Browse > Article

Chemical Constituents of Saposhnikovia divaricata  

Kim, So-Jun (College of Pharmacy, Seoul National University)
Chin, Young-Won (College of Pharmacy, Seoul National University)
Yoon, Kee-Dong (College of Pharmacy, Seoul National University)
Ryu, Min-Youl (College of Pharmacy, Seoul National University)
Yang, Min-Hye (College of Pharmacy, Seoul National University)
Lee, Je-Hyun (College of Oriental Medicine, Dongguk University)
Kim, Jin-Woong (College of Pharmacy, Seoul National University)
Publication Information
Korean Journal of Pharmacognosy / v.39, no.4, 2008 , pp. 357-364 More about this Journal
Abstract
The roots of Saposhnikovia divaricata Schischk. (Umbelliferae) have been known to possess analgesic, anti-inflammatory, anti-parasitic and anti-bacterial activities, and used for curing headaches, fever and arthralgia. In this study, we aimed to isolate active constituents to provide phytochemical data for the quality control of this plant. Nine coumarins, eight chromones, three sterols and a coumarolignan were isolated from EtOAc-soluble fraction of the roots of S. divaricata through repetive column chromatography method using silica gel, ODS gel, Sephadex-LH 20, MPLC and HPLC. By analyses of spectroscopic data and comparison of their data with those of published values, the compounds were identified as 3'-O-angeloylhamaudol (1), ${\beta}$-sitosterol (2), marmesin (3), phellopterin (4), anomalin (5), imperatorin (6), xanthotoxin (7), deltoin (8), bergapten (9), stigmasterol (10), ledebouriellol (11), hamaudol (12), 8'-epicleomiscosin A (13), xanthoarnol (14), cimifugin (15), 5-O-methylvisamminol (16), daucosterol (17), 4'-O-${\beta}$-D-glucosyl-5-O-methylvisamminol (18), nodakenin (19), sec-O-glucosylhamaudol (20), prim-O-glucosylcimifugin (21). Among them, 8'-epicleomiscosin (13) was firstly reported from Umbelliferae family and xanthoarnol (14) and nodakenin (19) were isolated from this plant for the first time.
Keywords
Umbellifera; Saposhnikovia divaricata; coumarins; chromones; sterols; coumarolignan;
Citations & Related Records

Times Cited By SCOPUS : 4
연도 인용수 순위
1 배기환, 한국의 약용식물, 교학사, 1999, p 380
2 Bergendorff, O., Kim, D., Nielsen, M., Shan, R., Witt, R., Ai, J. and Sterner, O. (1997) Furanocoumarins with affinity to brain benzodiazepine receptors in vitro. Phytochemistry, 44: 1121- 1124   DOI   ScienceOn
3 Tosun, A., Baba, M., Bahadir, O. and Okuyama, T. (2006) Coumarins isolated from the roots of Seseli resinosum in Turkey. Pharm. Biol., 44: 528-533   DOI   ScienceOn
4 Chang, I.M., Yun, H.S. and Yamasaki, K. (1981) Revison of $^{13}C$ NMR assignment of $\beta$-sitosterol and $\beta$-sitosteryl-3-O-$\beta$-D-glucopyranoside isolated from Plantago asiatica seed. Kor. J. Pharmacog., 12: 12-24
5 Muller, M., Byres, M., Jaspars, M., Kumarasamy, Y., Mid-dletonlutfunnaha, M., Shoeb, M. and Sarker, S. (2004) 2D NMR spectroscopic analyses of archangelicin from the seeds of Angelica archangelica. Acta Pharm., 54: 154-160
6 Kuo, Y., Lin, Y., Huang, C., Shu, J. and Tsai, W. (2002) A Tumor Cell Growth Inhibitor from Saposhnikovae divaricata. Cancer Invest. 20: 955-964   DOI   ScienceOn
7 Shimizu, N., Tomoda, M., Gonda, R., Kanari, M., Takanash, N. and Takanash, N. (1989) The major arabinogalactan having activity on the reticuloendothelial system from the roots and rhizomes of Saposhnikovia divaricata. Chem. Pharm. Bull., 27: 1329-1332
8 Sun, A., Feng, L. and Liuv, R. (2006) Preparative isolation and purification of prim-O-glucosyl-cinmifugin and 4'-O-$\beta$-D-glucosyl-5-O-methylvisamminol from Radix Saposhnikoviae by high speed countercurrent chromatography. J. Liq. Chromatogra. Relat. Technol., 29: 751-759   DOI   ScienceOn
9 Hagemeier, J., Batz, O., Schmidt, J., Wray, V., Hahlbrock, K. and Strack, D. (1999) Accumulation of phthalides in elicitor-treated cell suspension cultures of Petroselinum crispum. Phytochemistry, 51: 629-635   DOI   ScienceOn
10 Okuyana, E., Hsegawa, T., Matsushita, T., Fujimoto, H., Ishibashi, M. and Yamazaki, M. (2001) Analgesic Components of Saposhnikovia Root (Saposhnikovia divaricata). Chem. Pharm. Bull., 49: 3555-3562
11 Li, Y., Luo, F., Peng, S., Liang, J. and Ding, L. (2006) A new dihydroisocoumarin from the rhizomes of Notopterygium forbesii. Nat. Prod. Res., 20: 860-865   DOI   ScienceOn
12 Wang, C., Ghen, L. and Yang, L. (1999) Inducible nitric oxide synthase inhibitor of the Chinese herb I. Saposhnikovia divaricata (Turcz.) Schischk, Cancer Lett., 145: 151-157   DOI   ScienceOn
13 Zou, Y., Lobera, M. and Snider, B. (2004) Synthesis of 2,3-dihydro-3-hydroxy-2-hydroxylalkylbenzofurans from epoxy aldehydes. One-step syntheses of brosimacutin G, vaginidiol, vaginol, smyrindiol, xanthoarnol, and avicenol A. biomimetic syntheses of angelicin and psoralen. J. Org. Chem., 70: 1761-1770
14 Sasaki, D., Taguchi, H., Endo, T. and Itiro, I. (1982) The constituents of Ledebouriella seseloides WOLFF. I. structures of three new chromones. Chem. Pharm. Bull., 30: 3555-3562   DOI
15 Ahmad, V., Ullah, F., Hussain, J., Farooq, U., Zubair, M., Khan, M. and Choudhary, M. (2004) Tyrosinase Inhibitors from Rhododendron collettianum and their structure-activity relationship (SAR) studies. Chem. Pharm. Bull., 52: 1458-1461   DOI   ScienceOn
16 Goad, L. and Akihisa, T. Analysis of sterol, Blackid Academic & Professional, London (1997)
17 Susidarti, R., Rahmani, M., Ali, A., Sukari, M., Ismail, H., Kulip, J. and Waterman, P. (2007) 8-Methoxycapnolactone and stigmasterol from Micromelum minutum. Indonesian J. Pharm., 18: 105-109
18 Ishii, H., Ishikawa, T., Sekiguchi, H. and Hosoya, K. (1973) Xanthoarnol: A new dihydrofuranocoumarin. Chem. Pharm. Bull., 21: 2346-2348   DOI
19 권동렬, 김진주, 이제현, 전훈, 한약 유통 및 저장학, 정담, 2007, p205