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Preparation of Aromatic ${\beta}-Selenolactams$ and Their Bioactivities as Agricultural Chemicals
Ishihara, Hideharu,Kato, Shinzi,Kimura, Mitsutoshi 대한약학회 2007 Archives of Pharmacal Research Vol.30 No.8
The purpose of this study was to investigate the possibility of aromatic ${\beta}-selenolactams$ being used in agricultural chemicals. A series of ${\beta}-selenolactams$ with aromatic substituents at the 1-, 2- and 3-positions were synthesized and their bioactivities were evaluated. Acarianicidal and insecticidal activity against common destructive insects, antibacterial activity against seven common plant pathogens, and plant growth activity of typical food crops were investigated. We found that introduction of 4-chloro and 4-methyl groups on 2- or 3-phenyl groups of the ${\beta}-selenolactam$ ring brought about acarianicidal activity against adults and eggs of Plutella xylostella. However, except for moderate to weak effect on fatality of Culex pipiens molestus Forskal, insecticidal activity against two other kinds of insects, antibacterial activity against plant pathogens, and activity on plant growth regulation were not detected among the ${\beta}-selenolactam$ derivatives.
Preparation of Aromatic β-Selenolactams and Their Bioactivities as Agricultural Chemicals
Mitsutoshi Kimura,Hideharu Ishihara,Shinzi Kato 대한약학회 2007 Archives of Pharmacal Research Vol.30 No.8
The purpose of this study was to investigate the possibility of aromatic β-selenolactams being used in agricultural chemicals. A series of β-selenolactams with aromatic substituents at the 1-, 2- and 3-positions were synthesized and their bioactivities were evaluated. Acarianicidal and insecticidal activity against common destructive insects, antibacterial activity against seven common plant pathogens, and plant growth activity of typical food crops were investigated. We found that introduction of 4-chloro and 4-methyl groups on 2- or 3-phenyl groups of the β-selenolactam ring brought about acarianicidal activity against adults and eggs of Plutella xylostella. However, except for moderate to weak effect on fatality of Culex pipiens molestus Forskal, insecticidal activity against two other kinds of insects, antibacterial activity against plant pathogens, and activity on plant growth regulation were not detected among the β-selenolactam derivatives.
Choi, Sang-Yoon,Jo, Yeon-Ock,Koketsu, Mamoru,Ishihara, Hideharu,Kim, Sung-Hoon,Kim, Sun-Yeou The Korean Society for Applied Biological Chemistr 2009 Applied Biological Chemistry (Appl Biol Chem) Vol.52 No.4
In this study, the inhibitory effects of selenium-containing heterocyclic compound, selenazol derivatives on LPS-induced nitric oxide production in macrophage cells (RAW 264.7) were assessed. Five kinds of selenazol derivatives were shown to exhibit $5.4{\sim}41.7%$ of inhibitory effects at $10{\mu}M$. Among them, 2-(4-chlorophenyl)-1,3-selenazol-4-one generally evidenced a high degree of inhibitory activity with $IC_{50}=11.8{\mu}M$, and this compound also profoundly suppressed iNOS expression in LPS-treated RAW 264.7 cells. These results indicated that 2-(4-chlorophenyl)-1,3-selenazol-4-one might function as an anti-inflammatory agent via the inhibition of iNOS-mediated nitric oxide production.
( Sang Yoon Choi ),( Yeon Ock Jo ),( Mamoru Koketsu ),( Hideharu Ishihara ),( Sung Hoon Kim ),( Sun Yeou Kim ) 한국응용생명화학회 2009 Applied Biological Chemistry (Appl Biol Chem) Vol.52 No.4
In this study, the inhibitory effects of selenium-containing heterocyclic compound, selenazol derivatives on LPS-induced nitric oxide production in macrophage cells (RAW 264.7) were assessed. Five kinds of selenazol derivatives were shown to exhibit 5.4~41.7% of inhibitory effects at 10 μM. Among them, 2-(4-chlorophenyl)-1,3-selenazol-4-one generally evidenced a high degree of inhibitory activity with IC50=11.8 μM, and this compound also profoundly suppressed iNOS expression in LPS-treated RAW 264.7 cells. These results indicated that 2-(4-chlorophenyl)-1,3-selenazol-4-one might function as an anti-inflammatory agent via the inhibition of iNOS-mediated nitric oxide production.
Ahn, Hak Jun,Koketsu, Mamoru,Yang, Eun Mi,Kim, Yong Man,Ishihara, Hideharu,Yang, Hyun Ok Wiley Subscription Services, Inc., A Wiley Company 2006 Journal of cellular biochemistry Vol.99 No.3
<P>We examined the ability of the synthetic selenium compound, 2-(4-methylphenyl)-1,3-selenazol-4-one (hereafter designated 3a), to induce apoptosis in a human ovarian cancer cell line (SKOV3) and a human leukemia cell line (HL-60). Flow cytometry showed that 3a treatment induced apoptosis in both cell lines to degrees comparable to that of the positive control, paclitaxel. Apoptosis was measured by PS externalization, DNA fragmentation and decreased mitochondrial membrane potential (MMP). However, analysis of the mechanism of action revealed differences between the responses of the two cell lines. Treatment with 3a arrested the cell cycle and induced caspase-3 activation in HL-60 cells, but not in SKOV3 cells. In contrast, 3a treatment induced apoptosis through translocation of AIF, a novel pro-apoptotic protein, in SKOV3 cells, but not in HL-60 cells. Collectively, our data demonstrated that 3a induced apoptosis in both cell lines, but via different action mechanisms. J. Cell. Biochem. 99: 807–815, 2006. © 2006 Wiley-Liss, Inc.</P>