Journal ArticleDOI
Preparation and conformational study of Z- and E-Isositsirikine epimers and model compounds. Determination of their C-16 configurations
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TLDR
In this paper, a synthesis for isositsirikine isomers 1-6 and (16S*)-and (16R*)-17-deoxy-E -isositirikines 9 and 10 was reported.About:
This article is published in Tetrahedron.The article was published on 1994-01-01. It has received 27 citations till now.read more
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Alkaloids from Kopsia griffithii
Toh-Seok Kam,Kooi-Mow Sim +1 more
TL;DR: In this paper, 19 alkaloids were isolated from the leaf extract of Kopsia griffithii, of which two were new, viz., 12-methoxypleiocarpine and the tetrahydro-β-carboline derivative, harmicine.
Journal ArticleDOI
Recent progress in the chemistry of the monoterpenoid indole alkaloids
Journal ArticleDOI
A three enzyme system to generate the Strychnos alkaloid scaffold from a central biosynthetic intermediate
Evangelos C. Tatsis,Inês Carqueijeiro,Thomas Dugé de Bernonville,Jakob Franke,Thu-Thuy T. Dang,Audrey Oudin,Arnaud Lanoue,Florent Lafontaine,Anna Stavrinides,Marc Clastre,Vincent Courdavault,Sarah E. O'Connor +11 more
TL;DR: It is shown that the concerted action of two enzymes commonly involved in natural product metabolism—an alcohol dehydrogenase and a cytochrome P450—produces unexpected rearrangements in strictosidine when assayed simultaneously.
Journal ArticleDOI
Alkaloids from Alstonia angustifolia.
Toh-Seok Kam,Yeun-Mun Choo +1 more
TL;DR: Six new alkaloids, viz., alstolactone, affinisine oxindole, lagumicine, N(4)-demethylalstonerine, and 10-methoxycathafoline N( 4)-oxide, were obtained from the leaf extract of Alstonia angustifolia var.
Journal ArticleDOI
Total Syntheses of Naucleamides A-C and E, Geissoschizine, Geissoschizol, (E)-Isositsirikine, and 16-epi-(E)-Isositsirikine.
TL;DR: A divergent approach for the enantioselective total synthesis of eight monoterpenoid indole alkaloids was developed, which allows the first total syntheses of naucleamides A-C and E in only 6-8 steps and also enables the efficient synthesis of geissoschizine.
References
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Journal ArticleDOI
A uniform numbering system for indole alkaloids.
TL;DR: Nous proposons un mode uniforme de numérotation pour le squelette des alcaloïdes indoliques complexes complexes d'être coupés en éléments identiques.
Journal ArticleDOI
Alkaloids from Rhazya stricta
Atta-ur-Rahman,Khurshid Zaman,Shahnaz Perveen,Habib-ur-Rehman,Anium Muzaffar,M. Iqbal Choudhary,Azra Pervin +6 more
TL;DR: Chemical investigations of roots and leaves of Rhazya stricta have resulted in the isolation of the new indole alkaloids, 16 R -19,20- E -isositsirikine acetate, leepacine and dihydroeburnamenine, along with six known alkal steroids.
Journal ArticleDOI
Synthetic studies in the alkaloid field—IV1: The sodium dithionite reduction of 1-[2-(3-indolyl)-ethyl]-3-methoxycarbonyl pyridinium bromides
TL;DR: In this paper, the preparation of racemic indolo[2,3-a]quinolizine derivatives by sodium dithionite reduction of appropriate pyridinium bromides has been studied, a method has been found of influencing with high degree of stereoselectivity the C(12b)-C(2) stereochemical relationship in the products formed.
Journal ArticleDOI
Stereoregulation of the C(12b)H-C(2)H relationship in the preparation of 2-substituted 1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-]quinolizines
Mauri Lounasmaa,Reija Jokela +1 more
TL;DR: In this paper, the authors showed that the contribution of different conformations to the conformational equilibrium of 2,3-dehydro analoques was estimated by 13C NMR spectral analysis.
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Alkaloids from Tabernaemontana psorocarpa.
TL;DR: The isolation of the alkaloids from two different samples of stem bark of Tabernaemontana psorocarpa contained 16-epi-isositsirikine as the major alkaloid but differed from each other in the number and quantity of the other alkal steroids.
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The structural elucidation of sitsirikine, dihydrositsirikine and isositsirikine. Three new alkaloids from Vinca rosea Linn.
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