There is no fixed, commonly agreed upon system for classifying secondary metabolites. Based on their biosynthetic origins, plant secondary metabolites can be divided into three major groups: • Flavonoids and allied phenolic and polyphenolic compounds, •
Terpenoids, and • Nitrogen-containing alkaloids and sulphur-containing compounds. Other researchers have classified
secondary metabolites into following, more specific types Some of the secondary metabolites are discussed below:
Atropine Atropine is a tropane alkaloid.
Alkaloids contain nitrogens, frequently in a ring structure, and are derived from
amino acids. Tropane is an organic compound containing nitrogen and it is from tropane that atropine is derived. Atropine is synthesized by a reaction between
tropine and tropate, catalyzed by atropinase. Both of the substrates involved in this reaction are derived from amino acids, tropine from pyridine (through several steps) and tropate directly from
phenylalanine. Within
Atropa belladonna atropine synthesis has been found to take place primarily in the root of the plant. The concentration of synthetic sites within the plant is indicative of the nature of secondary metabolites. Typically, secondary metabolites are not necessary for normal functioning of cells within the organism meaning the synthetic sites are not required throughout the organism. As atropine is not a
primary metabolite, it does not interact specifically with any part of the organism, allowing it to travel throughout the plant.
Flavonoids Flavonoids are also known as Vitamin P or
citrin. These metabolites are mostly used in plants to produce yellow and other pigments which play a big role in coloring the plants. In addition, Flavonoids are readily ingested by humans and they seem to display important anti-inflammatory, anti-allergic and anti-cancer activities. Flavonoids are also found to be powerful anti-oxidants and researchers are looking into their ability to prevent cancer and cardiovascular diseases. Flavonoids help prevent cancer by inducing certain mechanisms that may help to kill cancer cells, and researches believe that when the body processes extra flavonoid compounds, it triggers specific enzymes that fight carcinogens. Good dietary sources of Flavonoids are all citrus fruits, which contain the specific flavanoids hesperidins,
quercitrin, and
rutin, berries, tea, dark chocolate and red wine and many of the health benefits attributed to these foods come from the Flavonoids they contain. Flavonoids are synthesized by the
phenylpropanoid metabolic pathway where the amino acid
phenylalanine is used to produce 4-coumaryol-CoA, and this is then combined with malonyl-CoA to produce
chalcones which are backbones of Flavonoids
Chalcones are aromatic ketones with two phenyl rings that are important in many biological compounds. The closure of chalcones causes the formation of the flavonoid structure. Flavonoids are also closely related to flavones which are actually a sub class of flavonoids, and are the yellow pigments in plants. In addition to flavones, 11 other subclasses of Flavonoids including, isoflavones, flavans, flavanones, flavanols, flavanolols, anthocyanidins, catechins (including proanthocyanidins), leukoanthocyanidins, dihydrochalcones, and aurones.
Cyanogenic glycoside Many plants have adapted to iodine-deficient terrestrial environment by removing iodine from their metabolism. An important antiparasitic action is caused by the block of the transport of iodide of animal cells inhibiting
sodium-iodide symporter (NIS). Many plant pesticides are cyanogenic glycoside which liberate
cyanide, which, blocking
cytochrome c oxidase and NIS, is poisonous only for a large part of parasites and herbivores and not for the plant cells in which it seems useful in
seed dormancy phase. To get a better understanding of how secondary metabolites play a big role in plant defense mechanisms we can focus on the recognizable defense-related secondary metabolites, cyanogenic glycosides. The compounds of these secondary metabolites (As seen in Figure 1) are found in over 2000 plant species. Its structure allows the release of
cyanide, a poison produced by certain bacteria, fungi, and algae that is found in numerous plants. Animals and humans possess the ability to detoxify cyanide from their systems naturally. Therefore, cyanogenic glycosides can be used for positive benefits in animal systems always. For example, the larvae of the southern armyworm consumes plants that contain this certain metabolite and have shown a better growth rate with this metabolite in their diet, as opposed to other secondary metabolite-containing plants. Although this example shows cyanogenic glycosides being beneficial to the larvae many still argue that this metabolite can do harm. To help in determining whether cyanogenic glycosides are harmful or helpful researchers look closer at its biosynthetic pathway (Figure 2). Past research suggests that cyanogenic glucosides stored in the seed of the plant are metabolized during germination to release nitrogen for seedling to grow. With this, it can be inferred that cyanogenic glycosides play various roles in plant metabolism. Though subject to change with future research, there is no evidence showing that cyanogenic glycosides are responsible for infections in plants.
Phytic acid Phytic acid is the main method of phosphorus storage in plant seeds, but is not readily absorbed by many animals (only absorbed by
ruminants). Not only is phytic acid a phosphorus storage unit, but it also is a source of energy and
cations, a natural
antioxidant for plants, and can be a source of
myoinositol which is one of the preliminary pieces for cell walls. Phytic acid is also known to bond with many different minerals, and by doing so prevents those minerals from being absorbed; making phytic acid an anti-nutrient. There is a lot of concern with phytic acids in nuts and seeds because of its anti-nutrient characteristics. In preparing foods with high phytic acid concentrations, it is recommended they be soaked in after being ground to increase the surface area. Soaking allows the seed to undergo
germination which increases the availability of vitamins and nutrient, while reducing phytic acid and
protease inhibitors, ultimately increasing the nutritional value. Cooking can also reduce the amount of phytic acid in food but soaking is much more effective. Phytic acid is an
antioxidant found in plant cells that most likely serves the purpose of preservation. This preservation is removed when soaked, reducing the phytic acid and allowing the germination and growth of the seed. When added to foods it can help prevent discoloration by inhibiting lipid peroxidation. There is also some belief that the chelating of phytic acid may have potential use in the treatment of cancer.
Gossypol Gossypol is a yellow pigment and is found in cotton plants. It occurs mainly in the root and/or seeds of species of cotton. Gossypol can have various chemical structures. It can exist in three forms: gossypol, gossypol acetic acid, and gossypol formic acid. All of these forms have very similar biological properties. Gossypol is a type of aldehyde, meaning that it has a formyl group. The formation of gossypol occurs through an isoprenoid pathway. Isoprenoid pathways are common among secondary metabolites. Gossypol's main function in the cotton plant is to act as an enzyme inhibitor. An example of gossypol's enzyme inhibition is its ability to inhibit nicotinamide adenine dinucleotide-linked enzymes of Trypanosoma cruzi. Trypanosoma cruzi is a parasite which causes Chaga's disease. For some time it was believed that gossypol was merely a waste product produced during the processing of cottonseed products. Extensive studies have shown that gossypol has other functions. Many of the more popular studies on gossypol discuss how it can act as a male
contraceptive. Gossypol has also been linked to causing hypokalemic paralysis.
Hypokalemic paralysis is a disease characterized by muscle weakness or paralysis with a matching fall in potassium levels in the blood. Hypokalemic paralysis associated with gossypol in-take usually occurs in March, when vegetables are in short supply, and in September, when people are sweating a lot. This side effect of gossypol in-take is very rare however. Gossypol induced hypokalemic paralysis is easily treatable with potassium repletion.
Phytoestrogens Plants synthesize certain compounds not naturally produced by humans but which can play vital roles in human health. One such group of metabolites is
phytoestrogens, found in nuts, oilseeds, soy, and other foods. Phytoestrogens are chemicals which act like the hormone estrogen.
Estrogen is important for women's bone and heart health, but high amounts of it has been linked to breast cancer. In the plant, the phytoestrogens are involved in the defense system against fungi. Phytoestrogens can do two different things in a human body. At low doses it mimics estrogen, but at high doses it actually blocks the body's natural estrogen. The estrogen receptors in the body which are stimulated by estrogen will acknowledge the phytoestrogen, thus the body may reduce its own production of the hormone. This has a negative result, because there are various abilities of the phytoestrogen which estrogen does not do. Its effects the communication pathways between cells and has effects on other parts of the body where estrogen normally does not play a role.
Carotenoids Carotenoids are organic pigments found in the
chloroplasts and
chromoplasts of plants. They are also found in some organisms such as algae, fungi, some bacteria, and certain species of aphids. There are over 600 known carotenoids. They are split into two classes,
xanthophylls and
carotenes. Xanthophylls are carotenoids with molecules containing oxygen, such as
lutein and
zeaxanthin. Carotenes are carotenoids with molecules that are unoxygenated, such as
α-carotene,
β-carotene and
lycopene. In plants, carotenoids can occur in roots, stems, leaves, flowers, and fruits. Carotenoids have two important functions in plants. First, they can contribute to photosynthesis. They do this by transferring some of the light energy they absorb to
chlorophylls, which then uses this energy for photosynthesis. Second, they can protect plants which are over-exposed to sunlight. They do this by harmlessly dissipating excess light energy which they absorb as heat. In the absence of carotenoids, this excess light energy could destroy proteins, membranes, and other molecules. Some plant physiologists believe that carotenoids may have an additional function as regulators of certain developmental responses in plants.
Tetraterpenes are synthesized from DOXP precursors in plants and some bacteria. Carotenoids involved in photosynthesis are formed in chloroplasts; Others are formed in plastids. Carotenoids formed in fungi are presumably formed from mevalonic acid precursors. Carotenoids are formed by a head-to-head condensation of geranylgeranyl pyrophosphate or diphosphate (GGPP) and there is no NADPH requirement. ==References==