Oxidative synthesis; Rearrangement synthesis, The present invention provides a method for manufacturing artemisinin and its congeners from cyclohexenone as a starting material.<\/p>\n

<\/p>\n

<\/p>\n\n\n\n\n\n

Artemisinin<\/caption>\n

<\/a><\/th>\n<\/tr>\n
Systematic (IUPAC<\/a>) name<\/th>\n<\/tr>\n
(3R<\/em>,5aS<\/em>,6R<\/em>,8aS<\/em>,9R<\/em>,12S<\/em>,12aR<\/em>)- \noctahydro-3,6,9-trimethyl-3,12- \nepoxy-12H<\/em>-pyrano[4,3-j<\/em>]- \n1,2-benzodioxepin-10(3H<\/em>)-oneArtemisinin<\/strong>\u00a0also known as\u00a0Qinghaosu<\/strong><\/em>\u00a0(Chinese<\/a>:\u00a0\u9752\u84bf\u7d20<\/a>), and its derivatives are a group of\u00a0drugs<\/a>\u00a0that possess the most rapid action of all current drugs against\u00a0Plasmodium falciparum<\/a><\/em>\u00a0malaria<\/a>.[1]<\/a><\/sup>\u00a0Treatments containing an artemisinin derivative (artemisinin-combination therapies, ACTs) are now standard treatment worldwide for\u00a0P. falciparum<\/em>\u00a0malaria. The starting compound artemisinin is isolated from the plant\u00a0Artemisia annua<\/a><\/em>, sweet wormwood, a herb employed in\u00a0Chinese traditional medicine<\/a>.<\/p>\n Chemically, artemisinin is a\u00a0sesquiterpene lactone<\/a>\u00a0containing an unusual\u00a0peroxide<\/a>\u00a0bridge. This peroxide is believed to be responsible for the drug’s mechanism of action. Few other natural compounds with such a peroxide bridge are known.[2]<\/a><\/sup>\u00a0(Ascaridole<\/a>\u00a0is another.)<\/p>\n Use of the drug by itself as a\u00a0monotherapy<\/a>\u00a0is explicitly discouraged by the\u00a0World Health Organization<\/a>, as there have been signs that malarial parasites are developing resistance to the drug. Therapies that combine artemisinin with some other antimalarial drug are the preferred treatment for malaria and are both effective and well tolerated in patients. The drug is also increasingly being used in\u00a0Plasmodium vivax<\/a><\/em>\u00a0malaria,[3]<\/a><\/sup>\u00a0as well as being a topic of research in cancer treatment.<\/p>\n References<\/h2>\n \n White NJ (July 1997).\u00a0“Assessment of the pharmacodynamic properties of antimalarial drugs in vivo”<\/a>.\u00a0Antimicrob. Agents Chemother.<\/em>\u00a041<\/strong>\u00a0(7): 1413\u201322.\u00a0PMC<\/a>\u00a0163932<\/a>.\u00a0PMID<\/a>\u00a09210658<\/a>.<\/li>\n \u00a0a<\/strong><\/em><\/sup><\/a>\u00a0b<\/strong><\/em><\/sup><\/a>\u00a0“Artemisinin and a new generation of antimalarial drugs”<\/a>.\u00a0Education in Chemistry<\/em>. July 2006.<\/li>\n Douglas NM, Anstey NM, Angus BJ, Nosten F, Price RN (June 2010). “Artemisinin combination therapy for vivax malaria”.Lancet Infect Dis<\/em>\u00a010<\/strong>\u00a0(6): 405\u201316.\u00a0doi<\/a>:10.1016\/S1473-3099(10)70079-7<\/a>.\u00a0PMID<\/a>\u00a020510281<\/a>.<\/li>\n<\/ol>\n biosyn<\/p>\n <\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n","protected":false},"excerpt":{"rendered":" Total synthesis of artemisinin, WO2012154906\u00a0 (A1) 15th nov 2012 link at espacenet\u00a0\u00a0 http:\/\/worldwide.espacenet.com\/publicationDetails\/biblio?DB=EPODOC&II=0&ND=3&adjacent=true&locale=en_EP&FT=D&date=20121115&CC=WO&NR=2012154906A1&KC=A1 Indiana University Research And Technology Corporation Inventors Cook, Silas; Zhu, Chun-Yin Application number: WO2012US37214 2012 05 10 Priority number(s): US201161484317P 2011 05 10 Oxidative synthesis; Rearrangement synthesis, The present invention provides a method for manufacturing artemisinin and its congeners from cyclohexenone as… Continue reading Total synthesis of artemisinin, WO 2012154906 (A1) 15th nov 2012<\/span><\/a><\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[4],"tags":[144],"_links":{"self":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/258"}],"collection":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/comments?post=258"}],"version-history":[{"count":5,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/258\/revisions"}],"predecessor-version":[{"id":261,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/258\/revisions\/261"}],"wp:attachment":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/media?parent=258"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/categories?post=258"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/tags?post=258"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}