Inhibition of LPS-stimulated NO production in mouse macrophage-like cells by benzocycloheptoxazines

Anticancer Research

Volumn 28, Issue 5 A, 2008, Pages 2657-2662

  Miyahara, Kaori ^a   Murayama, Hiromi ^a   Wakabayashi, Hidetsugu ^a   Kurihara, Teruo ^a   Hashimoto, Ken ^b   Satoh, Kazue ^c   Motohashi, Noboru ^d   Sakagami, Hiroshi ^b  

^a JOSAI UNIVERSITY   (Japan)

^b MEIKAI UNIVERSITY SCHOOL OF DENTISTRY   (Japan)

^c SHOWA UNIVERSITY   (Japan)

^d MEIJI PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

Benzocycloheptoxazines; ESR; iNOS; NO; Radical; Raw 264.7 cells

Indexed keywords

14 H [1,4]BENZOXAZINO[3',2':3,4] CYCLOHEPTA[1,2 B][1,4]BENZOXAZINE; 2 METHYLBENZO[B]CYCLOHEPTA[E][1,4]OXAZINE; 6 H BENZO[B]CYCLOHEPTA[E][1,4]DIAZINE; BENZO[B]CYCLOHEPTA[E][1,4] THIAZINE; BENZO[B]CYCLOHEPTA[E][1,4]OXAZINE; BENZO[B]CYCLOHEPTA[E][1,4]THIAZINE; BENZOCYCLOHEPTOXAZINE; BENZOXAZINE DERIVATIVE; LIPOPOLYSACCHARIDE; NITRIC OXIDE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; BROMINATION; CONTROLLED STUDY; CYTOTOXICITY; ELECTRON SPIN RESONANCE; MACROPHAGE; MOUSE; NONHUMAN; PRIORITY JOURNAL; WESTERN BLOTTING;

ANIMALS; BENZOCYCLOHEPTENES; CELL LINE; ELECTRON SPIN RESONANCE SPECTROSCOPY; LIPOPOLYSACCHARIDES; MACROPHAGES; MICE; NITRIC OXIDE; NITRIC OXIDE SYNTHASE TYPE II; OXAZINES;

EID: 55749087178     PISSN: 02507005     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (15)

1. Nozoe T, Takase K, Matsumura H, Asao T, Kikuchi K and Ito S: Non-benzenoid aromatic compounds. In: Dai-Yuki Kagaku, Kotake M (ed.), Tokyo, Asakura-Shoten Publ. Co., Vol. 13, pp. 1-656, 1960 (in Japanese).
2. Nozoe T, Breslow R, Hafner K, Ito S and Murata I: Topics in nonbenzenoid aromatic chemistry. Tokyo, Hirokawa Publ. Co., Vol. I, pp. 1-295, 1973.
3. Nozoe T, Breslow R, Hafner K, Ito S and Murata I: Topics in nonbenzenoid aromatic chemistry. Tokyo, Hirokawa Publ. Co, Vol. II, pp 1-379, 1977.
4. Inamori Y, Shinohara S, Tsujibo H, Okabe T, Morita Y, Sakagami Y, Kumeda Y and Ishida N: Antimicrobial activity and metalloprotease inhibition of Hinokitiol-related compounds, the constituents of Thujopsis dolabrata S. and Z. hondai Mak. Biol Pharm Bull 22: 990-993, 1999.
5. Inamori Y, Sakagami Y, Morita Y, Shibata M, Sugiura M, Kumeda Y, Okabe T, Tsujibo H and Ishida N: Antifungal activity of hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities. Biol Pharm Bull 23: 995-997, 2000.
6. Inamori Y, Nishiguchi K, Matsuo N, Tsujibo H, Baba K and Ishida N: Phytogrowth-inhibitory activities of tropolone and hinokitiol. Chem Pharm Bull 39: 2378-2381, 1991.
7. Sakagami Y, Inamori Y, Isoyama N, Tsujibo H, Okabe T, Morita Y and Ishida N: Phytogrowth-inhibitory activities of β-dolabrin and γ-thujaplicin, hinokitiol-related compounds and constituents of Thujopsis dolabrata Sieb. and Zucc. var hondai Makino. Biol Pharm Bull 23: 645-648, 2000.
8. Inamori Y, Tsujibo H, Ohnishi H, Ishii F, Mizugaki M, Aso H and Ishida N: Cytotoxic effect of hinokitiol and tropolone on the growth of mammalian cells and on blastogenesis of mouse splenic T-cells. Biol Pharm Bull 16: 521-523, 1993.
9. Matsumura E, Morita Y, Date T, Tsujibo H, Yasuda M, Okabe T, Ishida N and Inamori Y: Cytotoxicity of the hinokitiol-related compounds, γ-thujaplicin and γ-dolabrin. Biol Pharm Bull 24: 299-302, 2001.
10. Borchardt RT: Catechol O-methyltransferase. 1. Kinetices of tropolone inhibition. J Medicinal Chem 16: 377-382, 1973.
11. Wakabayashi H, Yokoyama K, Hashiba K, Hashimoto K, Kikuchi H, Nishikawa H, Kurihara T, Satoh K, Shioda S, Muto S, Terakubo S, Nakashima H, Motohashi N and Sakagami H: Cytotoxic activity of tropolones against human oral tumor cell lines. Anticancer Res 23: 4757-4764, 2003.
12. Yokoyama K, Hashiba K, Wakabayashi H, Hashimoto K, Satoh K, Kurihara T, Motohashi N and Sakagami H: Inhibition of LPS-stimulated NO production in mouse macrophage-like cells by tropolones. Anticancer Res 24: 3917-3922, 2004.
13. Nozoe T: Cyclohepta[b][1,4]benzoxazine and its related compounds. Some novel aspects in heterocyclic chemistry. Heterocycles 30: 1263-1306, 1990.
14. Murayama H, Miyahara K, Wakabayashi H, Kurihara T, Hashimoto K, Amano O, Kikuchi H, Nakamura Y, Kanda Y, Kunii S, Motohashi N and Sakagami H: Tumor-specific cytotoxicity and type of cell death induced by benzocycloheptoxazines in human tumor cell lines. Anticancer Res 28: 1069-1078, 2008.
15. Takahashi J, Sekine T, Nishishiro M, Arai A, Wakabayashi H, Kurihara T, Hashimoto K, Satoh K, Motohashi N and Sakagami H: Inhibition of NO production in LPS-stimulated mouse macrophage-like cells by trihaloacetylazulene derivatives. Anticancer Res 28: 171-178, 2008.