| 词条 | Akuammine |
| 释义 |
| Verifiedfields = changed | verifiedrevid = 477246027 | ImageFile = Akuammine.svg | ImageSize = 200px | ImageAlt = | IUPACName = | OtherNames = Vincamajoridine | Section1 = {{Chembox Identifiers | CASNo = 3512-87-6 | PubChem = 6441511 | SMILES = COC(=O)C46CO[C@]35N(C)c1ccc(O)cc1[C@]56CCN2C/C(=C\\C)[C@H]4CC23 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C22H26N2O4/c1-4-13-11-24-8-7-21-16-9-14(25)5-6-17(16)23(2)22(21)18(24)10-15(13)20(21,12-28-22)19(26)27-3/h4-6,9,15,18,25H,7-8,10-12H2,1-3H3/b13-4+/t15-,18?,20?,21+,22-/m1/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = YILKZADAWNUTTB-OCTHBTNBSA-N | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 16735645 | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 484665 | Section2 = {{Chembox Properties | C=22 | H=26 | N=2 | O=4 | Appearance = | Density = | MeltingPtC = 225 | MeltingPt_ref = [1] | BoilingPt = | Solubility = | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} Akuammine (vincamajoridine[2]) is an indole alkaloid. It is the most abundant alkaloid found in the seeds from the tree Picralima nitida,[3] commonly known as akuamma, comprising 0.56% of the dried powder. It has also been isolated from Vinca major.[2] Akuammine is structurally related to both yohimbine and mitragynine, both of which are alkaloid plant products with pharmacological properties. PharmacologyAkuammine has antimalarial activity,[3] and may be the primary constituent of P. nitida seeds responsible for this activity.[4] Akuammine is an opioid antagonist with low affinity, selective for the mu-opioid receptor, when tested in vitro.[5][6] References1. ^{{Cite book | title = Merck Index | id = 200 | edition = 12th}} {{Opioidergics}}2. ^1 {{cite journal | doi = 10.1007/BF02159911| title = The identity of vincamajoridine and akuammine| journal = Experientia| volume = 11| issue = 9| pages = 343| year = 1955| last1 = Janot| first1 = M. M.| last2 = Le Men| first2 = J.| last3 = Aghoramurthy| first3 = K.| last4 = Robinson| first4 = R.}} 3. ^1 {{cite journal | pmid = 8302957| year = 1993| author1 = Kapadia| first1 = G. J.| title = Akuammine: An antimalarial indolemonoterpene alkaloid of Picralima nitida seeds| journal = Planta Medica| volume = 59| issue = 6| pages = 565–6| last2 = Angerhofer| first2 = C. K.| last3 = Ansa-Asamoah| first3 = R| doi = 10.1055/s-2006-959764}} 4. ^{{Cite book | title = African Ethnobotany: Poisons and Drugs : Chemistry, Pharmacology, Toxicology | author = Hans Dieter Neuwinger | publisher = CRC Press | date = 1996| isbn = 9783826100772 | page = 123}} 5. ^{{cite journal | pmid = 9683021| year = 1998| author1 = Menzies| first1 = J. R.| title = Opioid activity of alkaloids extracted from Picralima nitida (fam. Apocynaceae)| journal = European Journal of Pharmacology| volume = 350| issue = 1| pages = 101–8| last2 = Paterson| first2 = S. J.| last3 = Duwiejua| first3 = M| last4 = Corbett| first4 = A. D.| doi=10.1016/s0014-2999(98)00232-5}} 6. ^{{Cite journal | pmid = 1317407| year = 1992| author1 = Lewin| first1 = G| title = Akuammine and dihydroakuammine, two indolomonoterpene alkaloids displaying affinity for opioid receptors| journal = Journal of Natural Products| volume = 55| issue = 3| pages = 380–4| last2 = Le Ménez| first2 = P| last3 = Rolland| first3 = Y| last4 = Renouard| first4 = A| last5 = Giesen-Crouse| first5 = E| doi=10.1021/np50081a017}} 6 : Indole alkaloids|Opioid antagonists|Alkaloids found in Apocynaceae|Phenols|Carboxylate esters|Methyl esters |
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