A new phenolic glucoside (1), pursargentoside, was isolated from the leaves of Prunus serrulata var. spontanea, along with three other known compounds, orobol 7-O-glucoside (2), $1{\beta}$, $2{\alpha}$, $3{\alpha}$, 24-tetrahydroxy-urs-12-en-28-oic acid (3), and chlo...
A new phenolic glucoside (1), pursargentoside, was isolated from the leaves of Prunus serrulata var. spontanea, along with three other known compounds, orobol 7-O-glucoside (2), $1{\beta}$, $2{\alpha}$, $3{\alpha}$, 24-tetrahydroxy-urs-12-en-28-oic acid (3), and chlorogenic acid (4). The structure of pursargentoside (1) was identified by spectroscopic data analysis including 1D and 2D NMR spectroscopy, as 2-O-${\beta}$-(6'-benzoyl)-glucopyranosyl o-(Z)-coumaric acid. Compounds 1, 2, and 4 exhibited ONOO- scavenging activity, whereas compound 3 was determined to be virtually inactive.
A new phenolic glucoside (1), pursargentoside, was isolated from the leaves of Prunus serrulata var. spontanea, along with three other known compounds, orobol 7-O-glucoside (2), $1{\beta}$, $2{\alpha}$, $3{\alpha}$, 24-tetrahydroxy-urs-12-en-28-oic acid (3), and chlorogenic acid (4). The structure of pursargentoside (1) was identified by spectroscopic data analysis including 1D and 2D NMR spectroscopy, as 2-O-${\beta}$-(6'-benzoyl)-glucopyranosyl o-(Z)-coumaric acid. Compounds 1, 2, and 4 exhibited ONOO- scavenging activity, whereas compound 3 was determined to be virtually inactive.
* AI 자동 식별 결과로 적합하지 않은 문장이 있을 수 있으니, 이용에 유의하시기 바랍니다.
제안 방법
牛!-, 13C-NMR, and DEPT spectra were recorded on a Varian UNITY400 spectrometer (400 MHz for 1H and 100 MHz for 13C). The HMBC and HMQC experiments were performed using pulsed field gradients. EI-MS data were carried out on a JEOL JMS-700 spectrometer.
Peroxynitrite scavenging was evaluated by monitoring the oxidation of DHR 123, using a slightly modified version of the method described by Kooy et al (1994). DHR 123 (5 mM) in dimethylformamide, which was p니rged with nitrogen, was stored as a stock solution at -20℃.
9 Hz H-2" and H-6"). The results of the 1H1H COSY and 2D HMBC experiments, as compared with the results of the 13C-NMR spectrum, allowed for the identification of the sugar moiety as p-glucopyranoside. In the 13C-NMR spect「니m, the downfield shift of a methylenecarbon (C-6* at 5 66.
대상 데이터
EI-MS data were carried out on a JEOL JMS-700 spectrometer. Positiveion LR and HR FAB-MS data were collected on a JEOL JMS-HX110/110A Tandem mass spectrometer (JEOL). Column chromatography was performed with silica (Si) gel (Merck, 70-230 mesh) and Sephadex LH-20 and reversed phase C18 (RP-18).
Maeng Ki Kim, at Korea Environmental and Ecological Services, in B니san, Korea. A vo나cher specimen has been deposited in the Herbarium of the Medicin기 Pla가 Garden, at the College of Pharmacy, P니san National University, in Busan, Korea.
참고문헌 (20)
Anhut, S., Zinsmeister, H. D., Mues, R., Barz, W., Machenbroch, K., Koster, J., and Markham, K. R., The first identification of isoflavones from a bryophyte. Phytochemistry, 23, 1073-1075 (1984)
Donovan, J. L., Meyer, A. S., and Waterhouse, A. L., Phenolic composition and antioxidant activity of prunes and prunes juice (Prunus domestica). J. Agric. Food Chem., 46, 1247-1252 (1998)
Good, P. F., Hsu, A., Werner, P., Perl, D. P., and Olanow, C. W., Protein nitration in Parkinson's disease. J. Neurapathol. Exp. Neurol., 57, 338-342 (1998)
Jung, H. A., Chung, H. Y., Jung, J. H., and Choi, J. S., A new pentacyclic triterpenoid glycoside from Prunus serrulata var. spontanea. Chem. Pharm. Bull., 52, 157-159 (2004)
Jung, H. A., Kim, A. R., Chung, H. Y., and Choi, J. S., In vitro antioxidant activity of some selected Prunus species in Korea. Arch. Pharm. Res., 25, 865-872 (2002)
Kayano, S. I., Kikuzaki, H., Fukutsuka, N., Mitani, T., and Nakatani, N., Antioxidant activity or prune(Prunus domestica L.) constituents and a new synergist. J. Agric. Food Chem., 50, 3708-3712 (2002)
Kim, S. S., Lee, C. K., Kang, S. S., Jung, H. A., and Choi, J. S., Chlorogenic acid, an antioxidant principle from the aerial parts of Artemisia iwayomogi that acts on 1,1-diphenyl-2-picrylhydrazyl radical. Arch. Pharm. Res., 20, 148-154 (1997)
Kim, T. J., In Korean Resources Plants, Seoul National University Publisher, Seoul, Korea, Vol. II, p. 171 (1996)
Kooy, N. W., Royall, J. A., Ischiropoulos, H., and Beckman, J. S., Peroxynitrite-mediated oxidation of dihydrorhodamine 123. Free Radic. Biol. Med., 16, 149-156 (1994)
Nakatani, N., Kayano, S. I., Kikuzaki, H., Sumino, K., Katagiri, K., and Mitani, T., Identification, quantitative determination, and antioxidative of chlorogenic acid isomers in prune (Prunes domestica L.). J. Agric. Food Chem., 48, 5512-5516 (2000)
Ronson, R. S., Nakamura, M., and \/inten-Johansen, J., The cardiovascular effects and irnplications of peroxynitrite. Cardiovasc. Res., 44, 47-59 (1999)
Sang, S., Lapsley, K., Jeong, W. S., Lachance, P. A., Ho, C. T., and Rosen, R. T., Antioxidative phenolic compounds isolated from almond skins (Prunus amygdalus Batsch). J. Agric. Food Chem., 50, 2459-2463 (2002)
Takaishi, K., Studies on the coumarine components in the leaves of cherry-tree. Yakugaku Zasshi, 88, 1467-1471 (1968)
Wang, H., Nair, M. G., Strasburg, G. M., Booren, A. M., and Gray, H. I., Antioxidant polyphenols from tart cherries (Prunus cerasus). J. Agric. Food Chem., 47, 840-844 (1999a)
Wang, H., Nair, M. G., Strasburg, G. M., Booren, A. M., and Gray, H. I., Novel antioxidant compounds from tart cherries (Prunuscerasus). J. Nat. Prod., 62, 86-88 (1999b)
※ AI-Helper는 부적절한 답변을 할 수 있습니다.