Cytotoxic quinazoline alkaloids from the seeds of Peganum harmala

[Display omitted] Seventeen quinazoline alkaloids and derivatives, containing two pairs of new epimers, named as (S)- and (R)-1-(2-aminobenzyl)-3-hydroxypyrrolidin-2-one β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranoside (1, 2), (S)- and (R)-vasicinone β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranoside (3,...

Full description

Saved in:
Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2018-01, Vol.28 (2), p.103-106
Main Authors: Li, Sheng-Ge, Wang, Kai-Bo, Gong, Chi, Bao, Yu, Qin, Ning-Bo, Li, Da-Hong, Li, Zhan-Lin, Bai, Jiao, Hua, Hui-Ming
Format: Article
Language:English
Subjects:
Cytotoxicity
Peganum harmala
Quinazoline alkaloids
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:[Display omitted] Seventeen quinazoline alkaloids and derivatives, containing two pairs of new epimers, named as (S)- and (R)-1-(2-aminobenzyl)-3-hydroxypyrrolidin-2-one β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranoside (1, 2), (S)- and (R)-vasicinone β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranoside (3, 4), and a new enantiomer (12b), together with six known ones (5–8, 10, and 12a), and three pairs of known enantiomers (9, 11, and 13), were isolated from the ethanol extracts of the seeds of Peganum harmala L.. Their structures including the absolute configuration were elucidated by using 1D and 2D NMR, and ECD calculation approaches. The cytotoxic activities of all isolated compounds were evaluated. 11 showed moderate cytotoxicity against PC-3 cells with an IC50 value of 15.41 μM.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2017.12.003