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Secologanin Tryptamine Alkaloids

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Definition: Compounds formed by condensation of secologanin with tryptamine resulting in a tetrahydro-beta-carboline which is processed further to a number of bioactive compounds. These are especially found in plants of the APOCYNACEAE; LOGANIACEAE; and RUBIACEAE families.     
Examples Ajmaline; Ellipticines; Ibogaine; Strychnine; Vinca Alkaloids; Yohimbine 		Other names Tryptamine Alkaloids, Secologanin; Indole Alkaloids, Terpenoid; Indole Alkaloids, Secologanin; Indole Alkaloids, Monoterpenoid; Alkaloids, Terpenoid Indole; Alkaloids, Secologanin Tryptamine; Alkaloids, Secologanin Indole; Alkaloids, Rauwolfia; Alkaloids, Rauvolfia; Alkaloids, Monoterpenoid Indole; Terpenoid Indole Alkaloids; Secologanin Indole Alkaloids; Rauwolfia Alkaloids; Rauvolfia Alkaloids; Monoterpenoid Indole Alkaloids; Yohimbans; AlseroxylonDrugs* : RAUWILOID; RAUTENSIN
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
voachalotine  0   *Secologanin Tryptamine Alkaloids. Molecules. 2011;16(9) (dup#20):7480-7
12-methoxy-N(b)-voachalotine  0   *Secologanin Tryptamine Alkaloids. Molecules. 2011;16(9) (dup#20):7480-7
alstrostine B  0   *Secologanin Tryptamine Alkaloids. Org Lett. 2011 Jul 15;13(14):3568-71
alstrostine A  0   *Secologanin Tryptamine Alkaloids. Org Lett. 2011 Jul 15;13(14):3568-71
11-methoxyjavaniside  0   *Glycosides *Secologanin Tryptamine Alkaloids. Planta Med. 2011 Feb;77(3):284-6
turpiniside  0   *Glycosides *Secologanin Tryptamine Alkaloids. Planta Med. 2011 Feb;77(3):284-6
melotenine A  0   *Secologanin Tryptamine Alkaloids. Org Lett 2010 Mar 5;12(5):968-71
alasmontamine A  0   *Secologanin Tryptamine Alkaloids. Org Lett. 2009 Dec 17;11(24):5718-21
melohenine B  0   *Secologanin Tryptamine Alkaloids. Org Lett. 2009 Nov 5;11(21):4834-7
melohenine A  0   *Secologanin Tryptamine Alkaloids. Org Lett. 2009 Nov 5;11(21):4834-7
methyl 2-(3-ethyl-7a,12a-(epoxyethanoxy)-9-fluoro-1,2,3,4,6,7,12,12b-octahydro-8-methoxyindolo(2,3-a)quinolizin-2-yl)-3-methoxyacrylate  0   *Secologanin Tryptamine Alkaloids Receptors, Opioid, mu/agonists Receptors, Opioid, kappa/agonists. Neuropharmacology 2008 Aug;55(2):154-65
preakuammicine  0   *Secologanin Tryptamine Alkaloids. Org Lett 2006 Apr 13;8(8):1733-5
arboflorine  0   *Secologanin Tryptamine Alkaloids. Org Lett 2006 Apr 13;8(8):1733-5
cadambine acid  0   *Secologanin Tryptamine Alkaloids. Magn Reson Chem 2005 May;43(5):427-9
7-hydroxymitragynine  0   *Secologanin Tryptamine Alkaloids Narcotics. Life Sci 2004 Mar 12;74(17);2143-55
mitragynine pseudoindoxyl  0   *Secologanin Tryptamine Alkaloids Mitragyna Receptors, Opioid/agonists. Gen Pharmacol 1999 Jul;33(1):73-81
17-hydroxy-20-yohimban-16-(N-4-amino-3-iodophenethyl)carboxamide  102606-26-8   Secologanin Tryptamine Alkaloids Iodine Radioisotopes. Mol Pharmacol 1986;29(3):219
3-dihydrocadambine  54483-84-0 D-Homooxa-yohimban-16-carboxylic acid, 16,17-didehydro-19-(beta-D-glucopyranosyloxy)-21-hydroxy-, methyl ester, (19-alpha,20-alpha,21-beta)  *Secologanin Tryptamine Alkaloids. Planta Med 1985;(5):424
5,6-dihydroflavopereirine  3389-27-3 12H-Indolo(2,3-a)quinolizin-5-ium, 6,7-dihydro-, chloride  *Quinolizines *Secologanin Tryptamine Alkaloids. Biochimie 1984;66(1):31
aricine  482-91-7 16,17-didehydro-10-methoxy-19 alpha-methyloxayohimban-16-carboxylic acid  *Secologanin Tryptamine Alkaloids. Yakugaku Sasshi 98(7):850;1978
serpentine (alkaloid)  18786-24-8 (19 alpha)-3,4,5,6,16,17-hexadehydro-16-(methoxycarbonyl)-19-methyloxayohimbanium  *Secologanin Tryptamine Alkaloids. Exp Cell Biol 1982;50(2):79; J Chromatogr 100(1):231;1974
sempervirine  549-92-8 2,3,4,13- tetrahydro-1H-benz(g)indolo(2,3-a)quinolizin-6-ium, hydroxide, inner salt  *Secologanin Tryptamine Alkaloids.
N-methyl-N'-yohimbohydrazide  49707-02-0   *Secologanin Tryptamine Alkaloids. Arzneim Forsch 23(8):1014;1973
ajmalicine  483-04-5   *Secologanin Tryptamine Alkaloids.
Pharma Action Vasodilator Agents 		Acta Neurol 34(1):45;1979; Adv Exp Med Biol 75:392;1976; Ann Pharm Fr 1979;37(5-6):217; Arzneim Forsch 25(6):870;1975; Arzneim Forsch 27(12):2343;1977; Boll Chim Farm 117(1):27;1978; J Am Chem Soc 97(23):6907;1975; J Pharm Sci 61(8):1202;1972; Med Klin 71(38):1564;1976; Minerva Cardioangiol 24(2):161;1976; Nouv Presse Med 1980;9(1):45; Verh Dtsch Ges Inn Med 83:1750;1977
metoserpate  1178-28-5   *Secologanin Tryptamine Alkaloids. Anim Behav 21(1):116;1973; Avian Dis 21(4):720;1977; Poult Sci 55(2):531;1976
mitragynine  4098-40-2 16,17-didehydro-9,17-dimethoxy-17,18-seco-20-alpha-yohimban-16-carboxylic acid methyl ester  *Secologanin Tryptamine Alkaloids Receptors, Opioid, mu Receptors, Opioid, delta Rubiaceae. Arch Int Pharmacodyn 198(1):145;1972

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