Hot water extraction of shikimic acid from star anise
donderdag 13 mei 2021 16:03
Shikimic Acid
Shikimic acid is the intermediate product of
this biological pathway by shikimate dehydrogenase, which facilitates the
reversible transformation by reduction of 3-dehydroshikimate into shikimate.
From: Phytochemicals
as Lead Compounds for New Drug Discovery, 2020
Source:
https://www.sciencedirect.com/topics/chemistry/shikimic-acid
Rapid separation of
shikimic acid from Chinese star anise (Illicium verum Hook.
f.) with hot water extraction |
Abstract
Shikimic acid can be
rapidly separated (ca. 5 min) from Chinese star anise with hot
water extraction at temperatures of 120 °C or higher to obtain recoveries
of 100%.
Extraction
recoveries of shikimic acid close to 97% can be obtained with water at
70 °C using slightly longer extraction times (ca. 10 min)
than those at 120 °C. |
A semi-batch flow apparatus
was used to study the effect of temperature, average particle size, water flow
rate, and extraction time on the experimental recoveries.
For 0.5 g Chinese star
anise raw material that contained ca. 8% shikimic acid, 100%
recoveries of shikimic acid could be obtained with 60 g water at
150 °C at 15 MPa in 4 min for star anise material having a
particle size range from 355 to 600 μm.
A one-site kinetic model
was found to provide good correlation of the data and the kinetic parameters of
the model could be written in terms of linearized contributions in temperature,
average particle diameter and flow rate.
Source:
https://www.sciencedirect.com/science/article/abs/pii/S1383586609002809
What food is shikimic acid in?
Shikimic acid can also be extracted from the seeds of
the sweetgum (Liquidambar styraciflua) fruit, which is abundant in
North America, in yields of around 1.5%.
For example, 4 kg of sweetgum seeds is needed for
fourteen packages of Tamiflu.
By comparison, star anise has
been reported to yield 3% to 7% shikimic acid. |
Shikimic acid is generally utilized as a starting material for industrial synthesis of the antiviral Oseltamivir (this drug against the H5N1 influenza virus is administered to treat and prevent all the known strains of influenza virus) [2, 5].24 jul. 2011
Is shikimic acid an
antiviral?
Shikimic acid is a
primary progenitor of the pharmaceutical manufacturing as antiinfluenza drug
oseltamivir. Oseltamivir is marketed under the brand name Tamiflu. It is a
potential antiviral medicine used to cure and prevent
influenza A and influenza B infections. 24 jan. 2020
Shikimic acid as intermediary model for the production of drugs
effective against influenza virus
Abstract
This chapter explains the application of shikimic acid as preventive
medicine for the outbreak of swine or Avian flu due to H1N1 virus. Shikimic
acid (3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid), a natural organic
compound, is generally utilized as a starting material for industrial synthesis
of the antiviral oseltamivir, a drug against the H1N1 influenza virus. It is
also an important intermediate in the biosynthesis of lignin, aromatic amino
acids (phenylalanine, tyrosine, and tryptophan), and most alkaloids of plants
and microorganisms. Plant and microbial sources are the only sources of
shikimic acid. Being a deadly viral disease, influenza causes the death of
around half a million people each year. A neuraminidase present on the surface
of the virus is the most important factor for viral reproduction by
contributing to the release of viruses from infected host cells and hence the
treatment of influenza can only be possible by neuraminidase inhibitors. The
neuraminidase inhibitors oseltamivir or Tamiflu derived from shikimic acid
pathway have been found to be potent influenza viral neuraminidase inhibitors
against most influenza strains.
Keywords: Avian flu, H1N1 influenza virus, Neuraminidase inhibitors, Shikimic acid
Introduction
Viruses are small infectious organism or obligate intracellular parasite
found in virtually all ecosystem, numbering in millions. Within the last
30 years, the etiological mechanisms of some notorious viruses affecting
humans have been described. Viruses are enclosed by structural coded protein
coat along with either a DNA or RNA genome. The genetic material (DNA or RNA)
of viruses contain information needed to replicate or to make number of copies
of the virus. Viruses are considered as genetic mobile elements of mainly
cellular origin, identified by an extended coevolution of host and virus.
Specialized host cells providing complex biosynthetic and metabolic machinery
of prokaryotic and eukaryotic organisms help in the propagation of viruses and a
whole virus particle is known as virion.
Viral infections have the ability to spread from man to man or from
other sources to man either by indirect or direct contact, particularly by
means of excretal matter, contaminated articles, throat and nose secretions,
and very common is droplet infection. An insect vector also spreads infections,
e.g., transmission of dengue fever is by mosquito Aedes aegypti.
A number of viral diseases are transmitted through milk and water,
e.g., infectious hepatitis and poliomyelitis. Sometimes viruses change the
function of the cell without destroying the host cell. Viruses might remain
dormant for a period of time before multiplying again.
The genetic material of viruses controls the cells by forcing it to
replicate. Generally, infected cells dies as it cannot perform the normal
function and after cell death it releases a new virus which continues to infect
other cells. A number of viruses alter the cellular functions instead of
killing the cells and these infected cells multiply abnormally by losing the
control over normal cell division and turning into cancerous cells. A virus
proliferates and infects cells causing viral infection.
For some viral infections, lifelong immunity is conferred after one
attack of the disease such as small pox, measles, and mumps, whereas in case of
common cold, short-duration immunity is produced after an attack. In viral
diseases, the mode of artificial immunization is similar to those of bacterial
infections, for passive immunization dead or live vaccines are used to bring
about active immunity.
Diagnostically, prospective and laboratory-based surveillance is of
principal significance for the management and early detection of emerging or
reemerging infectious diseases. Within the past years, many techniques have
been developed for diagnosing viral infections and these procedures include (1)
the detection of viral antigen in the lesions through fluorescent antibody
techniques, (2) microscopic examination of the lesions, (3) performing serological
tests during the course of infection, (4) skin tests, and (5) techniques for
identification and isolation of virus.
Description of the various classes of viruses
Viruses that are pathogenic to human are broadly classified according to
the different regions of the body mostly affected and clinical nature of the
infection or disease produced (Table 16.1 ). A simple classification system of viruses
is the following:
·
• Neurotropic
viruses: These are viruses that affect the central nervous system,
e.g., viruses of rabies and poliomyelitis.
·
• Dermotropic
viruses: This class of viruses produces generalized infection by inducing
characteristic lesions on the skin, e.g., viruses of measles, small pox,
and chicken pox.
·
• Pneumotropic
viruses: These are viruses that produce characteristic symptoms of the
respiratory tract, e.g., viruses of influenza and common cold.
·
• Hepatotropic
viruses: This group of viruses infects the liver, e.g., viruses of
infectious hepatitis.
·
• Sialadenitis
or salivary gland infection: These are viruses that affect salivary gland or
duct, resulting in viral infection such as mumps and flu.
·
• Ocular viral
infection: These are viruses that affect the eyes, e.g., viruses of
trachoma and epidemic keratoconjunctivitis.
·
• Viruses
producing generalized infections: These include viruses of dengue fever and
yellow fever.
Source:
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7153330/