Showing papers on "Indole alkaloid published in 1993"
TL;DR: A new alkaloid was determined to be a diazaspiroleuconolam and named leuconoxine and other constituents identified were 3β-hydroxy-5α,6α-epoxy-β-ionone, epigallocatechin, loganic acid, 2-methyl-3-buten-2-ol rutinoside and four flavonol glycosides.
57 citations
Journal Article•
TL;DR: In order to identify molecular markers of the inhibiting action of auxin and those of the promotive action of cytokinin on indole alkaloid accumulation in a 2,4-D-dependent Catharanthus roseus cell line, protein changes were analyzed by two-dimensional polyacrylamide gel electrophoresis.
32 citations
30 citations
TL;DR: Two cell lines of Tabernaemontana divaricata derived from the same suspension culture accumulate different amounts of the terpenoid indole alkaloids O-acetylvallesamine and voaphylline and the difference was shown to be due to the inability of the cell culture to biosynthesize both alkaloid.
Abstract: Two cell lines of Tabernaemontana divaricata derived from the same suspension culture accumulate different amounts of the terpenoid indole alkaloids O-acetylvallesamine and voaphylline. [15N]O-acetylvallesamine and [15N]voaphylline were added to the suspension cultures to investigate whether the lack of accumulating capacity of one of the cell lines was due to a low biosynthetic ability or to high turnover rates. The difference was shown to be due to the inability of the cell culture to biosynthesize both alkaloids. Both cell lines were able to metabolize O-acetylvallesamine. This metabolisation occurred mainly during the stationary phase. The alkaloids added were chemically unstable under culture conditions. Under normal batch cell culture conditions chemical breakdown is thought to play a minor role in the total amount of compound transformed.
17 citations
TL;DR: The effects of cytokinins on the different branches of the indole alkaloid pathway were investigated in Catharanthus roseus cell cultures and addition of zeatin to a 2,4-dichlorophenoxyacetic acid-containing medium decreased tryptamine levels and increased the bioconversion of secologanin toAjmalicine.
Abstract: The effects of cytokinins on the different branches of the indole alkaloid pathway were investigated in Catharanthus roseus cell cultures. Addition of zeatin to a 2,4-dichlorophenoxyacetic acid-containing medium decreased tryptamine levels and increased the bioconversion of secologanin to ajmalicine. Zeatin also enhanced the geraniol-10 hydroxylase activities and modified the indole alkaloid pattern. The results are discussed in the light of previous works showing that cytokinins have a positive effect on indole alkaloid accumulation in some lines of C. roseus.
17 citations
TL;DR: In this paper, the aerial parts of Ophiorrhiza cf. ferruginea (Rubiaceae) have been extracted and the tertiary indole alkaloids dihydrocycloakagerine (1), 3,14-dihydrodecussine (mostuenine) (3) and tetrahydroakagerine(4), and the quaternary indole acid isomalindine (5) are confirmed by the X-ray method.
Abstract: Extraction of the aerial parts of Ophiorrhiza cf. ferruginea ( Rubiaceae ) has yielded the tertiary indole alkaloids dihydrocycloakagerine (1), 3,14-dihydrodecussine (mostuenine) (3) and tetrahydroakagerine (4), and the quaternary indole alkaloid isomalindine (5). The structures of dihydrocycloakagerine (1) and isomalindine (5) are confirmed by the X-ray method.
13 citations
7 citations
TL;DR: In this article, the effect of arsenical compounds on indole alkaloid production by cell suspension cultures of C. roseus was investigated by using thermospray liquid chromatography-mass spectrometry (LC MS).
Abstract: The effect of arsenic compounds on indole alkaloid production by cell suspension cultures of Catharanthus roseus was investigated. The analysis of indole alkaloids was achieved by using thermospray liquid chromatography-mass spectrometry (LC MS) which facilitated the rapid screening of alkaloid composition in cultures treated with different arsenicals at different times in their growth cycle.
Treatment with dimethylarsinate (DMA), a non-selective herbicide, has a drastic inhibitory effect on alkaloid production although it is the least toxic arsenical to growth. Tryptamine, an early precursor in the biosynthesis of indole alkaloids, accumulates in cells treated with DMA, indicating that the initial step of condensation of tryptamine with secologanin is inhibited. Treatment with DMA during the early stationary phase of culture growth enhances the accumulation of some alkaloids, although some, such as catharanthine, are suppressed.
The arsenicals arsenate and methylarsonate (MMA) have an inhibitory effect on alkaloid production when applied during the early growth stages. In contrast to MMA and DMA, arsenate has a stimulatory effect on catharanthine production when introduced to the culture during its early stationary phase.
Thus the changes in the pattern of alkaloid accumulation on addition of arsenicals are dependent on the arsenic species and its concentration, as well as the time of application. This variable response indicates that each arsenical has a distinct mode of action on the secondary metabolic pathways of C. roseus.
3 citations
01 Jan 1993
TL;DR: Secondary metabolite production by plant cell cultures has been the subject of many investigations andifferentiated cell lines producing high yields of ajmalicine, or serpentine, that can be easily converted into aj malicine by reduction, have been obtained by selection.
Abstract: Secondary metabolite production by plant cell cultures has been the subject of many investigations. Indole alkaloids such as ajmalicine, an antihypertensive drug, or vinblastine and vincristin, two antitumor compounds produced by Catharanthus roseus, are very important in the pharmaceutical industry. Cell cultures from the same plant species have been propagated in several laboratories since they are expected to produce physiologically potent indole alkaloids (Carew 1975). Undifferentiated cell lines producing high yields of ajmalicine, or serpentine, that can be easily converted into ajmalicine by reduction, have been obtained by selection (Zenk et al. 1977).
3 citations
TL;DR: In this paper, the aerial parts of Ophiorrhiza cf. ferruginea (Rubiaceae) have been extracted and the tertiary indole alkaloids dihydrocycloakagerine (1), 3,14-dihydrodecussine (mostuenine) (3) and tetrahydroakagerine(4), and the quaternary indole acid isomalindine (5) are confirmed by the X-ray method.
Abstract: Extraction of the aerial parts of Ophiorrhiza cf. ferruginea ( Rubiaceae ) has yielded the tertiary indole alkaloids dihydrocycloakagerine (1), 3,14-dihydrodecussine (mostuenine) (3) and tetrahydroakagerine (4), and the quaternary indole alkaloid isomalindine (5). The structures of dihydrocycloakagerine (1) and isomalindine (5) are confirmed by the X-ray method.
2 citations