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Cytotoxic quinazoline alkaloids from the seeds of Peganum harmala.
- Source :
-
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2018 Jan 15; Vol. 28 (2), pp. 103-106. Date of Electronic Publication: 2017 Dec 05. - Publication Year :
- 2018
-
Abstract
- 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 IC <subscript>50</subscript> value of 15.41 μM.<br /> (Copyright © 2017 Elsevier Ltd. All rights reserved.)
- Subjects :
- Alkaloids chemistry
Alkaloids isolation & purification
Antineoplastic Agents, Phytogenic chemistry
Antineoplastic Agents, Phytogenic isolation & purification
Cell Line, Tumor
Cell Proliferation drug effects
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Humans
Molecular Structure
Quinazolines chemistry
Quinazolines isolation & purification
Structure-Activity Relationship
Alkaloids pharmacology
Antineoplastic Agents, Phytogenic pharmacology
Peganum chemistry
Quinazolines pharmacology
Seeds chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1464-3405
- Volume :
- 28
- Issue :
- 2
- Database :
- MEDLINE
- Journal :
- Bioorganic & medicinal chemistry letters
- Publication Type :
- Academic Journal
- Accession number :
- 29229205
- Full Text :
- https://doi.org/10.1016/j.bmcl.2017.12.003