Name : Tiara
Student
Number : RSA1C110003
1. The way to convert a compound of natural
products that don’t have potential (inactive) can be made into a superior
compound that have high potential of biological activity is through
biosynthetic pathway. The reason why we use biosynthetic pathway are through
biosynthetic we can convert starting compound into a new compounds which more
useful and through biosynthetic also, secondary metabolites can be fed with a
precursor to a better product.
Biosynthetic
pathway: By addition of substrates, precursors, or enzymes that play a role.
One of the approach methods that can be used is addition of precursors. To enhance the desired compound can be done by manipulating the media and with the addition of precursor compounds / precursors. That addition will stimulate the activity of certain enzymes involved in the biosynthesis pathway, so it can increase the production of compounds that we want. The addition of precursors is also intended to streamline the process of biosynthesis.
One of the approach methods that can be used is addition of precursors. To enhance the desired compound can be done by manipulating the media and with the addition of precursor compounds / precursors. That addition will stimulate the activity of certain enzymes involved in the biosynthesis pathway, so it can increase the production of compounds that we want. The addition of precursors is also intended to streamline the process of biosynthesis.
Example:
To make anthocyanins, we use some precursors
and enzymes. Enzyme
abbreviations: PAL, phenylalanine ammonia-lyase; C4H, cinnamate 4-hydroxylase;
4CL, 4-coumaroyl:CoA ligase; CHS, chalcone synthase; CHI, chalcone isomerase;
F3H, flavanone 3-hydroxylase; DFR, dihydroflavonol 4-reductase; ANS,
anthocyanidin synthase; UFGT, UDP glucose-flavonoid 3-o-glucosyl transferase.
2.
Natural products have long been a source of inspiration for many
drugs in human use. But not all compounds of natural product can be used directly or can be
used directly but the results is not
maximized. By total synthesis or semi-synthesis we can replace the inactive group
or groups that have bad effect to other groups thus getting a better product.
3.
selection of solvent in isolation of natural
product is done by considering several criteria such as:
- Selectivity
Select the selective solvent that appropriate with polarity compounds that would essence in order to get a more pure extract.
- Chemical
and thermal stability
The selected solvent should be stable at operating conditions of extraction and downstream processing.
- Compatibility with solute
The solvent shouldn’t react with the dissolved compounds.
- Viscosity
If the low viscosity solvent diffusion coefficient will increase so that the rate of extraction was also increased.
- Solvent Recovery
In order to increase the economic value of the process, the solvent needs to recovery so it can be reused. The solvent has a low boiling point, more economical for recovery and reuse.
- Non-flammable
For the safety purposes, it is necessary to choose a non-flammable solvent
- Non-toxic
Choose non-toxic solvent for product safety and safety for workers.
- Cheap and easy to obtain
Choose a solvent that's cheap and easy to obtain.
Crystallization and Recrystallization is a purification technique. One of the critical success factors of crystallization and recrystallization process is the selection of solvents. The solvent used in the process of crystallization and recrystallization should fulfill the following requirements: - Having a large temperature gradient in the solubility properties.
- Boiling point solvent should be below the melting point of the compound to be crystallized.
- Low solvent boiling point very favorable at the time of drying.
- Equity inert (does not react) to the compound to be crystallized or recrystallized.
At least we have to know the polarity of the compound to be crystallized or recrystallized. After we know the polarity of the compound is then chosen according to the polarity of the solvent compound. The table below sets forth some of the solvents used in the process of crystallization and recrystallization.
Some solvent polarity.
No.
|
Polarity
|
Solvent
|
1
|
low polarity
|
Petroleum ether, Toluene.
|
2
|
Medium polarity
|
Diethyl ether, acetone
|
3
|
high polarity
|
Ethanol, water
|
example:
Flavonoids form a large class of important naturally occurring bioactive
compounds. Their isolation and purification from natural sources can sometimes
be very difficult and time-consuming when traditional phytochemical techniques
are used. The solvent
system hexane-ethylacetate-methanol-water is proposed as a starting point for
the separation of samples containing free flavonoids, as it was cited in more
than 60% of the papers. The solvent system ethyl-acetate-butanol-water is proposed as the
starting point for glycosylated flavonoids.
Some solvent that use in alkaloid isolation are
methanol (lots), and a non polar solvent. Some people use ether -
this is dangerous and doesn't dissolve everything. Dichloromethane
is good because it is non-toxic, volatile, and a good solvent. It has a major
drawback: separation is often very difficult once you have placed your gluggy
plant muck in there.
For steroid, usually use ethanol as a solvent.
Usually solvent that used in terpenoid
isolation is n-hexane-ethyl acetate-methanol-water.
4. Natural product chemists mainly use mass spectrometry (MS) and
nuclear magnetic resonance spectroscopy (NMR) for structure elucidation of the
compounds isolated from various natural sources. A few other analytical
methods, for instance, infrared spectroscopy, UV-Vis spectroscopy, and X-ray
crystallography, are used to provide supplementary information to confirm the
proposed chemical structure for the compound. Several compounds are not UV
active, while others like glycosides are hard to crystallize to give good
quality crystals for X-ray analysis. MS and NMR methods, however, are usually sufficient
to elucidate the structure of the compound.
The IR Spectrum of
Caffeine
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