Bisbenzylisoquinoline and hasubanane alkaloids from Stephania abyssinica (Dillon & A. Rich) (Menispermeceae)

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Date
2014-07
Authors
Hassanali, Ahmed
Omole, R. A.
Machocho, Alex K.
Ndiege, I. O.
Gathirwa, Jeremiah
Akala, Hosea
Malebo, Hamisi M.
Journal Title
Journal ISSN
Volume Title
Publisher
Elsevier
Abstract
Two bisbenzylisoquinoline and one hasubanane alkaloids: (−)-pseudocurine (1), (−)-pseudoisocurine (2) and (−)-10-oxoaknadinine (3), were isolated from leaf extract of Stephania abyssinica, a plant used in traditional medicine in South Nyanza region of Kenya. They were characterized using 1D (1H, 13C and DEPT) and 2D (COSY, NOESY, HMQC and HMBC) NMR techniques. (−)-Pseudocurine (1) and (−)-pseudoisocurine (2) exhibited strong to moderate anti-plasmodial activity while (−)-10-oxoaknadinine (3) showed moderate to mild activity. ________________________________________ Graphical abstract From the leaves of Stephania abyssinica, three alkaloids were isolated: (−)-pseudocurine (1), (−)-pseudoisocurine (2) and (−)-10-oxoaknadinine (3). (−)-Pseudocurine and (-)-pseudoisocurine showed strong anti-plasmodial activity against both chloroquine-susceptible D6 and resistant strains of Plasmodium falciparum (IC50 0.29 ± 0.00 and 0.31 ± 0.01 μg/ml, respectively) while (−)-pseudoisocurine exhibited moderate and mild activity (0.75 ± 0.11 and 1.65 ± 0.03 μg/ml).
Description
doi:10.1016/j.phytochem.2014.03.026
Keywords
Menispermerceae, Stephania abyssinica, Alkaloids, Bisbenzylisoquinoline, (−)-Pseudocurine and (−)-pseudoisocurine, Hasubanane, (−)-10-oxoaknadinine anti-plasmodial activity
Citation
Phytochemistry Volume 103, July 2014, Pages 123–128