Nicotiana tabacum explained

Nicotiana tabacum, or cultivated tobacco, is an annually grown herbaceous plant of the genus Nicotiana. N. tabacum is the most commonly grown species in the genus Nicotiana, as the plant's leaves are commercially harvested to be processed into tobacco for human use. The plant is tropical in origin, is commonly grown throughout the world, and is often found in cultivation. It grows to heights between 1 and 2 meters (3' to 6'). Research is ongoing into its ancestry among wild Nicotiana species, but it is believed to be a hybrid of Nicotiana sylvestris, N. tomentosiformis, and possibly N. otophora.[1]

Description

It is an annual plant that grows NaN0NaN0 high and is sticky hairy on all parts. The stems are thick and not very branched. The leaves can be over 50cm (20inches) long with the blades ovate to elliptical, or obovate, pointed towards the front and, at the base, run down the stem or are sessile, encompassing the stem.

The scented inflorescences are multi-branched panicles. The flower stalks are NaNmm long. The calyx is NaNmm and is covered with uneven NaNabbr=onNaNabbr=on narrow pointed calyx lobes shorter than the calyx tube. The crown is plate-shaped, the coronet is white, pink or red, the corolla tube greenish-cream, pink or red. The corolla tube has a total length of NaNabbr=onNaNabbr=on and is NaNabbr=onNaNabbr=on wide in the lower part and widens to NaNabbr=onNaNabbr=on in the upper part. The coronet is lobed or pentagonal. The stamens are designed unevenly and start below the center of the corolla tube. The anthers of the four longer stamens are close to the opening of the corolla tube or are slightly above it. The fifth stamen is significantly shorter than both longer pairs. The stamens have a length of NaNabbr=onNaNabbr=on, significantly longer than the anthers, and are hairy at the base.

The fruit is a NaNabbr=onNaNabbr=on long capsule that is narrowly elliptical to egg-shaped. It can stand out over the chalice or be enclosed by it. The seeds are spherical or broadly elliptical and are up to 0.5abbr=onNaNabbr=on long with a wavy networked surface.

Almost every part of the plant except the seed contains nicotine, but the concentration is related to different factors such as species, type of land, culture and weather conditions. The concentration of nicotine increases with the age of the plant. Tobacco leaves contain 2 to 8% nicotine combined as malate or citrate. The distribution of the nicotine in the mature plant is widely variable: 64% of the total nicotine exists in the leaves, 18% in the stem, 13% in the root, and 5% in the flowers.

Phytochemistry

Natural tobacco polysaccharides, including cellulose, have been shown to be the primary precursors of acetaldehyde in tobacco smoke.[2] The main polyphenols contained in the tobacco leaf are rutin and chlorogenic acid. Amino acids contained include glutamic acids, asparagine, glutamine, and γ-Aminobutyric acid[3]

Pyridine alkaloids are present in tobacco as free bases and salts. Nicotine accounts for 90–95% of the plant's pyridines with nornicotine and anatabine accounting for roughly 2.5% each.[4] Pyridyl functional groups present in minute amounts include anabasine, myosmine, cotinine and 2, 3′-bipyridyl.[5] Indole alkaloids are also present in leaves and stems which includes harmala alkaloids as well. Yohimbine, harmine, harmaline and ajmalicine occurs in descending order, yohimbine being highest.[6]

The tobacco plant readily absorbs heavy metals from the surrounding soil and accumulates them in its leaves. These are readily absorbed into the user's body following smoke inhalation.[7]

Tobacco also contains the following phytochemicals: glucosides (tabacinine, tabacine), 2,3,6-trimethyl-1,4-naphthoquinone, 2-methylquinone, 2-napthylamine, propionic acid, anthalin, anethole, acrolein, cembrene, choline, nicotelline, nicotianine, and pyrene.[8]

Megastigmatrienone

Tobacco aroma is due to presence of different volatile compounds; megastigmatrienone being the key flavor compound in tobacco.[9] [10] Megastigmatrienone is used as flavour in tobacco products as well.[11]

Megastigmatrienone, a cyclohexenone,[12] and a carotenoid-derived aromatic compound, produces spice notes associated with wine.[13] [14] [15]

Megastigmatrienone is a metabolite of Brewer's yeast.

Megastigmatrienone, as Tabanone, is manufactured by Symrise as a perfume ingredient.[16] [17] [18] [19]

Habitat and ecology

N. tabacum is a native of tropical and subtropical America, also appearing as a weed.

N. tabacum is sensitive to temperature, air, ground humidity and the type of land. Temperatures of 20C30C are best for adequate growth; an atmospheric humidity of 80 to 85% and soil without a high level of nitrogen are also optimal.

Parasites

The potato tuber moth (Phthorimaea operculella) is an oligophagous insect that prefers to feed on plants of the family Solanaceae such as tobacco plants. Female P. operculella use the leaves to lay their eggs and the hatched larvae will eat away at the mesophyll of the leaf.[20]

Uses

The plant is native to the Caribbean, where the Taíno people were the first recorded peoples to use it and cultivate it.In 1560, Jean Nicot de Villemain, then French ambassador to Portugal, brought tobacco seeds and leaves as a "wonder drug" to the French court. In 1586 the botanist Jaques Dalechamps gave the plant the name of Herba nicotiana, which was also adopted by Linné. It was considered a decorative plant at first, then a panacea, before it became a common snuff and tobacco plant.

Tobacco arrived in Africa at the beginning of the 17th century. The leaf extract was a popular pest control method up to the beginning of the 20th century. In 1851, the Belgian chemist Jean Stas documented the use of tobacco extract as a murder poison. The Belgian count Hippolyte Visart de Bocarmé had poisoned his brother-in-law with tobacco leaf extract in order to acquire some urgently needed money. This was the first exact proof of alkaloids in forensic medicine.[21]

It is now commercially cultivated worldwide. All parts of the plant contain nicotine, which can be extracted and used as an insecticide. The dried leaves can also be used; they remain effective for 6 months after drying. The juice of the leaves can be rubbed on the body as an insect repellent. The leaves can be dried and chewed as an intoxicant. The dried leaves are also used as snuff or are smoked. This is the main species that is used to make cigarettes, cigars, and other products. A drying oil is obtained from the seed.

Other varieties are cultivated as ornamental plants.

Curing and aging

After tobacco is harvested, it is cured (dried), and then aged to improve its flavor. There are four common methods of curing tobacco: air curing, fire curing, flue curing, and sun curing. The curing method used depends on the type of tobacco and its intended use.Air-cured tobacco is sheltered from wind and sun in a well-ventilated barn, where it air dries for six to eight weeks. Air-cured tobacco is low in sugar, which gives the tobacco smoke a light, sweet flavour, and high in nicotine. Cigar and burley tobaccos are air cured.

In fire curing, smoke from a low-burning fire on the barn floor permeates the leaves. This gives the leaves a distinctive smoky aroma and flavor. Fire curing takes three to ten weeks and produces a tobacco low in sugar and high in nicotine. Pipe tobacco, chewing tobacco, and snuff are fire cured.

Flue-cured tobacco is kept in an enclosed barn heated by flues (pipes) of hot air, but the tobacco is not directly exposed to smoke. This method produces cigarette tobacco that is high in sugar and has medium to high levels of nicotine. It is the fastest method of curing, requiring about a week. Virginia tobacco that has been flue cured is also called bright tobacco, because flue curing turns its leaves gold, orange, or yellow.

Sun-cured tobacco dries uncovered in the sun. This method is used in Greece, Turkey, and other Mediterranean countries to produce oriental tobacco. Sun-cured tobacco is low in sugar and nicotine and is used in cigarettes.

Once the tobacco is cured, workers tie it into small bundles of about 20 leaves, called hands, or use a machine to make large blocks, called bales. The hands or bales are aged for one to three years to improve flavor and reduce bitterness.

Ethnomedicinal uses

The regions that have histories of use of the plant include:

See also

Notes and References

  1. 10.1139/gen-44-4-559 . AFLP analysis of genetic polymorphism and evolutionary relationships among cultivated and wild Nicotiana species . 2001 . Ren . Nan . Timko . Michael P. . Genome . 44 . 4 . 559–71 . 11550889.
  2. Talhout . R . Opperhuizen . A . van Amsterdam . JG . Oct 2007 . Role of acetaldehyde in tobacco smoke addiction . Eur. Neuropsychopharmacol. . 17 . 10 . 627–36 . 10.1016/j.euroneuro.2007.02.013 . 17382522 . 25866206.
  3. Roberts . E.A.H. . 1951 . The polyphenols and amino acids of tobacco leaf . Archives of Biochemistry and Biophysics . 33 . 2 . 299–303 . 10.1016/0003-9861(51)90109-9 . 14886011.
  4. C. Laszlo, K. Kaminski, H. Guan, M. Fatarova, J. Wei, A. Bergounioux, W. K. Schlage, S. Schorderet-Weber, P. A. Guy, N. V. Ivanov, K. Lamottke and J. Hoeng (Nov 2022). "Fractionation and Extraction Optimization of Potentially Valuable Compounds and Their Profiling in Six Varieties of Two Nicotiana Species", Molecules 2022, 27(22), 8105. https://doi.org/10.3390/molecules27228105
  5. Zhang . Jianxun . etal . 2007 . Selective Determination of Pyridine Alkaloids in Tobacco by PFTBA Ions/Analyte Molecule Reaction Ionization Ion Trap Mass Spectrometry . Journal of the American Society for Mass Spectrometry . 18 . 10 . 1774–1782 . 10.1016/j.jasms.2007.07.017 . 17716908 . 23808750 .
  6. Tarkowská D . July 2020 . A Fast and Reliable UHPLC-MS/MS-Based Method for Screening Selected Pharmacologically Significant Natural Plant Indole Alkaloids . . 25 . 14 . 3274 . 10.3390/molecules25143274 . 7397342 . 32708364 . free.
  7. Pourkhabbaz . Alireza . Pourkhabbaz . Hamidreza . 2012 . Investigation of Toxic Metals in the Tobacco of Different Iranian Cigarette Brands and Related Health Issues . Iran J Basic Med Sci. . 15 . 1 . 636–644 . 3586865 . 23493960.
  8. Zhang . Xiaotao . Wang . Ruoning . Zhang . Li . Ruan . Yibin . Wang . Weiwei . Ji . Houwei . Lin . Fucheng . Liu . Jian . 2018 . Simultaneous determination of tobacco minor alkaloids and tobacco-specific nitrosamines in mainstream smoke by dispersive solid-phase extraction coupled with ultra-performance liquid chromatography/Tandem orbitrap mass spectrometry . Rapid Communications in Mass Spectrometry . 32 . 20 . 1791–1798 . 2018RCMS...32.1791Z . 10.1002/rcm.8222 . 29964303 . 49639753.
  9. Slaghenaufi D, Perello MC, Marchand-Marion S, Tempere S, de Revel G . February 2014 . Quantitative solid phase microextraction--gas chromatography mass spectrometry analysis of five megastigmatrienone isomers in aged wine . . 813 . 63–9 . 10.1016/j.aca.2014.01.019 . 24528661. 2014AcAC..813...63S .
  10. Slaghenaufi D, Perello MC, Marchand S, de Revel G . July 2016 . Quantification of megastigmatrienone, a potential contributor to tobacco aroma in spirits . . 203 . 41–48 . 10.1016/j.foodchem.2016.02.034 . 26948587.
  11. Krüsemann . Erna JZ . Visser . Wouter F . Cremers . Johannes WJM . Pennings . Jeroen LA . Talhout . Reinskje . 2018 . Identification of flavour additives in tobacco products to develop a flavour library . Tobacco Control . 27 . 1 . 105–111 . 10.1136/tobaccocontrol-2016-052961 . 0964-4563 . 5801651 . 28190004.
  12. Web site: Megastigmatrienone (YMDB01739) . https://web.archive.org/web/20200115190530/https://www.ymdb.ca/compounds/YMDB01739 . 15 January 2020 . 27 February 2022 . Yeast Metabolome Database.
  13. [wikt:megastigmatrienone]
  14. Slaghenaufi . Davide . Perello . Marie-Claire . Marchand . Stéphanie . de Revel . Gilles . July 2016 . Quantification of megastigmatrienone, a potential contributor to tobacco aroma in spirits . Food Chemistry . 203 . 41–48 . 10.1016/j.foodchem.2016.02.034 . 26948587 . 27 February 2022.
  15. Web site: MEGASTIGMATRIENONE A . 27 February 2022 . Inxight Drugs . . en.
  16. Web site: Tabanon . 27 February 2022 . Ingredient Finder . symrise.com . en.
  17. Web site: Tabanon . 27 February 2022 . Symrise.
  18. Web site: Megastigmatrienone (Tabanone) . 27 February 2022 . SincoPharmachem.
  19. Web site: Wiedemann . Joern . Kaufhold . Astrid . 20 August 2013 . US8513180B2 Ethanol-free perfume oil microemulsion . 27 February 2022 . google patents . en.
  20. Varela. L. G.. Bernays. E. A.. 1988-07-01. Behavior of newly hatched potato tuber moth larvae, Phthorimaea operculella Zell. (Lepidoptera: Gelechiidae), in relation to their host plants. Journal of Insect Behavior. en. 1. 3. 261–275. 10.1007/BF01054525. 1988JIBeh...1..261V . 19062069. 0892-7553.
  21. Wennig . Robert . 2009 . Back to the roots of modern analytical toxicology: Jean Servais Stas and the Bocarmé murder case . Drug Testing and Analysis . 1 . 4 . 153–5 . 10.1002/dta.32 . 20355192 . 42750864.
  22. 10.2993/0278-0771-30.1.5 . The Angel in the Gourd: Ritual, Therapeutic, and Protective Uses of Tobacco (Nicotiana tabacum) Among the Tzeltal and Tzotzil Maya of Chiapas, Mexico . 2010 . Groark . Kevin P.. Journal of Ethnobiology. 30. 1. 5–30. 86134500 .
  23. 10.17348/era.10.0.045-057 . Garden Plants in Zimbabwe: Their ethnomedicinal uses and reported toxicity . 2012 . Maroyi . Alfred. Ethnobotany Research and Applications . 10. 1. 54 . free . 10125/23547 . free .