, red wine,
seabuckthorn, and dark chocolate (with a cocoa
content of seventy percent or greater).
Citrus
• The citrus bioflavonoids include hesperidin, quercetin,
rutin (a glycoside of quercetin), and tangeritin.
• In addition to possessing antioxidant activity and an
ability to increase intracellular levels of vitamin C, rutin
and hesperidin exert beneficial effects on capillary
permeability and blood flow.
• They also exhibit some of the anti-allergy and anti-
inflammatory benefits of quercetin.
• Quercetin can also inhibit reverse transcriptase,
part of the replication process of retroviruses.
• The therapeutical relevance of this inhibition has
not been established.
• Hydroxyethylrutosides (HER) have been used in the
treatment of capillary permeability, easy bruising,
hemorrhoids, and varicose veins.
Tea
• Green tea flavonoids are potent
antioxidant compounds thought to
reduce the incidence of cancer and heart
disease.
• The major flavonoids in green tea are
the catechins (catechin, epicatechin,
epicatechin gallate, and epigallocatechin
gallate (EGCG)).
• In producing teas such as black tea, the
leaves are allowed to oxidize, during
which enzymes in the tea convert some
or all of the catechins to larger
molecules.
• White tea is the least processed of teas and is
shown to present the highest amount of
catechins known to occur in Camellia Sinensis.
• However, green tea is produced by steaming the
fresh-cut leaf, which inactivates these enzymes,
and oxidation does not significantly occur.

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Flavonoids_Slide Share.pptx

  • 1. III-Flavonoids • Flavonoids are the secondary metabolites produced in plants with a significant role in human health • They are a group of natural substances with variable phenolic structures found in fruits, vegetables, grains, bark, roots, stems, flowers, and tea. • Flavonoids have 15-carbon skeleton structures containing two phenyl rings and a heterocyclic ring • These natural products are well known for their beneficial effects on health. • Flavonoids are now considered as a vital component in a variety of nutraceutical, pharmaceutical, medicinal and cosmetic applications due to their anti-oxidative, anti- inflammatory, anti-mutagenic and
  • 2. Flavonoids are classified into: 1- Flavonoids or bioflavonoids, derived from 2- phenyl chromen-4-one (2- phenyl-1,4-benzopyrone) structure 2- Isoflavonoids, derived from 3-phenyl chromen-4-one (3- phenyl-1,4-benzopyrone) structure 3- Neoflavonoids, derived 1 2 3
  • 3.
  • 4. Biological effects • Flavonoids are widely distributed in plants fulfilling many functions, including producing yellow or red/blue pigmentation in flowers and protection from attack by microbes and insects. • The widespread distribution of flavonoids, their variety, and their relatively low toxicity compared to other active plant compounds (for instance, alkaloids) mean that many animals, including humans, ingest significant quantities in their diet • Flavonoids have been referred to as "nature's biological response modifiers" because of strong experimental evidence of their inherent ability to modify the body's reaction to allergens, viruses, and carcinogens.
  • 5. • They show anti-allergic, anti-inflammatory, anti- microbial, and anti-cancer activity. • Consumers and food manufacturers have become interested in flavonoids for their medicinal properties, especially their potential role in the prevention of cancers and cardiovascular disease. • The beneficial effects of fruit, vegetables, tea, or even red wine have been attributed to flavonoid compounds rather than known nutrients and vitamins.
  • 6. Quercetin • Quercetin is a flavonoid, more specifically a flavonol, that constitutes the aglycone of the glycoside rutin. • In studies, quercetin is found to be the most active of the flavonoids, and many medicinal plants owe much of their activity to their high quercetin content. • Quercetin has demonstrated significant anti- inflammatory activity because of the direct inhibition of several initial processes of inflammation.
  • 7. • For example, it inhibits the production and release of histamine and other allergic/inflammatory mediators. • In addition, it exerts potent antioxidant activity. It has been found to be anti-cancer. • Quercetin can be found in herbal products based on Hawthorn, which are used for acute symptoms of Congestive Heart Failure.
  • 8. Epicatechin Epicatechin improves blood flow and thus seems good for cardiac health. • Cocoa, the major ingredient of dark chocolate, contains relatively high amounts of epicatechin and has been found to have nearly twice the antioxidant content of red wine and up to three times that of green tea in in-vitro tests. • But in the test outlined above, it now appears the beneficial antioxidant effects are minimal as the antioxidants are rapidly excreted from the body.
  • 9. Oligomeric proanthocyanidins (tannins) (in tea) Proanthocyanidins extracts demonstrate a wide range of pharmacological activity. Their effects include • increasing intracellular vitamin C levels • decreasing capillary permeability and fragility • scavenging oxidants and free radicals • inhibiting the destruction of collagen, the most abundant protein in the body.
  • 10. Good sources of flavonoids These include all citrus fruits, berries, onions, parsley, legumes, green tea, red wine, seabuckthorn, and dark chocolate (with a cocoa content of seventy percent or greater).
  • 11. Citrus • The citrus bioflavonoids include hesperidin, quercetin, rutin (a glycoside of quercetin), and tangeritin. • In addition to possessing antioxidant activity and an ability to increase intracellular levels of vitamin C, rutin and hesperidin exert beneficial effects on capillary permeability and blood flow. • They also exhibit some of the anti-allergy and anti- inflammatory benefits of quercetin.
  • 12. • Quercetin can also inhibit reverse transcriptase, part of the replication process of retroviruses. • The therapeutical relevance of this inhibition has not been established. • Hydroxyethylrutosides (HER) have been used in the treatment of capillary permeability, easy bruising, hemorrhoids, and varicose veins.
  • 13. Tea • Green tea flavonoids are potent antioxidant compounds thought to reduce the incidence of cancer and heart disease. • The major flavonoids in green tea are the catechins (catechin, epicatechin, epicatechin gallate, and epigallocatechin gallate (EGCG)). • In producing teas such as black tea, the leaves are allowed to oxidize, during which enzymes in the tea convert some or all of the catechins to larger molecules.
  • 14. • White tea is the least processed of teas and is shown to present the highest amount of catechins known to occur in Camellia Sinensis. • However, green tea is produced by steaming the fresh-cut leaf, which inactivates these enzymes, and oxidation does not significantly occur.

Editor's Notes

  1. الفلافونيدات هي صبغات نباتية تذوب في الماء، وهي مسئولة عن ألوان الأزهار والفواكه وأحياناً بعض الأوراق. وألوانها متعددة فقد تكون صفراء أو برتقالية أو بنفسجية أو زرقاء أو حمراء وتعرف هذه الألوان بالأنثوسيانينز Anthocyanins . نواة 2-فينيل 4،1-بنزوپيران للفلافونويد بنية كيميائية عامة في شكل هيكل كربوني على النموذج: C6-C3-C6 ويحمل اسم نواة «فينيل بنزوپيران» phenylbenzopyran. وحسب موضع التحام الحلقة الأروماتية (الفينيل) على شطر البنزوپيران تنقسم هذه المركبات إلى ثلاثة أقسام: على الكربون رقم 2 : الفلافونويد (flavonoids (2-benzopyrans على الكربون رقم 3 : الإيزوفلافونويد (isoflavonoids (3-benzopyrans على الكربون رقم 4 : النيوفلافونويد (neoflavonoids (4-benzopyrans لقد توصل العلماء منذ عام 1926م إلى حوالي 4000 نوع من الفلافونيدات Flavonoids وقد عرف عن هذه المركبات الكيميائية النباتية أنها المسئولة عن الألوان في الفواكه والحبوب والبذور والخضروات مثل التوت والفراولة والعنب والبرتقال والليمون وليمون الجنه (جريب فروت) والفلفل الأحمر والطماطم والباذنجان والبرقوق والجوز والباسله والماش والفاصوليا الحمراء والسوداء والكاكاو والقهوة والجزر والفجل والعدس. ويقول العلماء أن معظم التأثيرات العلاجية للأعشاب الطبية يعود إلى وجود هذه المواد. نعود إلى تأثير الفلافونيدات كقوة علاجية، لقد أثبتت مئات الدراسات التي أجريت على الفلافونيدات أنها تملك قدرات كبيرة، حيث تعمل مضادات للالتهاب وللهستامين وللفيروسات وللأكسدة، ولهذا فهي تستعمل في منع أو علاج أمراض عديدة. وفي السنوات الأخيرة شد انتباه العلماء خواص الفلافونيدات المضادة للأكسدة، لاسيما أنه وجد أنه كثيراً من هذه المركبات ظهرت أكثر فعالية من مضادات الأكسدة المعروفة مثل فيتامين ه وفيتامين ج، كما وجد أن لها تأثيراً قوياً على حماية البروتينات الدهنية المنخفضة الكثافة من الأكسدة وخفض مستوى الكوليسترول ما يمثل حماية إضافية ضد الإصابة بأمراض القلب. الفلافونيدات التي تمت دراستها دراسة دقيقة هي كويرستين Quercetin والروتين Rutin، ونارينجين Naringin وهيسبريدين Hesperidin وجينسيتين Ginistin ، وبيكالين Baicalin وبيكنوجينول Pycnogenole ، وكاتيشين Catechine ، والبيوفلافونيدات المركبة Bioflavonoids Compley. لقد أوضحت الدراسات التي أجراها كل من دكتور شيشان نداسوامي ودكتور اليوت ميدلتون مدى فعالية مختلف الفلافونيدات في الوقاية من مختلف أنواع السرطانات وعلاجها، وهذه الدراسات التي شملت السرطانات المقاومة للعلاج الكيماوي قد أجريت على الخلايا المزروعة مخبرياً في أطباق وعلى الكائنات الحية.
  2. كيرسيتين (Quercetin) من كلمة quercus باللاتينية ومعناها "شجرة البلوط" : هي مادة لونية نباتية من مجموعة البولي فينول و فلافونويد. وينتمي في الفلافونات /"بنتاهيدروكسيفلافون"إلى المجموعة التحتية للفلافونول . الكيرسيتين هو ناتج من أكسدة سيانيدين المنتمية إلى مجموعة المواد اللونية أنثوسيان. . في نفس الوقت الكيرسيتين هي مادة غذائية هامة وتوجد في المشمش و التفاح و الأناناس و الفلفل الأصفر وهي المسؤولة عن إعطائها اللون الأصفر الزاهر. غذائيا يعمل الكيريستين على ابطال فاعلية الجذور الكيميائية (جزيئات مؤينة ) الضارة في الجسم . لذلك يجب أن يشمل الغذاء تلك الثمار المفيدة لصحة الجسم. فائدة الكيريستين لا تقتصر على تأثيره الطيب على الجذور الكيميائية بل أنه أيضا يدعم عمل المعدة والطحال حيث يساعد على الهضم . تركيبه الكيميائي Fruits and vegetables are the primary dietary sources of quercetin, particularly citrus fruits, apples, onions, parsley, sage, tea, and red wine. Olive oil, grapes, dark cherries, and dark berries such as blueberries, blackberries, and bilberries are also high in quercetin and other flavonoids
  3. Hawthornالزعرور البرى Congestive Heart Failureفشل القلب الاحتقاني
  4. اكتشف ابتداءا في ثمار السنط الكادي (Acacia catechu) الذي أخذ منه اسمه ، ويعتبر الكاتيشين ومتصاوغاته مضادات للأكسدة جد فعالة حيث تساعد على الوقاية من الأمراض الالتهابية والشريانية.
  5. Destruction تدمير pine bark and grape seeds cranberries