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Coumarins and Chromones from Angelica genuflexa  

An, Ren-Bo (Laboratory of Immunomodulator, Korea Research Institute of Bioscience and Biotechnology,College of Pharmacy, Yanbian, University)
Park, Bo-Young (Laboratory of Immunomodulator, Korea Research Institute of Bioscience and Biotechnology)
Kim, Jung-Hee (Laboratory of Immunomodulator, Korea Research Institute of Bioscience and Biotechnology)
Kwon, Ok-Kyoung (Laboratory of Immunomodulator, Korea Research Institute of Bioscience and Biotechnology)
Lee, Joong-Ku (Laboratory of Immunomodulator, Korea Research Institute of Bioscience and Biotechnology)
Min, Byung-Sun (Laboratory of Immunomodulator, Korea Research Institute of Bioscience and Biotechnology)
Ahn, Kyung-Seop (Laboratory of Immunomodulator, Korea Research Institute of Bioscience and Biotechnology)
Oh, Sei-Ryang (Laboratory of Immunomodulator, Korea Research Institute of Bioscience and Biotechnology)
Lee, Hyeong-Kyu (Laboratory of Immunomodulator, Korea Research Institute of Bioscience and Biotechnology)
Publication Information
Natural Product Sciences / v.11, no.2, 2005 , pp. 79-84 More about this Journal
Abstract
Thirteen compounds were isolated from the roots of Angelica genuflexa through repeated silica gel column chromatography. Nine coumarins, isoimperatorin (1), osthol (2), demethylsuberosin (3), oxypeucedanin (4), heraclenin (5), pabulenol (7), umbelliferone (8), oxypeucedanin hydrate (9) and marmesinin (11), and four chromones, hamaudol (6), cimifugin (10), sec-O-glucosylhamaudol (12) and prim-O-glucosylcimifugin (13), were identified by physicochemical and spectroscopic analysis. Among these, compounds 3, 5, 6, 8, 12, and 13 were isolated for the first time from the roots of Angelica genuflexa. These coumarins and chromones were examined for their anticomplement activity. Demethylsuberosin (3) showed a weak anticomplement activity with an $IC_{50}$ value of $390\;{\mu}M$.
Keywords
Angelica genuflexa; demethylsuberosin; heraclenin; hamaudol; umbelliferone; sec-O-glucosylhamaudol; prim-O-glucosylcimifugin; anticomplement activity;
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Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By SCOPUS : 6
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1 Baek, N.I., Ahn, E.M., Kim, H.Y., and Park, Y.D., Furanocoumarins from the root of Angelica dahurica. Arch. Pharm. Res., 23, 467-470 (2000)   DOI   ScienceOn
2 Fujioka, T., Furumi, K., Fujii, H., Okabe, H., Mihashi, K, Nakano, Y., Matsunaga, H., Katano, M., and Mori, M., Antiproliferative constituents from Umbelliferae plants. V. A new furancoumarin and falcarindiol furanocoumarin ethers from the root of Angelica japonica. Chem. Pharm. Bull., 47, 96-100 (1999)   DOI   PUBMED   ScienceOn
3 Kwon, Y.S., Woo, E.R., and Kim, C.M., A study on the constituents of bioactive fractions of Ostericum koreanum Kitagawa. Kor. J Pharmacogn. 22, 156-161 (1991)
4 Lee, C.K. and Woo, W.S., Coumarin Constituents from the Roots of Angelica koreana Max. Kor. J. Pharmacog., 13, 10-13 (1982)
5 Masuda, T., Takasugi, M., and Anetai, M., Psoralen and other linear furanocoumarins as photoalexins in Glehnia littoralis. Phytochemistry, 47, 13-16 (1998)   DOI   ScienceOn
6 Ryu, S.Y., Kou, N.Y., Choi, H.S., Ryu, H., Kim, T.S., and Kim, K. M., Cnidicin, a coumarin, from the root of Angelica koreana, inhibits the degranulation of mast cell and the NO generation in RAW 264.7 cells. Planta Med. 67, 172-174 (2001)   DOI   ScienceOn
7 Sasaki, H., Taguchi, H., Endo, T., and Yosioka, I., The constituents Ledebouriella seseloides Wolff. I. Structures of three new chromones. Chem. Pharm. Bull., 30, 3555-3562 (1982)   DOI
8 Okuyama, E., Hasegawa, T., Matsushita, T., Fujimoto, H., Ishibashi, M., and Yamazaki, M., Analgesic components of saposhnikovia root (Saposhnikovia divaricata). Chem. Pharm. Bull., 49, 154-160 (2001)   DOI   ScienceOn
9 Zhou, P., Takaishi, Y., Drum, H., Chen, B., Honda, G, Itoh, M., Takeda, Y., Kodzhimatov, O.K, and Lee, K.-H., Coumarins and bicoumarin from Ferula sumbul: anti-HIV activity and inhibition of cytokine release. Phytochemistry, 53, 689-697 (2000)   DOI   ScienceOn
10 Razdan, T.K., Qadri, B., Harkar, S., and Waight, E. S., Chromones and coumarins from Skimmia laureola. Phytochemistry, 26, 2063-2069 (1987)   DOI   ScienceOn
11 Ryu, K.S., The chemical structure of koreanin isolated from the roots Angelica koreana Maximowicz. Yakhak Hoeji 12, 65-71 (1968)
12 Woo, W.S., Lee, C.K., and Shin, K.H., Isolation of drug metabolism modifiers from roots of Angelica koreana. Planta Med., 45, 234-236 (1982)   DOI   ScienceOn
13 Sun, B.Y., Kim, T.J., Kim, S.T., Suh, Y.B., and Kim, C.H., Systematics of Ostericum (Apiaceae) in Korea. Kor. J. Plant Tax., 30, 93-104 (2000)
14 Jung, K.Y., Oh, S.R., Park, S.H., Lee, I.S., Ahn, K.S., Lee, J.J., and Lee, H.K., Anti-complement activity of tiliroside from the flower buds of Magnolia fargesii. Biol. Pharm. Bull., 21, 1077 -1078 (1998)   DOI   ScienceOn
15 Matano, Y., Okuyama, T., Shibata, S., Hoson, M., Kawada, T., Osada, H., and Noguchi, T., Studies on coumarins of a Chinese drug 'qian-hu'; VII. Structures of new coumarin-glycosides of zihua qian-hu and effect of coumarin-glycosides on human platelet aggregation. Planta Med., 52, 135-138 (1986)   DOI   ScienceOn
16 Bae, K., Ji, J.M., Kang, J.S., and Ahn, B.Z., A cytotoxic component from Angelica koreana Radix against L1210 and HL-60 cells. Arch. Pharm. Res., 17,45-47 (1994)   DOI   ScienceOn
17 Kwon, Y.S., In, K.K., and Kim, C.M., Chemical constituents from the roots of Ostericum koreanum. Kor. J Pharmacogn. 13, 284-287 (2000)
18 Lee, Y.Y., Lee, S., Jin, J.J., and Yun-Choi, H.S., Platelet antiaggregatory effects of coumarins from the roots of Angelica genuflexa and A. gigas. Arch. Pharm. Res., 26, 723-726 (2003)   DOI   ScienceOn
19 Min, B.S., Lee, S.Y., Kim, J.H., Lee, J.K., Kim, T.J., Kim, D.H., Kim, Y.H., Joung, H., Lee, H.K, Nakamura, N., Miyashiro, H., and Hattori, M., Anti-complement activity of constituents from the stem-bark of Juglans mandshurica. Biol. Pharm. Bull., 26, 1042-1044 (2003)   DOI   ScienceOn