Alkaloids from the roots of Stemona javanica (Kunth) Engl. (Stemonaceae) and their anti-malarial, acetylcholinesterase inhibitory and cytotoxic activities

Rosdayati Alino Ramli; Pratiwi Pudjiastuti; Tjitjik S. Tjahjandaric; Wilford Lie; Roonglawan Rattanajak; Sumalee Kamchonwongapaisan; Stephen G. Pyne

doi:10.1016/j.phytol.2014.12.009

Alkaloids from the roots of Stemona javanica (Kunth) Engl. (Stemonaceae) and their anti-malarial, acetylcholinesterase inhibitory and cytotoxic activities

Rosdayati Alino Ramli, Pratiwi Pudjiastuti, Tjitjik S. Tjahjandaric, Wilford Lie, Roonglawan Rattanajak, Sumalee Kamchonwongapaisan, Stephen G. Pyne

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

Abstract

Two new protostemonine-type alkaloids, javastemonine A and B (3 and 4) have been isolated from the root extracts of Stemona javanica together with four known Stemona alkaloids, 13-demethoxy-11(S∗),12(R∗)-dihydroprotostemonine (1), isoprotostemonine (2), protostemonine and isomaistemonine. The structures and relative configurations of the new alkaloids were determined by spectroscopic analysis. The alkaloids 1 and 2 and protostemonine showed moderated antiplasmodial activities against the Plasmodium falciparum strains, TM4 (IC₅₀ values of 17.7 ± 3.7, 16.8 ± 5.4, 16.0 ± 4.2 μg/mL, respectively) and K1 (IC₅₀ values of 16.8 ± 3.1, 14.1 ± 3.7, 11.9 ± 3.3 μg/mL, respectively). These compounds showed no significant cytotoxicities against KB or Vero cells or acetylcholinesterase inhibitory activities.

Original language	English
Pages (from-to)	157-162
Number of pages	6
Journal	Phytochemistry Letters
Volume	11
DOIs	https://doi.org/10.1016/j.phytol.2014.12.009
Publication status	Published - Mar 2015

Keywords

Anti-malarial
Cytotoxicity
Human acetylcholinesterase
Javastemonine A and B
Stemona javanica

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10.1016/j.phytol.2014.12.009

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@article{337f444ff60940a0843f82313924b310,

title = "Alkaloids from the roots of Stemona javanica (Kunth) Engl. (Stemonaceae) and their anti-malarial, acetylcholinesterase inhibitory and cytotoxic activities",

abstract = "Two new protostemonine-type alkaloids, javastemonine A and B (3 and 4) have been isolated from the root extracts of Stemona javanica together with four known Stemona alkaloids, 13-demethoxy-11(S∗),12(R∗)-dihydroprotostemonine (1), isoprotostemonine (2), protostemonine and isomaistemonine. The structures and relative configurations of the new alkaloids were determined by spectroscopic analysis. The alkaloids 1 and 2 and protostemonine showed moderated antiplasmodial activities against the Plasmodium falciparum strains, TM4 (IC50 values of 17.7 ± 3.7, 16.8 ± 5.4, 16.0 ± 4.2 μg/mL, respectively) and K1 (IC50 values of 16.8 ± 3.1, 14.1 ± 3.7, 11.9 ± 3.3 μg/mL, respectively). These compounds showed no significant cytotoxicities against KB or Vero cells or acetylcholinesterase inhibitory activities.",

keywords = "Anti-malarial, Cytotoxicity, Human acetylcholinesterase, Javastemonine A and B, Stemona javanica",

author = "Ramli, {Rosdayati Alino} and Pratiwi Pudjiastuti and Tjahjandaric, {Tjitjik S.} and Wilford Lie and Roonglawan Rattanajak and Sumalee Kamchonwongapaisan and Pyne, {Stephen G.}",

year = "2015",

month = mar,

doi = "10.1016/j.phytol.2014.12.009",

language = "English",

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journal = "Phytochemistry Letters",

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AU - Ramli, Rosdayati Alino

AU - Pudjiastuti, Pratiwi

AU - Tjahjandaric, Tjitjik S.

AU - Lie, Wilford

AU - Rattanajak, Roonglawan

AU - Kamchonwongapaisan, Sumalee

AU - Pyne, Stephen G.

PY - 2015/3

Y1 - 2015/3

N2 - Two new protostemonine-type alkaloids, javastemonine A and B (3 and 4) have been isolated from the root extracts of Stemona javanica together with four known Stemona alkaloids, 13-demethoxy-11(S∗),12(R∗)-dihydroprotostemonine (1), isoprotostemonine (2), protostemonine and isomaistemonine. The structures and relative configurations of the new alkaloids were determined by spectroscopic analysis. The alkaloids 1 and 2 and protostemonine showed moderated antiplasmodial activities against the Plasmodium falciparum strains, TM4 (IC50 values of 17.7 ± 3.7, 16.8 ± 5.4, 16.0 ± 4.2 μg/mL, respectively) and K1 (IC50 values of 16.8 ± 3.1, 14.1 ± 3.7, 11.9 ± 3.3 μg/mL, respectively). These compounds showed no significant cytotoxicities against KB or Vero cells or acetylcholinesterase inhibitory activities.

AB - Two new protostemonine-type alkaloids, javastemonine A and B (3 and 4) have been isolated from the root extracts of Stemona javanica together with four known Stemona alkaloids, 13-demethoxy-11(S∗),12(R∗)-dihydroprotostemonine (1), isoprotostemonine (2), protostemonine and isomaistemonine. The structures and relative configurations of the new alkaloids were determined by spectroscopic analysis. The alkaloids 1 and 2 and protostemonine showed moderated antiplasmodial activities against the Plasmodium falciparum strains, TM4 (IC50 values of 17.7 ± 3.7, 16.8 ± 5.4, 16.0 ± 4.2 μg/mL, respectively) and K1 (IC50 values of 16.8 ± 3.1, 14.1 ± 3.7, 11.9 ± 3.3 μg/mL, respectively). These compounds showed no significant cytotoxicities against KB or Vero cells or acetylcholinesterase inhibitory activities.

KW - Anti-malarial

KW - Cytotoxicity

KW - Human acetylcholinesterase

KW - Javastemonine A and B

KW - Stemona javanica

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U2 - 10.1016/j.phytol.2014.12.009

DO - 10.1016/j.phytol.2014.12.009

M3 - Article

AN - SCOPUS:84920085367

SN - 1874-3900

VL - 11

SP - 157

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JO - Phytochemistry Letters

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ER -

Alkaloids from the roots of Stemona javanica (Kunth) Engl. (Stemonaceae) and their anti-malarial, acetylcholinesterase inhibitory and cytotoxic activities

Abstract

Keywords

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