Antianaphylactic effects of the ethanolic extract from the petals of <i>Impatiens balsamina</i> L. in mice

Ishiguro, Kyoko; Fukumoto, Hisae; Murashima, Tokiko; Kuriyama, Masafumi; Semma, Masanori; Isoi, Koichiro

doi:10.1002/ptr.2650060213

Cited by 30 publications

(31 citation statements)

References 7 publications

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“…HEL Sensitization Immunization with hen egg-white lysozyme (HEL) was performed as previously described 16) with slight modification. Male ddY mice of 5 weeks of age were sensitized interperitonealy with 50 mg of HEL in complete Freund's adjuvant (DIFCO) on day 0.…”

Section: Methodsmentioning

confidence: 99%

Allergy-Preventive Flavonoids from Xanthorrhoea hastilis

et al. 2007

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Xanthorrhoea hastilis R. BR. (Xanthorrhoeaceae), commonly called grass trees, is an Australian native plant genus. A commercially available resin commonly obtained from Xanthorrhoea trees is gum accoroides, but no medical uses have been described for this plant. In our continuing search for allergy-preventive substances from natural sources 1) we found that extracts of X. hastilis exhibited allergy-preventive activity. Known extracts from X. hastilis include benzoic acid, 2) fragrant oil 3) and C-methylated flavonoid, 4) but no detailed chemical study had been reported. In the present study, we isolated from X. hastilis, a new flavanone, 3Ј,5Ј-dihydroxy-7,4Ј-dimethoxyflavanone (1) and two new chalcones, 3,5,2Ј-trihydroxy-4,4Ј-dimethoxychalcone (2) and 5,2Ј-dihydroxy-3,4,4Ј-trimethoxychalcone (3). We report their structures and also the isolation of five known compounds. Finally, we describe the allergy-preventive effects of these compounds isolated from X. hastilis. Results and DiscussionCompound 1 was obtained as colorless needles and its HR-EI-MS showed the [M] ϩ ion at m/z 316.0942 which established the molecular formula as C 17 H 16 O 6 (Calcd 316.0947). The IR spectrum indicated the presence of hydroxy (3500-3200 cm Ϫ1) and conjugated carbonyl (1670 cm Ϫ1 ) groups. The UV spectrum showed l max at 237, 272 and 310 nm, indicating a phenolic nature.1 H-NMR of 1 showed the presence of a methylene (d 2.75, 2.96), an oxymethine (d 5.32), two methoxy groups (d 3.81, 3.84) and five aromatic protons, in which two protons appeared as a singlet at d 6.49, suggesting a symmetrical structure and the other three protons indicated a typical ABX spin system (d 6.54, 6.62, 7.77).13 C-NMR showed the signals for a carbonyl carbon at d 193.1, twelve aromatic carbons between d 102.1 and 168.2, an oxygenated methine at d 80.9, two methoxy groups at d 56.3 and 60.8 and a methylene at d 48.5. These data suggested that 1 is dihydroxy-dimetoxyflavanone. EI-MS showed fragment peaks at m/z 151, 166, which indicated the presence of one methoxy group in the A ring, one methoxy and two hydroxy groups in the B ring.5) The methoxy group of the B ring should be placed at position 4Ј to form the B ring symmetry. The positions of methoxy groups were established at 7 and 4Ј by correlation with the HMBC spectrum ( Table 1). The absolute configuration at C-2 was confirmed by a positive Cotton effect at 331 nm and a negative Cotton effect at 304 nm in the CD spectrum, which is characteristic for the 2S configuration of flavanones. 6)Based on these observations, the new compound 1 was established to be (2S)-3Ј,5Ј-dihydroxy-7,4Ј-dimethoxyflavanone.Compound 2 was isolated as yellow needles. HR-EI-MS showed the [M] ϩ ion at m/z 316.0949 corresponding to the ; 11-68 Koshien, Kyuban-cho, Nishinomiya 663-8179, Japan: and b Gifu Pharmaceutical University; 5-6-1 Mitahora-higashi, Gifu 502-8585, Japan. Received November 22, 2006; accepted January 9, 2007; published online January 12, 2007 Allergy-preventive activity was demonstrated for an ext...

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Section: Methodsmentioning

confidence: 99%

Allergy-Preventive Flavonoids from Xanthorrhoea hastilis

et al. 2007

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“…HEL Sensitization Immunization with HEL was performed as previously described 1) with slight modification. Male ddY mice of 5 weeks of age were sensitized subcutaneously with 50 mg of HEL in complete Freund's adjuvant (DIFCO) on day 0.…”

Section: Methodsmentioning

confidence: 99%

“…1) This assay system, which uses monitoring of decrease in the blood pressure 2) or blood flow 3) in anaphylaxis response, enabled us to study dynamics of anaphylactic response in the same individual animals without killing them. Hence, we elucidated the participation of nitric oxide (NO) in mouse anaphylactic hypotension, 4) and the anti-anaphylactic effects of Impatiens balsamina L., from which anti-anaphylactic compounds have been isolated.…”

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confidence: 99%

Development of an in Vivo Bioassay Method for Allergy-Preventive Substances Using Hen-Egg White Lysozyme (HEL)-Induced Blood Flow Decrease

Ishiguro

Oku

Ueda

et al. 2005

Biological & Pharmaceutical Bulletin

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We discovered a phenomenon in which the blood flow in vein microcirculation markedly decreases in response to hen-egg white lysozyme (HEL)-sensitization without any change in blood pressure. Using this blood flow decrease as a guide, we developed an in vivo assay method to search for substances, which can prevent allergies. Antagonists of histamine, serotonin and platelet activating factor (PAF) did not affect the blood flow decrease in response to HEL-sensitization. On the other hand, cyclooxygenase (COX)-1, COX-2, thromboxane (TX) A 2 , endothelin-1 (ET-1), prostacyclin (PGI 2 ) and granulocytic elastase (GE) as well as nitric oxide (NO) from inducible NO synthase (iNOS) were involved in the blood flow decrease. Thus, these substances might injure vascular endothelial cells, and cause a decrease in blood flow in vein microcirculation. Our method can be used to search for preventive agents against allergies involving NO, COX-1, 2 and PGI 2 . This is the first report to applying to an assay method the specific blood flow decrease to occur in the promotion stage of allergy.

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“…To focus on the relationship between iNOS and other factors, all reagents were used at effective doses that led to complete recovery of blood flow decrease as described previously. 1) None of the reagents alone affected the blood flow. The statistical calculations are shown in comparison with the HEL-sensitized group (the control group).…”

Section: Effects Of Various Reagents On Blood Flow Decrease In the Tamentioning

confidence: 98%

“…1) This assay system monitors the decrease in blood pressure 2) or blood flow 3) as anaphylaxis response and makes possible investigation of the dynamics of the anaphylactic response in the same individual animals without killing them. We have also discovered a distinctive phenomenon in which the blood flow of vein microcirculation is markedly decreased by HEL-sensitization alone without the HEL-challenge.…”

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confidence: 99%

Involvement of Inducible Nitric Oxide Synthase in Blood Flow Decrease in Vein Induced by Hen-Egg White Lysozyme

Oku

Ogawa

Iwaoka

et al. 2007

Biological & Pharmaceutical Bulletin

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Our in vivo assay system was developed to quantitatively estimate mouse hen-egg white lysozyme (HEL)-anaphylaxis, including fatal shock.1) This assay system monitors the decrease in blood pressure 2) or blood flow 3) as anaphylaxis response and makes possible investigation of the dynamics of the anaphylactic response in the same individual animals without killing them. We have also discovered a distinctive phenomenon in which the blood flow of vein microcirculation is markedly decreased by HEL-sensitization alone without the HEL-challenge.4) The blood flow of the HEL-sensitized mice reproducibly decreases to about 65-75% of that of normal mice. Thus, the afferent (promotion) stage of allergy caused by xenobiotics can be dynamically and easily measured by using blood flow monitoring. This blood flow decrease is considered to be due to contraction of peripheral blood vessels and increase in blood viscosity, because no relationship with blood pressure was observed. In this assay system, mice are sensitized with a mixture of HEL and adjuvant. When only HEL or only adjuvant was used, the degree of the blood flow decrease was very small compared with the case of the mixture. Although anti-HEL IgE antibody significantly increased after HEL-sensitization, there was no significant increase in the number of leukocytes. Thus, the decrease of blood flows reflects the promoter process of an allergic reaction by the cooperation action of HEL and adjuvant. Using this blood flow decrease as a guide, we developed an in vivo assay method to search for substances, which can prevent allergies. 5) Various factors are involved in blood flow decrease, including nitric oxide (NO), cyclooxygenase (COX)-1, COX-2, thromboxane (TX) A 2 , endothelin (ET)-1, prostacyclin (PGI 2 ) and granulocytic elastase (GE) from vascular endothelial cells. We also found that the plasma levels of nitrite/nitrate (NO x ), metabolites of NO, together with expression of iNOS protein in the thoracoabdominal aorta synchronously increase with the blood flow decrease in HELsensitized mice. 4)In the present study, we examined how iNOS is involved in the blood flow decrease, using an iNOS KO mouse. The relationships among iNOS and NO, COX-1, COX-2, TXA 2 or ET-1 were also examined. -123) 9) were from Sigma Co., Ltd.; the stable analog of PGI 2 (Beraprost sodium) 10) was from Yamanouchi Pharmaceutical Co., Ltd.; and 3-[4-(1H-imidazol-1-ylmethyl)phenyl] 2-propenoic acid hydrochloride monohydrate (Ozagrel) 11) was from Ono Pharmaceutical Co., Ltd. These agents were dissolved in physiological saline or water. The saline or water solution was administered to mice at a volume of 10 ml/10 g body weight in the case of injection and 100 ml/10 g body weight in the case of oral use. MATERIALS AND METHODS MaterialsAnimals Female iNOS KO mice with a C57BL/6 background (SPF grade), 7-8 week old, were obtained from Jackson Laboratory (Bar Harbor, Maine, U.S.A.). Male ddY mice of 5 weeks (SPF grade) and female WT C57BL/6 mice of 8 weeks old (SPF grade) were obtained from Japan S...

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Antianaphylactic effects of the ethanolic extract from the petals of Impatiens balsamina L. in mice

Cited by 30 publications

References 7 publications

Allergy-Preventive Flavonoids from Xanthorrhoea hastilis

Allergy-Preventive Flavonoids from Xanthorrhoea hastilis

Development of an in Vivo Bioassay Method for Allergy-Preventive Substances Using Hen-Egg White Lysozyme (HEL)-Induced Blood Flow Decrease

Involvement of Inducible Nitric Oxide Synthase in Blood Flow Decrease in Vein Induced by Hen-Egg White Lysozyme

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