Echitoserpidine: A new alkaloid of the fruits of Alstonia venenata
TL;DR: The structure of echitoserpidine, a new alkaloid of the fruits of Alstonia venenata, has been established on the basis of spectral and chemical evidence as discussed by the authors.
Abstract: The structure of echitoserpidine, a new alkaloid of the fruits of Alstonia venenata has been established as ( 1 ) on the basis of spectral and chemical evidence.
Citations
More filters
TL;DR: In this paper, a review of Indole Alkaloids from six genera belonging to the family Apocynaceae is presented, and the genera (Alstonia, Rauvolfia, Kopsia, Ervatamia, and Tabernaemontana, and Rhazya) consist of 400 members and represent 20% of the species.
Abstract: By the end of the twentieth century, the interest in natural compounds as probable sources of drugs has declined and was replaced by other strategies such as molecular target-based drug discovery. However, in the recent times, natural compounds regained their position as extremely important source drug leads. Indole-containing compounds are under clinical use which includes vinblastine and vincristine (anticancer), atevirdine (anti-HIV), yohimbine (erectile dysfunction), reserpine (antihypertension), ajmalicine (vascular disorders), ajmaline (anti-arrhythmic), vincamine (vasodilator), etc. Monoterpene Indole Alkaloids (MIAs) deserve the curiosity and attention of researchers due to their chemical diversity and biological activities. These compounds were considered as an impending source of drug-lead. In this review 444 compounds, were identified from six genera belonging to the family Apocynaceae, will be discussed. These genera (Alstonia, Rauvolfia, Kopsia, Ervatamia, and Tabernaemontana, and Rhazya) consist of 400 members and represent 20% of Apocynaceae species. Only 30 (7.5%) species were investigated, whereas the rest are promising to be investigated. Eleven bioactivities, including antibacterial, antifungal, anti-inflammatory and immunosuppressant activities, were reported. Whereas cytotoxic effect represents 47% of the reported activities. Convincingly, the genera selected in this review are a wealthy source for future anticancer drug lead.
30 citations
TL;DR: In this paper, three monoterpenoid indole alkaloids, (14 alpha,15 alpha)-14,15-epoxyaspidofractinine (1) and maireines A and 13 (2 and 3, resp.), together with 19 known alkaloid, were isolated from the leaves and twigs of Alstonia mairei.
Abstract: Three new monoterpenoid indole alkaloids, (14 alpha,15 alpha)-14,15-epoxyaspidofractinine (1) and maireines A and 13 (2 and 3, resp.), together with 19 known alkaloids, were isolated from the leaves and twigs of Alstonia mairei. The structures of the new compounds were elucidated by 1D- and 2D-NMR spectroscopic methods in combination with MS experiments.
16 citations
TL;DR: In this paper, a plausible mechanism of the LAH reduction of the δ-lactones 8b and 8c to the corresponding diols 9b and 9c has been discussed.
Abstract: Structures and absolute stereochemistry of (-)-echitoveniline, (-)-11-methoxyechitoveniline and (-)-11-methoxyechitovenedine, three new indole alkaloids of the vincadifformine type, isolated from the fruits and leaves of Alstonia venenata R.Br., have been established as 3b , 3c and 3d , respectively, on the basis of spectral and chemical evidence. A plausible mechanism of the LAH reduction of the δ-lactones 8b and 8c to the corresponding diols 9b and 9c has been discussed.
11 citations
TL;DR: In this article, a new indole alkaloid of the leaves of Alstonia venenata R.Br., has been shown to possess the structure and absolute stereochemistry represented by 5b on the basis of spectral and chemical evidence.
Abstract: 19-Epi-(+)-echitoveniline, a new indole alkaloid of the leaves ofAlstonia venenata R.Br., has been shown to possess the structure and absolute stereochemistry represented by 5b on the basis of spectral and chemical evidence. A mechanistic rationale for the dependence of the mode of LAH reduction of the δ-lactone 11 on its configuration at C-19 has been offered. The influence of the C-19 configuration on the chemical shift values of the C-16 carbomethoxy protons in the 19-aroyloxy-(+)-and (−)-vincadifformine alkaloids has been discussed.
7 citations
References
More filters
31 citations
TL;DR: Venen atine and isovenenatine, two new indole alkaloids from Alstonia venenata R.Br.
Abstract: Venenatine and isovenenatine, two new indole alkaloids from Alstonia venenata R.Br., have been shown to have structures I and V respectively.
20 citations
TL;DR: In this article, die absolute Konfiguration ist durch ORD-CD, Vergleiche mitl-(−)-actinidin ableitbar, and RW-47 und Venoterpin sind identisch.
Abstract: RW-47 und Venoterpin sind identisch. Die absolute Konfiguration ist durch ORD-CD, Vergleiche mitl-(−)-actinidin ableitbar.
11 citations