Indole alkaloids from "hairy roots" of Rauwolfia serpentina

1993 ◽  
Vol 71 (12) ◽  
pp. 2201-2203 ◽  
Author(s):  
Heike Falkenhagen ◽  
Joachim Stöckigt ◽  
INNA N. Kuzovkina ◽  
Irina E. Alterman ◽  
Heinz Kolshorn

Three minor indole alkaloids have been isolated from "hairy roots" of Rauwolfia serpentina Benth.: 3-epi-α-yohimbine (1), 18β-hydroxy-3-epi-α-yohimbine (2), and 12-hydroxyajmaline (3). The latter compound (3) is a novel alkaloid. The alkaloid structures have been determined by spectroscopic data.

2015 ◽  
Vol 26 (5) ◽  
pp. 331-338 ◽  
Author(s):  
Amir Akhgari ◽  
Into Laakso ◽  
Tuulikki Seppänen-Laakso ◽  
Teijo Yrjönen ◽  
Heikki Vuorela ◽  
...  

Author(s):  
O. A. Bieda ◽  
I. I. Konvaliuk ◽  
L. P. Mozhylevska ◽  
S. S. Lukashov ◽  
V. A. Kunakh ◽  
...  

Cardiovascular diseases are the most common human diseases, hence, the production of cardiological (in particular, anti-arrhythmic) medications from the natural sources is an ever-actual task. Rauwolfia serpentina Benth. is a tropical fruticose plant that is able to produce and concentrate indole alkaloids, especially ajmaline and its derivatives, which are the most effective medications against ventricular arrhythmia with low side effects. Aim of the study. Determination of the qualitative and quantitative content of indole alkaloids in cell biomass of Rauwolfia serpentina tissue culture, obtained by the prolonged in vitro growth. Materials and methods. Object: cell biomass of Rauwolfia serpentina tissue culture (K-27 strain), obtained by methods of long-term cell selection in vitro. Alkaloids content determination: TSQ Vantage LC-MS (ThermoFischer Scientific). Results. 20 indole alkaloids are found in cell biomass of Rauwolfia serpentina tissue culture (K-27 strain). The highest content is registered for ajmaline and its derivatives (0.690 % mass. for ajmaline). The contents of reserpine and yohimbine were found to be as low as 0.009 % and 0.020 %, respectively. Conclusions. It is established that the content of indole alkaloids is higher in K-27 strain in comparison to natural plant and is stable over more than 30 years of its growth. Total alkaloids content was found to be 2.8 % of dry cell biomass, and total ajmaline-type alkaloids content (including ajmaline) was found to be 1.6 % of dry cell biomass. In contrast, the total alkaloid contents in the natural plant material is reported to be in the range of 0.8–1.3 %.


Planta Medica ◽  
2019 ◽  
Vol 86 (01) ◽  
pp. 19-25 ◽  
Author(s):  
Luke P. Robertson ◽  
Leonardo Lucantoni ◽  
Vicky M. Avery ◽  
Anthony R. Carroll

AbstractThree new (1–3) and 2 known (4–5) bis-indole alkaloids were identified from the bark of Flindersia pimenteliana (Rutaceae). The structures of 1–3 were elucidated on the basis of their (+)-HRESESIMS and 2D NMR spectroscopic data. Antiplasmodial activity for 1–3 against chloroquine sensitive (3D7) and chloroquine-resistant (Dd2) Plasmodium falciparum is also reported, with IC50 values ranging from 0.96 to 2.41 µg/mL. These results expand our knowledge of the structure-activity relationships of potently antiplasmodial isoborreverine-type alkaloids, the bioactivity of which have recently attracted significant attention in the literature.


2015 ◽  
Vol 10 (12) ◽  
pp. 1934578X1501001
Author(s):  
Bei Wang ◽  
Lu Liu ◽  
Ying-Ying Chen ◽  
Qiong Li ◽  
Dan Li ◽  
...  

A new monoterpenoid indole alkaloid, 15,20-dehydro-3α-(2-oxopropyl) coronaridine (1), along with sixteen analogues (2–17) were isolated from the leaves of Catharanthus roseus cultivated in Yunnan. The new alkaloid was elucidated on the basis of extensive spectroscopic analysis, and the known alkaloids were identified by comparison with the reported spectroscopic data. Among them, alkaloid 16 was isolated from Catharanthus for the first time.


1990 ◽  
Vol 31 (46) ◽  
pp. 6693-6696 ◽  
Author(s):  
Leo Polz ◽  
Joachim Stöckigt ◽  
Hiromitsu Takayama ◽  
Naoki Uchida ◽  
Norio Aimi ◽  
...  

2021 ◽  
Vol 18 (3) ◽  
pp. 38-50
Author(s):  
V. M. Arkhypova ◽  
О. О. Soldatkin ◽  
L. P. Moghylevska ◽  
І. І. Konvalyuk ◽  
V. А. Kunakh ◽  
...  

A laboratory prototype of an enzyme biosensor based on pH‑sensitive field-effect transistors has been developed to determine the total content of indole alkaloids in Rauwolfia serpentina Benth. Ex Kurz tissue culture. The biosensor was characterized by high sensitivity to th A laboratory prototype of an enzyme biosensor based on pH‑sensitive field effect transistors has been developed to determine the total content of indole alkaloids in Rauwolfia serpentina Benth. Ex Kurz tissue culture. The biosensor was characterized by high sensitivity to the total content of indole alkaloids (minimum limit of determination – 0.5 μg/ml of the total content of indole alkaloids contained in the juice obtained from tissue culture of Rauwolfia serpentina). The linear range of biosensor determination of the analyte was from 2 to 15 μg / ml of the total content of indole alkaloids. Analysis of indole alkaloids using a biosensor is simple and fast and does not require expensive equipment and special sample preparation for analysis, unlike traditional methods. The created biosensor can be further used to control the total content of indole alkaloids in modern biotechnological and pharmaceutical processes for the production of drugs and biologically active additives. e total content of indole alkaloids (minimum limit of determination – 0.5 μg/ml of the total content of indole alkaloids contained in the juice obtained from tissue culture of Rauwolfia serpentina). The linear range of biosensor determination of the analyte was from 2 to 15 μg / ml of the total content of indole alkaloids. Analysis of indole alkaloids using a biosensor is simple and fast and does not require expensive equipment and special sample preparation for analysis, unlike traditional methods. The created biosensor can be further used to control the total content of indole alkaloids in modern biotechnological and pharmaceutical processes for the production of drugs and biologically active additives.  


2019 ◽  
Vol 9 (6) ◽  
pp. 425-429 ◽  
Author(s):  
Xiang-Mei Li ◽  
Xian-Jun Jiang ◽  
Guo-Zhu Wei ◽  
Li-Hua Ren ◽  
Li-Xia Wang ◽  
...  

Abstract Two hitherto unknown iboga-type indole alkaloids, namely (3R)-7,19-di-epi-3-methoxytabernoxidine (1) and (3R,19R)-19-hydroxy-3-(2-oxopropyl)voacangine (2), together with eight known alkaloids (3–10), were isolated from the twigs and leaves of Tabernaemontana divaricata. Their structures were established on the basis of spectroscopic data interpretation, single crystal X-ray diffraction analysis and circular dichroism spectrum. Graphic Abstract


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