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CHEMISTRY OF ΒETA-METHYL-GAMMA-
OCTALACTONE
1
INFRASTRUCTURE:
 INTRODUCTION
1) SYNONYMS
2) CHEMICAL FORMULA
3) CHEMICAL STRUCTURE
 OBJECTIVES
 SYNTHESIS
 MECHANISM OF ACTION
 EXPERIMENTAL RESULT
 ADVERSE EFFECTS
 THERAPEUTIC USES
 RESULT & DISCUSSION
 CONCLUSION
 REFERENCE
2
INTRODUCTION:
Β-METHYL Γ- OCTALACTONE:
SYNONYMS: whiskey lactone or whisky lactone
Quercus lactone
Oaklactone
IUPAC NAME: 5-Butyl-4-methyloxolan-2-one
CHEMICAL FORMULA: C9H16O2
CHEMICAL STRUCTURE:
3
 Whisky is one of the most popular
spirit-based drink made from malted
or saccharified grains
 It is a type of distilled alcohol
beverage
 It consists 40% of alcohol
 The word whisky means “water of
life”
 it is also known as β-methyl γ-
octalactone
 Whisky lactone is a flavouring found in
American bourbon whiskies and also
found in all types of oak
 The flavour gets into whisky when its
matured in oak barrels
 The pure molecule has a fierce
,strong & sweet smell & can be
dissolved in alcohol in any
proportion
4
OBJECTIVE:
 In human body whisky plays a significant role such
as
. maintaince of healthy weight
. Reduces risk of cancer
. Minimizes the risk of cancer, dementia,
alzheimers disease
 Above all functions, the study of chemistry of
whisky is very important, as it possess various
medicinal & therapeutic uses.
 To develop some hidden medicinal and their
Purposes yet to be explore.
5
SYNTHESIS :
 It is synthesied commercially from crotonic acid &
pentanal
 It gives 3-methyl-4-oxooctanoic acid in a 66% yield
which was reduced by NaBH4 to give whisky lactone
in a 88% yield
 Trans-3-methyl-4-nonanolide one of the component of
cognac, was prepared from crotonic acid & hexanal
 C4 H6O2 or CH3-CH=CH-COOH + C5H10O → C9H16O2
 “ELLAGIC ACID” is the main component of
whisky .which is responsible for anti-oxidant
activity. 6
EXPERIMENTAL :
 Reactive oxygen species (ROS) are a major cause
of cellular injury leading to pathogenesis of various
diseases including cancer
 Ellagic acid was reported to reduce chemotherapy
induced toxicity in hormone refractory prostate
cancer (HRPC)
 Anti -carcinogenic effect of ellagic acid have been
reported in prostate liver , colorectal esophageal
bladder and leukemia cancer cell lines.
7
MECHANISM OF ACTION:
 It mainly acts on “ GABA’’ Channels.
 Whisky shows “GABA” agonist activity. but
a “ GABA ”binding site { a place on the GABA
protein } called “ GIRKs ” (site for alcohol’s
action in brain) .
 whisky has been shown to exhibit
“NMDA ” antagonist activity .
 “WHISKEY”
antagonist agonist
 NMDA GABA 8
ADVERSE EFFECTS:
9
WHISKY
cirrhosis
stroke
Addiction
Alcohol
poisoning
Complicated
disorders
Pregnancy
problems
MEDICINAL USES:
cancer
stroke dementia
diabetes ↑ immune
booster
cognitive performance ↓ Weight Gain
↑ Brain Function 10
WHISKY
CONCLUSION:
11
REFERENCE
 www.quora.com
 www.chemspider.com
 www.papijones.com
 http://coolmaterial.com
 Wikipedia of whisky lactone
 http://pubs.acs.org/doi/abs/journalcode=jcjncmr
 Scripts.iucr.org>cgi-bin>paper
 Wikipedia of ellagic acid
 m.chemicalbook.com
 www.phytochemicals.info 12
THANKING YOU
ALL
13

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whiskey chemistry

  • 2. INFRASTRUCTURE:  INTRODUCTION 1) SYNONYMS 2) CHEMICAL FORMULA 3) CHEMICAL STRUCTURE  OBJECTIVES  SYNTHESIS  MECHANISM OF ACTION  EXPERIMENTAL RESULT  ADVERSE EFFECTS  THERAPEUTIC USES  RESULT & DISCUSSION  CONCLUSION  REFERENCE 2
  • 3. INTRODUCTION: Β-METHYL Γ- OCTALACTONE: SYNONYMS: whiskey lactone or whisky lactone Quercus lactone Oaklactone IUPAC NAME: 5-Butyl-4-methyloxolan-2-one CHEMICAL FORMULA: C9H16O2 CHEMICAL STRUCTURE: 3
  • 4.  Whisky is one of the most popular spirit-based drink made from malted or saccharified grains  It is a type of distilled alcohol beverage  It consists 40% of alcohol  The word whisky means “water of life”  it is also known as β-methyl γ- octalactone  Whisky lactone is a flavouring found in American bourbon whiskies and also found in all types of oak  The flavour gets into whisky when its matured in oak barrels  The pure molecule has a fierce ,strong & sweet smell & can be dissolved in alcohol in any proportion 4
  • 5. OBJECTIVE:  In human body whisky plays a significant role such as . maintaince of healthy weight . Reduces risk of cancer . Minimizes the risk of cancer, dementia, alzheimers disease  Above all functions, the study of chemistry of whisky is very important, as it possess various medicinal & therapeutic uses.  To develop some hidden medicinal and their Purposes yet to be explore. 5
  • 6. SYNTHESIS :  It is synthesied commercially from crotonic acid & pentanal  It gives 3-methyl-4-oxooctanoic acid in a 66% yield which was reduced by NaBH4 to give whisky lactone in a 88% yield  Trans-3-methyl-4-nonanolide one of the component of cognac, was prepared from crotonic acid & hexanal  C4 H6O2 or CH3-CH=CH-COOH + C5H10O → C9H16O2  “ELLAGIC ACID” is the main component of whisky .which is responsible for anti-oxidant activity. 6
  • 7. EXPERIMENTAL :  Reactive oxygen species (ROS) are a major cause of cellular injury leading to pathogenesis of various diseases including cancer  Ellagic acid was reported to reduce chemotherapy induced toxicity in hormone refractory prostate cancer (HRPC)  Anti -carcinogenic effect of ellagic acid have been reported in prostate liver , colorectal esophageal bladder and leukemia cancer cell lines. 7
  • 8. MECHANISM OF ACTION:  It mainly acts on “ GABA’’ Channels.  Whisky shows “GABA” agonist activity. but a “ GABA ”binding site { a place on the GABA protein } called “ GIRKs ” (site for alcohol’s action in brain) .  whisky has been shown to exhibit “NMDA ” antagonist activity .  “WHISKEY” antagonist agonist  NMDA GABA 8
  • 10. MEDICINAL USES: cancer stroke dementia diabetes ↑ immune booster cognitive performance ↓ Weight Gain ↑ Brain Function 10 WHISKY
  • 12. REFERENCE  www.quora.com  www.chemspider.com  www.papijones.com  http://coolmaterial.com  Wikipedia of whisky lactone  http://pubs.acs.org/doi/abs/journalcode=jcjncmr  Scripts.iucr.org>cgi-bin>paper  Wikipedia of ellagic acid  m.chemicalbook.com  www.phytochemicals.info 12