Villalstonine

Last updated
Villalstonine
Villalstonine.svg
Identifiers
3D model (JSmol)
PubChem CID
  • C/C=C/1\CN2CCC34CC5C6CC7C8=C(CC(C6COC5(OC39C2CC1C(N9C1=CC=CC=C41)C(=O)OC)C)N7C)C1=CC=CC=C1N8C
Properties
C41H48N4O4
Molar mass 660.859 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Villalstonine is a bisindole alkaloid isolated from Alstonia with in vitro antiplasmodial activity. [1]

Related Research Articles

<i>Alstonia</i> Genus of flowering plants

Alstonia is a widespread genus of evergreen trees and shrubs, of the family Apocynaceae. It was named by Robert Brown in 1811, after Charles Alston (1685–1760), professor of botany at Edinburgh from 1716 to 1760.

<i>Alstonia scholaris</i> Species of tree

Alstonia scholaris, commonly called blackboard tree, scholar tree, milkwood or devil's tree in English, is an evergreen tropical tree in the Dogbane Family (Apocynaceae). It is native to southern China, tropical Asia and Australasia, where it is a common ornamental plant. It is a toxic plant, but is used traditionally for myriad diseases and complaints.

<span class="mw-page-title-main">Pukateine</span> Chemical compound

Pukateine is an alkaloid found in the bark of the New Zealand tree Laurelia novae-zelandiae ("Pukatea"), as well as some South American plants. An extract from pukatea is used in traditional Māori herbal medicine as an analgesic.

<i>Alstonia constricta</i> Species of tree

Alstonia constricta, commonly known as quinine bush or bitterbark, is an endemic Australian endemic shrub or small tree of the family Apocynaceae.

<span class="mw-page-title-main">Conessine</span> Chemical compound

Conessine is a steroidal alkaloid found in a number of plant species from the family Apocynaceae, including Holarrhena floribunda, Holarrhena antidysenterica and Funtumia elastica. It acts as a histamine antagonist, selective for the H3 subtype (with an affinity of pKi = 8.27; Ki = ~5 nM). It was also found to have long CNS clearance times, high blood–brain barrier penetration and high affinity for the adrenergic receptors.

<span class="mw-page-title-main">Coronaridine</span> Chemical compound

Coronaridine, also known as 18-carbomethoxyibogamine, is an alkaloid found in Tabernanthe iboga and related species, including Tabernaemontana divaricata for which it was named.

<i>Ziziphus oenopolia</i> Species of flowering plant

Ziziphus oenopolia, commonly known as the jackal jujube, small-fruited jujube or wild jujube, is a flowering plant with a broad distribution through tropical and subtropical Asia and Australasia. In India, it is mostly found in the deciduous forests of the southern part of the country.

<span class="mw-page-title-main">Furoquinoline alkaloid</span> Group of chemical compounds

Furoquinoline alkaloids are a group of alkaloids with simple structure. Distribution of this group of alkaloids is essentially limited to plant family Rutaceae. The simplest member of this group is dictamnine and most widespread member is skimmianine.

<span class="mw-page-title-main">Strictamine</span> Chemical compound

Strictamine is an alkaloid isolated from Alstonia scholaris.

<span class="mw-page-title-main">Alschomine</span> Chemical compound

Alschomine is an indole alkaloid first identified in the leaves of Alstonia scholaris in 1989.

<span class="mw-page-title-main">Scholarine</span> Chemical compound

Scholarine is an alkaloid isolated initially from Alstonia scholaris by Banerji and Siddhanta. Subsequently, it was obtained from the West African tree Alstonia boonei. The derivative N-Formylscholarine has been isolated from the fruit pods of Alstonia scholaris.

<span class="mw-page-title-main">Macrocarpamine</span> Chemical compound

Macrocarpamine is an Alstonia alkaloid with antiplasmodial activity.

<span class="mw-page-title-main">Vinorine</span> Chemical compound

Vinorine is an indole alkaloid isolated from Alstonia.

<span class="mw-page-title-main">Geissolosimine</span> Chemical compound

Geissolosimine is an antiplasmodial indole alkaloid isolated from the bark of Geissospermum vellosii.

<span class="mw-page-title-main">Cepharanoline</span> Chemical compound

Cepharanoline is an isolate of Stephania that has antiplasmodial activity with an IC50 of 0.2 µM.

<span class="mw-page-title-main">Alstonine</span> Chemical compound

Alstonine is an indoloquinolizidine alkaloid and putative antipsychotic constituent of various plant species including Alstonia boonei, Catharanthus roseus, Picralima nitida, Rauwolfia caffra and Rauwolfia vomitoria. In preclinical studies alstonine attenuates MK-801-induced hyperlocomotion, working memory deficit and social withdrawal. It also possesses anxiolytic-like effects in preclinical studies, attenuates amphetamine-induced lethality and stereotypy as well as apomorphine-induced stereotypy, and attenuates haloperidol-induced catalepsy. These effects appear to be mediated by stimulation of the 5-HT2C receptor. In addition, alstonine, similarly to clozapine, indirectly inhibits the reuptake of glutamate in hippocampal slices. Unlike clozapine however, the effect of which is abolished by the D2 receptor agonist apomorphine, alstonine requires 5-HT2A and 5-HT2C receptors to produce this effect, as it is abolished by antagonists of these receptors. Also unlike clozapine, alstonine lacks pro-convulsant activity in mice.

<span class="mw-page-title-main">Apparicine</span> Chemical compound

Apparicine is a monoterpenoid indole alkaloid. It is named after Apparicio Duarte, a Brazilian botanist who studied the Aspidosperma species from which apparicine was first isolated. It was the first member of the vallesamine group of alkaloids to be isolated and have its structure established, which was first published in 1965. It has also been known by the synonyms gomezine, pericalline, and tabernoschizine.

Vitex thyrsiflora is a species of woody vine in the family Lamiaceae. It is native to tropical West and Central Africa. Its hollow stem is used as a home by an aggressive species of ant.

<span class="mw-page-title-main">Tabernaemontanine</span> Chemical compound

Tabernaemontanine is a naturally occurring monoterpene indole alkaloid found in several species in the genus Tabernaemontana including Tabernaemontana divaricata.

<i>Alstonia congensis</i> Species of plant

Alstonia congensis, is a tree within the Apocynaceae family and one of two African species within the Alstonia genus, the other being the Alstonia boonei De Wild. Both have similar morphological characteristics.

References

  1. Keawpradub, N.; Kirby, G. C.; Steele, J. C.; Houghton, P. J. (1999). "Antiplasmodial activity of extracts and alkaloids of three Alstonia species from Thailand". Planta Medica. 65 (8): 690–4. doi:10.1055/s-1999-14043. PMID   10630106. S2CID   21469002.