{"id":576,"date":"2017-02-01T14:55:47","date_gmt":"2017-02-01T22:55:47","guid":{"rendered":"https:\/\/sites.evergreen.edu\/plantchemeco\/?p=576"},"modified":"2017-03-09T11:03:23","modified_gmt":"2017-03-09T19:03:23","slug":"deadly-nightshade","status":"publish","type":"post","link":"https:\/\/sites.evergreen.edu\/plantchemeco\/deadly-nightshade\/","title":{"rendered":"Deadly Nightshade: Not So Deadly After All?"},"content":{"rendered":"<p><a href=\"https:\/\/books.google.com\/books?id=bMCzyrAtrvYC&amp;pg=PA20&amp;dq=hallucinogenic++Atropa+belladonna&amp;hl=en#v=onepage&amp;q=hallucinogenic%20%20Atropa%20belladonna&amp;f=false\">Poison-tipped arrows<\/a>. Royal assassinations. European witchcraft. Ritual suicide. Throughout humanity&#8217;s history, the aptly named Deadly Nightshade, also known scientifically as <i>Atropa belladonna<\/i>, has had a reputation as a natural killer. The name \u201c<i>Atropa<\/i>\u201d in <i>Atropa belladonna<\/i> derives from the Greek Goddess Atropos, one of the three sisters of Fate. The sisters three manage the thread of life of all things living; one sister spins the thread, one measures the thread, and Atropos, the third sister, is the cutter of the life thread, representing death. [M.R. Lee 2007]<\/p>\n<table>\n<tbody>\n<tr>\n<td>\n<p><strong>Plant Classification<\/strong><\/p>\n<\/td>\n<td>\u00a0<\/td>\n<\/tr>\n<tr>\n<td><strong>Common Name:<\/strong><\/td>\n<td>Deadly Nightshade<\/td>\n<\/tr>\n<tr>\n<td><strong>Family:<\/strong><\/td>\n<td>Solanaceae<\/td>\n<\/tr>\n<tr>\n<td><strong>Genus:<\/strong><\/td>\n<td>Atropa<\/td>\n<\/tr>\n<tr>\n<td><strong>Species:<\/strong><\/td>\n<td>Atropa belladonna<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n<p>You&#8217;ve probably heard of Deadly Nightshade at least once, even if you&#8217;ve never seen it before. <i>Atropa belladonna<\/i> is a perennial herbaceous plant, native to Europe, which can be most easily identified by it&#8217;s sleek, jet-black berries. The berries of <i>belladonna<\/i> can be likened to blueberries in size and shape, but the biggest differences can be found at the chemical level. <i>Atropa belladonna<\/i> is host to a <a href=\"https:\/\/www.ncbi.nlm.nih.gov\/pmc\/articles\/PMC3361210\/\">highly toxic<\/a> group of chemical compounds known as tropane alkaloids, which can be found not just in belladonna&#8217;s signature fruit, but concentrated throughout the entire plant, from leaf to root. <i>Belladonna&#8217;s<\/i> berries start off green, but as the the fruit ripens, the tropane alkaloids develop, turning them black.<\/p>\n<div id=\"attachment_1762\" style=\"width: 310px\" class=\"wp-caption alignleft\"><img aria-describedby=\"caption-attachment-1762\" loading=\"lazy\" class=\"size-medium wp-image-1762\" src=\"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/640px-Atropa-bella-donna_Frucht-schwarz_063-300x200.jpg\" alt=\"By R\u00fcdiger Kratz via Wikimedia Commons\" width=\"300\" height=\"200\" srcset=\"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/640px-Atropa-bella-donna_Frucht-schwarz_063-300x200.jpg 300w, https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/640px-Atropa-bella-donna_Frucht-schwarz_063-600x399.jpg 600w, https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/640px-Atropa-bella-donna_Frucht-schwarz_063.jpg 640w\" sizes=\"(max-width: 300px) 100vw, 300px\" \/><p id=\"caption-attachment-1762\" class=\"wp-caption-text\">By R\u00fcdiger Kratz via Wikimedia Commons<\/p><\/div>\n<p>These toxic tropane alkaloids are named atropine, scopolamine, and hyoscyamine, and are most prevalent in the roots of <i>belladonna<\/i>. [F. Ashtiania and F. Sefidkonb 2011] Ingestion of too many of these compounds can induce paralysis, dilated pupils, rapid heart rate, constipation, and severe, unpredictable hallucinations, which made it a favorite of those involved in witchcraft. But before even that, dating back to the Greeks, <i>belladonna <\/i>was an active ingredient in <a href=\"https:\/\/books.google.com\/books?id=YUNDAgAAQBAJ&amp;pg=PA132&amp;lpg=PA132&amp;dq=atropa+belladonna+bacchus+wine&amp;source=bl&amp;ots=xOYmwzu01e&amp;sig=k26OrONJWN-f-WLiuwBJKe2JF0U&amp;hl=en&amp;sa=X&amp;ved=0ahUKEwjIk-eRu8PSAhVW4mMKHc9vCUEQ6AEIJTAC#v=onepage&amp;q=atropa%20belladonna%20bacchus%20wine&amp;f=false\">Bacchus&#8217;s wine<\/a>. Devotees of the cult of Dionysius partook of Bacchus&#8217;s wine for the purpose of of wild, wanton copulation. Considering the ever-present sinful nature of <i>belladonna<\/i>, could any good come from the study of such a plant?<\/p>\n<p><div id=\"attachment_606\" style=\"width: 198px\" class=\"wp-caption alignright\"><img aria-describedby=\"caption-attachment-606\" loading=\"lazy\" class=\" wp-image-606\" src=\"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/atropine.jpg\" alt=\"Chemical structure of an atropine molecule.\" width=\"188\" height=\"115\" \/><p id=\"caption-attachment-606\" class=\"wp-caption-text\">Chemical structure of an atropine molecule.<\/p><\/div> <div id=\"attachment_1764\" style=\"width: 203px\" class=\"wp-caption alignleft\"><img aria-describedby=\"caption-attachment-1764\" loading=\"lazy\" class=\" wp-image-1764\" src=\"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/Scopolamine-300x165.png\" alt=\"Chemical structure of an scopolamine molecule.\" width=\"193\" height=\"106\" srcset=\"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/Scopolamine-300x165.png 300w, https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/Scopolamine-600x329.png 600w, https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/Scopolamine.png 763w\" sizes=\"(max-width: 193px) 100vw, 193px\" \/><p id=\"caption-attachment-1764\" class=\"wp-caption-text\">Chemical structure of an scopolamine molecule.<\/p><\/div> <div id=\"attachment_1765\" style=\"width: 202px\" class=\"wp-caption aligncenter\"><img aria-describedby=\"caption-attachment-1765\" loading=\"lazy\" class=\" wp-image-1765\" src=\"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/hyoscyamine-300x202.png\" alt=\"Chemical structure of an hyoscyamine molecule.\" width=\"192\" height=\"129\" srcset=\"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/hyoscyamine-300x202.png 300w, https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/hyoscyamine-600x403.png 600w, https:\/\/sites.evergreen.edu\/plantchemeco\/wp-content\/uploads\/sites\/271\/2017\/02\/hyoscyamine.png 640w\" sizes=\"(max-width: 192px) 100vw, 192px\" \/><p id=\"caption-attachment-1765\" class=\"wp-caption-text\">Chemical structure of an hyoscyamine molecule.<\/p><\/div><\/p>\n<p>In French, there is a saying: \u201cIl faut souffrir pour etre belle,\u201d which roughly translates to \u201cone must suffer to be beautiful.\u201d This is exemplified in renaissance Italy, wherein extracts of <i>belladonna <\/i>were frequently prepared for use as a cosmetic. A drop of the extract in each eye was used to induce aforementioned pupil dilation, which simulated arousal, thus, enhancing the user&#8217;s beauty. The name \u201c<i>belladonna<\/i>\u201d in <i>Atropa belladonna<\/i> is Italian for \u201cbeautiful woman.\u201d[Holzman 1998] Unfortunately, beauty must be suffered for, and extensive use of <i>belladonna<\/i> as a cosmetic would lead to blurred vision, increased heart rate, and, ultimately, blindness.<\/p>\n<p>However, <i>belladonna&#8217;s <\/i>mark on history is not entirely a sinister one. Ironically, despite being poisonous, <i>belladonna<\/i> has a long history of medicinal use, and has a wide range of potential applications. Atropine, a tropane alkaloid present in the roots, stem, leaves, and seeds of <i>belladonna<\/i>, has been used as an anesthetic since the first century.[F. Ashtiania and F. Sefidkonb 2011] Today, atropine is used against spasms during gallbladder attacks, as an antidote for poisoning from certain insecticides, and as a pre-medication before surgery, to reduce salivation. The tropane alkaloid scopolamine, located in the stem, leaf, and seeds of <i>belladonna,<\/i> staves off vertigo, motion sickness, and nausea, in the form of a worn patch.[Springob and Kutchan 2009] Finally, the tropane alkaloid hyoscyamine provides relief to various gastrointestinal disorders, such as irritable bowel syndrome, pancreatitis, and peptic ulcers. Due to it&#8217;s similarities to the previous tropane alkaloids, some researchers also believe that it may possess similar anesthetic properties.<\/p>\n<p><strong>References:<\/strong><\/p>\n<p>Ashtiania F. and Sefidkonb F. 2011. Tropane alkaloids of Atropa belladonna L. and Atropa acuminata royle ex Miers plants. Journal of Medicinal Plants Research 5(29), 515-6522.<\/p>\n<p>Berdai MA, Labib S, Chetouani K, Harandou M. 2012. Atropa belladonna Intoxication: A Case Report. Pan Afr Med J[Internet]. 11:72. Available from: <a href=\"https:\/\/www.ncbi.nlm.nih.gov\/pmc\/articles\/PMC3361210\/\">https:\/\/www.ncbi.nlm.nih.gov\/pmc\/articles\/PMC3361210\/<\/a><\/p>\n<p>Holzman R. 1998. The Legacy of Atropos, the Fate Who Cut the Thread of Life[Internet]. [cited 6 Mar 2017]; Anesthesiology 7 1998, 89: p. 241-249. Available from: <a href=\"http:\/\/anesthesiology.pubs.asahq.org\/article.aspx?articleid=1947026\">http:\/\/anesthesiology.pubs.asahq.org\/article.aspx?articleid=1947026<\/a><\/p>\n<p>Kennedy DO. 2013. The Deliriants-The Nightshade (Solanaceae) Family. Plants and the Human Brain. Oxford (UK): Oxford University Press. p. 125-137.<\/p>\n<p>Lee M.R. 2007. Solanaceae IV: Atropa belladonna, Deadly Nightshade [Internet]. [cited 6 Mar 2017]; J R Coll Physicians Edinb 2007, 37: p. 77-84. Available from: <a href=\"http:\/\/www.rcpe.ac.uk\/journal\/issue\/journal_37_1\/R-lee.pdf\">http:\/\/www.rcpe.ac.uk\/journal\/issue\/journal_37_1\/R-lee.pdf<\/a><\/p>\n<p>Springob and Kutchan 2009. Introduction to the Different Classes of Natural Products. In: Anne E. Osbourn, Virginia Lanzotti, editors. Plant-derived Natural Products: Synthesis, Function, and Application. New York (NY), Springer-Verlag. p. 3-50.<\/p>\n<p>Wink, M. 1998. Alkaloidal Plants and Fungi Playing and Important Role in the History of Mankind. In: Roberts M, editor. Alkaloids: Biochemistry, Ecology, and Medicinal Applications. New York (NY): Springer US. p. 11-44.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Poison-tipped arrows. Royal assassinations. European witchcraft. Ritual suicide. Throughout humanity&#8217;s history, the aptly named Deadly Nightshade, also known scientifically as Atropa belladonna, has had a reputation as a natural killer. The name \u201cAtropa\u201d in Atropa belladonna derives from the Greek&#8230; <a class=\"more-link\" href=\"https:\/\/sites.evergreen.edu\/plantchemeco\/deadly-nightshade\/\">Continue Reading &rarr;<\/a><\/p>\n","protected":false},"author":4233,"featured_media":602,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_mi_skip_tracking":false},"categories":[41,36],"tags":[],"_links":{"self":[{"href":"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-json\/wp\/v2\/posts\/576"}],"collection":[{"href":"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-json\/wp\/v2\/users\/4233"}],"replies":[{"embeddable":true,"href":"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-json\/wp\/v2\/comments?post=576"}],"version-history":[{"count":0,"href":"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-json\/wp\/v2\/posts\/576\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-json\/wp\/v2\/media\/602"}],"wp:attachment":[{"href":"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-json\/wp\/v2\/media?parent=576"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-json\/wp\/v2\/categories?post=576"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/sites.evergreen.edu\/plantchemeco\/wp-json\/wp\/v2\/tags?post=576"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}