Showing papers on "Indole alkaloid published in 1985"

Yuehchukene: a novel indole alkaloid with anti-implantation activity

Abstract: Yuehchukene, a novel dimeric indole alkaloid with potent anti-implantation activity has been isolated from the roots of Murraya paniculata and identified as a racemic mixture of 6β-(3′-indolyl)-7α,7β,9-trimethyl-6aβ7,8,10aβ-tetrahydroindeno[2,1-b]indole (1) and its enantiomer

Yuehchukene, a Novel Anti-implantation Indole Alkaloid from Murraya paniculata.

Abstract: Yuehchukene, 11beta-(3'-indolyl-7,9alpha,9beta-trimethyl-5beta,8,9,10beta-tetrahydroindano-[2,3- B]indole, a novel dimeric indole alkaloid from the roots of MURRAY A PANICULATA has potent anti-implantation activity in rats at 3 mg/kg P. O. dosing on pregnancy day 2.

Biological properties of alkaloids. Influence of quinolizidine alkaloids and gramine on the germination and development of powdery mildew, Erysiphe graminis f.sp. hordei

Abstract: The quinolizidine alkaloids sparteine, lupanine and 13-tigloyl-oxylupanine and the indole alkaloid gramine inhibited the germination of conidia ofErysiphe graminis f.sp.hordei Marchal and also the further development to appressoria. Half-maximal inhibitory concentrations of these alkaloids were 1–5 mmol/l. This result provides further evidence for a role of alkaloids as chemical defense compounds in plants.

Biosynthesis and Accumulation of Indole Alkaloids in Cell Suspension Cultures of Catharanthus roseus Cultivars

Abstract: Plant cell cultures of the Madagascar periwinkle [Catharanthus roseus (L.) G. Don] have received particular attention because of physiologically potent indole alkaloids they are expected to produce. The production of alkaloids in cell cultures can be regarded as a differentiation process governed both by environmental conditions and by the genotype of the material in question. While conditions which might induce cell cultures to synthesize and accumulate alkaloids have been fairly well studied, the selection of a promising genotype has not and requires continued investigation. Accordingly, the present study is focused on variations of indole alkaloid accumulation in C. roseus cultivars.

Pseudovobparicine, A New Dimeric Indole Alkaloid from Tabernaemontana divaricata1

Abstract: A new dimeric indole alkaloid which was named pseudovobparicine 1, was isolated from the rootbark of TABERNAEMONTANA DIVARICATA (Apocynaceae). Its structure was elucidated by means of UV, CD, 1 H-NMR and mass-spectrometry. Biogenetically it is thought to be derived from the alkaloids apparicine and vobasinol.

Monogagaine, a Novel Dimeric Indole Alkaloid from Tabernaemontana chippii and Tabernaemontana dichotoma [1]

Abstract: Abstract From the rootbark of Tabernaemontana chippii and the stembark of T. dichotoma a novel dimeric indole alkaloid was isolated which was named monogagaine. It was assigned structure 1 on the basis of spectral data. It showed antimicrobial activity against Bacillus subtilis.

Production of Alkaloids by Ergot (Claviceps fusiformis Lov.) on Pennisetum typhoides (Burm.) Stapf and Hubb. in Vitro

Abstract: Ergot disease of pearl millet [Pennisetum typhoides (Burm.) Stapf and Hubb.] caused by Claviceps fusiformis Lov. results in the formation of sclerotia in place of normal grains. Most Claviceps sp. and strains, whether living as parasites or grown in axenic culture show growth phase, transition period, and finally alkaloid producing phase (idio-phase). Sclerotia are reported to contain clavine group of alkaloids. Like other indole alkaloids, ergot alkaloids are derived in part from tryptophan and methyl group of methionine. The ergot poisoning which may result from consumption of ergotted grains, is characterized by symptoms such as nausea, vomiting, diarrhoea, giddiness, and even death of human beings and livestock. Several investigations have been undertaken on the estimation and identification of alkaloids produced by Claviceps fusiformis in vivo and in axenic cultures [1–5].

Cinchona ledgeriana tissue cultures and the production of alkaloids and anthraquinones therein

Abstract: Using the methods reported by De Fossard et al. (11) the influence of various media constituents on the growth and the alkaloid and anthraquinone production in Cinchona ledgeriana callus cultures was studied. Growth and indole alkaloid production (e.g. cinchonamine) was improved by higher auxin levels. The best growth was observed in the light, although many media resulted in no growth at all in the light. Anthraquinone production was highest at lower auxin levels. Quinoline alkaloid levels (e.g. quinidine) were highest in media with low auxin concentrations. Low and medium cytokinin con- centration benefited the quinoline alkaloid production. From the results it was concluded that the pathways leading to the various secondary products, anthraquinones, indole alkaloids and quinoline alkaloids are, at least partly, regulated independently.

Biomimetic and Total Synthesis of Monoterpenoid Isoquinoline Alkaloids

Abstract: Among the large number of alkaloids containing an isoquinoline nucleus is a small but important group derived from dopamine and a C-9 unit of general type (1). A typical member of the ipecac alkaloids is emetine (3) considered to be formed by condensation of a second dopamine molecule with protoemetine (2). Some years ago this C-9 unit was shown to be monoterpenoid in origin as in the analogous indole alkaloids, the biosynthetic sequence essentially corresponding to that outlined in Fig. 1 (Battersby and Parry 1971, Nagakura et al. 1978). The ultimate non-nitrogenous precursor is the iridoid glucoside secologanin (4). When we discovered a major source of this material in Lonicera spp., we began a programme of partial syntheses of alkaloids using secologanin as starting material, ipecac and related bases being early targets. In general our approach has been “biomimetic”, following wherever possible a likely biosynthetic pathway in an attempt to control the plethora of functional groups and chiral centres. Nevertheless, we have also been able to explore alternative routes and use various chemical strategies to achieve syntheses of both known and potential natural products which are discussed in the first part of this chapter. In the second part we will report on the application of chemical lessons learnt from the above transformations to total syntheses of isoquinoline alkaloids via synthetic analogues of secologanin.

Chapter 3 Aristotelia Alkaloids

Abstract: Publisher Summary This chapter provides an overview of Aristotelia alkaloids including characterization and structural determination, synthesis, biogenesis, pharmacology and applications in folk medicine. The alkaloids isolated from Aristotelia are all indolic, but otherwise have no structural relationship with the only indole alkaloid from Elaeocarpus spp. Like the great majority of known indole alkaloids, they appear to be constructed from tryptamine and a terpenoid unit, but they differ in as much as the latter has not undergone a preliminary rearrangement to an iridoid before incorporation into the alkaloid structure. Peduncularine is the first alkaloid to be isolated from Aristotelia spp., and it differs from others reported subsequently in being very sparingly soluble in cold chloroform. The Aristotelia alkaloids appear to constitute a unique series of indole bases, in which an unchanged terpenoid unit is incorporated into the molecule without preliminary conversion to an iridoid, although, various rearrangements may take place subsequently.