2015
DOI: 10.1080/10286020.2015.1042373
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Antitumor quinazoline alkaloids from the seeds ofPeganum harmala

Abstract: A phytochemical study on the methanol extracts from the seeds of Peganum harmala L. led to a new quizonaline alkaloid (S)-vasicinone-1-O-β-d-glucopyranoside (1) and four known ones, (R)-vasicinone-1-O-β-d-glucopyranoside (2), (S)-vasicinone (3), vasicine (4), and deoxyvasicinone (5). Their structures were elucidated by spectroscopic analysis including IR, HR-ESI-MS, 1D and 2D NMR, and specific rotation as well as by comparison of the data with those in the literature. All of the alkaloids were screened for ant… Show more

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Cited by 31 publications
(12 citation statements)
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“…8) together with ( S )-vasicinone, vasicine and deoxyvasicinone were isolated from the seeds of Peganum harmala . 57 Two ( 55 and ( S )-vasicinone) of the five compounds exhibited only weak inhibitory activity against human gastric cancer MCG-803 cells with IC 50 values of 84.1 and 94.5 μM.…”
Section: Biological Activities Of Quinoline and Quinazoline Alkaloidsmentioning
confidence: 94%
See 1 more Smart Citation
“…8) together with ( S )-vasicinone, vasicine and deoxyvasicinone were isolated from the seeds of Peganum harmala . 57 Two ( 55 and ( S )-vasicinone) of the five compounds exhibited only weak inhibitory activity against human gastric cancer MCG-803 cells with IC 50 values of 84.1 and 94.5 μM.…”
Section: Biological Activities Of Quinoline and Quinazoline Alkaloidsmentioning
confidence: 94%
“…Two new quinazoline alkaloids (S)‐vasicinone‐1‐O‐β‐ d ‐glucopyranoside ( 55 ) and (R)‐vasicinone‐1‐O‐β‐ d ‐glucopyranoside ( 56 ) (Figure ), together with (S)‐vasicinone, vasicine, and deoxyvasicinone were isolated from the seeds of Peganum harmala . Two ( 55 and (S)‐vasicinone) of the five compounds exhibited only weak inhibitory activity against human gastric cancer MCG‐803 cells with IC 50 values of 84.1 and 94.5 μM.…”
Section: Biological Activities Of Quinoline and Quinazoline Alkaloidsmentioning
confidence: 99%
“…Prashanth and John [35] concluded that the methanolic fraction of P. harmala found to be most effective against all tested microorganisms. Wang et al [36] discovered that methanol extracts from the seeds of P. harmala, namely, (S)-vasicinone-1-O-β-d-glucopyranoise and (S)-vasicinone exhibited moderate inhibitory activity. Phytochemicals detected in the crude extracts of P. harmala are alkaloids, terpenoids and phenols [37][38][39].…”
Section: P Harmala Nutritional Composition and Chemical Constituentsmentioning
confidence: 99%
“…50 (−)-Vasicinone possesses antitumor, bronchodilating, and hypotensive activities. 51 The alkaloid deoxypeganine possesses reversible anticholinesterase activity and is used in medical practice to treat patients with peripheral nervous system diseases. 52 Boldine and other related aporphine alkaloids have been shown to possess potent antioxidant activity along with many other pharmacological activities.…”
Section: Reported Biological Activitiesmentioning
confidence: 99%