28955-30-8Relevant articles and documents
CASSIADININE, A CHROMONE ALKALOID AND (+)-6-HYDROXYMELLEIN, A DIHYDROISOCOUMARIN FROM CASSIA SIAMEA
Biswas, Kshetra M.,Mallik, Haimanti
, p. 1727 - 1730 (1986)
Cassiadinine, a new chromone alkaloid and (+)-6-hydroxymellein, a new dihydroisocoumarin isomer have been isolated together with three triterpenoids, cycloart-23-en-3β,25-diol, friedelin and betulin, a chromone derivative, 5-acetonyl-7-hydroxy-2-methylchromone and γ-sitosterol from the petrol and chloroform extracts of the flowers of Cassia siamea. Key Word Index - Cassia siamea; Leguminosae; alkaloid; cassiadinine; dihydroisocoumarin; (+)-6-hydroxymellein; 5-acetonyl-7-hydroxy-2-methylchromone; cycloart-23-ene-3β,25-diol; betulin; friedelin; γ-sitosterol.
Synthesis and structure-activity relationships of cassiarin A as potential antimalarials with vasorelaxant activity
Morita, Hiroshi,Tomizawa, Yuichiro,Deguchi, Jun,Ishikawa, Tokio,Arai, Hiroko,Zaima, Kazumasa,Hosoya, Takahiro,Hirasawa, Yusuke,Matsumoto, Takayuki,Kamata, Katsuo,Ekasari, Wiwied,Widyawaruyanti, Aty,Wahyuni, Tutik Sri,Zaini, Noor Cholies,Honda, Toshio
experimental part, p. 8234 - 8240 (2010/03/25)
Cassiarin A 1, a tricyclic alkaloid, isolated from the leaves of Cassia siamea (Leguminosae), shows powerful antimalarial activity against Plasmodium falciparum in vitro as well as P. berghei in vivo, which may be valuable leads for novel antimalarials. Interactions of parasitized red blood cells (pRBCs) with endothelium in aorta are especially important in the processes contribute to the pathogenesis of severe malaria. Nitric oxide (NO) reduces endothelial expression of receptors/adhesion molecules used by pRBC to adhere to vascular endothelium, and reduces cytoadherence of pRBC to vascular endothelium. Cassiarin A 1 showed vasorelaxation activity against rat aortic ring, which may be related with NO production. A series of a hydroxyl and a nitrogen-substituted derivatives and a dehydroxy derivative of 1 have been synthesized as having potent antimalarials against P. falciparum with vasodilator activity, which may reduce cytoadherence of pRBC to vascular endothelium. Cassiarin A 1 exhibited a potent antimalarial activity and a high selectivity index in vitro, suggesting that the presence of a hydroxyl and a nitrogen atom without any substituents may be important to show antimalarial activity. Relative to cassiarin A, a methoxy derivative showed more potent vasorelaxant activity, although it did not show improvement for inhibition of P. falciparum in vitro. These cassiarin derivatives may be promising candidates as antimalarials with different mode of actions.
Syntheses of Naturally Occuring 5-Carbonylmethyl-7-hydroxy-2-methyl-chromones and -chromanone (Studies on the β-Carbonyl Compounds Connected with the β-Polyketides. X)
Takeuchi, Naoki,Sasaki, Yuki,Kosugi, Yoko,Tobinaga, Seisho
, p. 2012 - 2015 (2007/10/02)
Naturally occuring 5-carbonylmethyl-7-hydroxy-2-methyl-chromones, -chromanone and an analogue 1, 2, 3, and 4 were synthesized by two routes from a self condensation product 6 of dimethyl acetonedicarboxylate, and the pyrone 10.