Browse > Article

Lignans from the Stem Barks of Kalopanax septemlobus  

Hong, Seong-Su (College of Pharmacy, Chungbuk National University)
Han, Xiang-Hua (College of Pharmacy, Chungbuk National University)
Hwang, Ji-Sang (College of Pharmacy, Chungbuk National University)
Lee, Kyong-Soon (College of Pharmacy, Chungbuk National University)
Lee, Myung-Koo (College of Pharmacy, Chungbuk National University)
Ro, Jai-Seup (College of Pharmacy, Chungbuk National University)
Hwang, Bang-Yeon (College of Pharmacy, Chungbuk National University)
Publication Information
Natural Product Sciences / v.12, no.4, 2006 , pp. 201-204 More about this Journal
Abstract
Four lignans were isolated from the $CH_2Cl_2-soluble$ fraction of the stem barks of Kalopanax septemlobus and their structures were established as (-)-7R,8S-dehydrodiconiferyl alcohol (1), (-)-simulanol (2), (-)-secoisolariciresinol (3), and $({\pm})-liriodendrin$ (4) based on the spectroscopic methods including MS, $^1H-$ and $^{13}C-NMR$ spectral data.
Keywords
Kalopanax septemlobus; Araliacaea; (-)-7R,8S-dehydrodiconiferyl alcohol; (-)-simulanol; (-)-secoisolariciresinol; $({\pm})-liriodendrin$;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By SCOPUS : 2
연도 인용수 순위
1 Hong, S.S., Han, D.I., Hwang, B.Y., Choi, W.H., Kang, H.S., Lee, M.K., Lee, D.K. Lee, K.S., and Ro, J.S. Chemical components from the stem barks of Kalopanax septemlobus. Kor. J. Pharmacogn., 32, 302-306 (2001)   과학기술학회마을
2 Jung, K.Y., Son, K.H., and Do, J.C., Flavonol glycosides from the leaves of Kalopanax pictum. Kor. J. Pharmacogn., 23, 280-282 (1992)   과학기술학회마을
3 Kim, D.H., Yu, K.W., and Bae, E.A., Metabolism of kalopanaxsaponin B and H by human intestinal bacteria and antidiabetic activity of their metabolites. Biol. Pharm. Bull., 21, 360-365 (1998a)   DOI   ScienceOn
4 Kim, D.W., Bang, K.H., Rhee, Y.H., Lee, K.T., and Park, H.J., Growth inhibitory activities of kalopanaxsaponins A and I against human pathogenic fungi. Arch. Pharm. Res., 21, 688-691 (1998b)   DOI   ScienceOn
5 Kim, Y.K., Kim, R.G., Park, S.J., Ha, J.H., Choi, J.W., Park, H.J., and Lee, K.T., In vitro antiinflammatory activity of kalopanaxsaponin A isolated from Kalopanax pictus in murine macrophage RAW 264.7 cells. Biol. Pharm. Bull., 25, 472-476 (2002)   DOI   ScienceOn
6 Lee, M.W., Kim, S.U., and Hahn, D.R., Antifungal activity of modified hederagenin glycosides from the leaves of Kalopanax pictum var. chinense. Biol. Pharm. Bull., 24, 718-719 (2001)   DOI   ScienceOn
7 Li, D.W., Hyun, J.E., Jeong, C.S., Kim, Y.S., and Lee, E.B., Antiinflammatory activity of ${\alpha}$-hederin methyl ester from the alkaline hydrolysate of the butanol fraction of Kalopanax pictus bark extract. Biol. Pharm. Bull., 26, 429-433 (2003)   DOI   ScienceOn
8 Park, H.J., Kim, D.H., and Choi, J.W., A potent anti-diabetic agent from Kalopanax pictus. Arch. Pharm. Res., 21, 24-29 (1998)   DOI
9 Porzel, A., Sung, T.V., Schmidt, J., Lischewski, M., and Adam, G., Studies on the chemical contituents of Kalopanax septemlobus. Planta Med., 58, 481-482 (1992)   DOI   ScienceOn
10 Shao, C.J., Kasai, R., Ohtani, K., Tanaka, O., and Kohda, H., Saponins from leaves of Kalopanax pictus (Thunb.) Nakai, Harigiri: Structures of kalopanax saponins JLa and JLb. Chem. Pharm. Bull., 38, 1087-1089 (1990)   DOI
11 Choi, J., Han, Y.N., Lee, K.T., Park, K.Y., Kwak, T.S., Kwon. S.H., and Park, H.J., Anti-lipid peroxidative principles from the stem bark cf Kalopanax pictus Nakai. Arch. Pharm. Res., 24, 536-540 (2001)   DOI   ScienceOn
12 Shao, C.J., Kasai, R., Ohtani, K., Xu, J.D., and Tanaka, O., Saponins from leaves of Kalopanax septemlobus (Thunb.) Koidz.: Structures of kalopanaxsaponins La, Lb and Lc. Chem. Pharm. Bull., 37, 3251-3254 (1989a)   DOI
13 Tan, R.X., Jakupovic, J., and Jia, Z.J., Aromatic constituents from Vladimiria souliei. Planta Med., 56, 475-477 (1990)   DOI   ScienceOn
14 Yeo, H., Chin, Y.W., Park, S.Y., and Kim, J., Lignans of Rosa multiflora roots. Arch. Pharm. Res., 27, 287-290 (2004)   DOI   ScienceOn
15 Yuen, M.S. M., Xue, F., Mak, T.C. W., and Wong, H.N.C., On the absolute structure of optically active neolignans containing a dihydrobenzo[b]furan skeleton. Tetrahedron, 54, 12429-12444 (1998)   DOI   ScienceOn
16 Shin, J.S., Kim, Y.M., Hong, S.S., Kang, H.S., Yang, Y.J., Lee, D.K., Hwang, B.Y., Ro, J.S., and Lee, M.K., Induction of neurite outgrowth by (-)-(7R,8S)-dihydrodehydrodiconiferyl alcohol from PC12 cells. Arch. Pharm. Res., 28, 1337-1340 (2005)   과학기술학회마을   DOI
17 Li, D.W., Lee, E.B., Kang, S.S., Hyun, J.E., and Whang, W.K., Activity-guided isolation of saponins from Kalopanax pictus with anti-inflammatory activity. Chem. Pharm. Bull., 50, 900-903 (2002)   DOI   ScienceOn
18 Sano, K., Sanada, S., Ida, Y., and Shoji, J., Studies on the constituents of the bark of Kalopanax pictus Nakai. Chem. Pharm. Bull., 39, 865-870 (1991)   DOI
19 Li, S., Iliefski, T., Lundquist, K., and Wallis, A.F.A., Reassignment of relative stereochemistry at C-7 and C-8 in arylcoumaran neolignans. Phytochemistry, 46, 929-934 (1997)   DOI   ScienceOn
20 Park, H.J., Kwon, S.H., Lee, J.H., Lee, K.H., Miyamoto, K., and Lee, K.T., Kalopanaxsaponin A is a basic saponin structure for the anti-tumor activity of hederagenin monodesmosides. Planta Med., 67, 118-121 (2001)   DOI   ScienceOn
21 Kim, D.H., Bae. E.A., Han, M.J., Park, H.J., and Choi, J.W., Metabolism of kalopanaxsaponin K by human intestinal bacteria and antirheumatoid arthritis activity of their metabolites. Biol. Pharm. Bull., 25, 68-71 (2002)   DOI   ScienceOn
22 Lee, K.T., Sohn, I.C., Park, H.J., Kim, D.W., Jung, G.O., and Park, K.Y., Essential moiety for antimutagenic and cytotoxic activity of hederagenin monodesmosides and bisdesmosides isolated from the stem bark of Kalopanax pictus. Planta Med., 66, 329-332 (2000)   DOI   ScienceOn
23 Xie, L.H., Akao, T., Hamasaki, K., Deyama, T., and Hattori, M., Biotransformation of pinoresinol diglucoside to mammalian lignans by human intestinal microflora, and isolation of Enterococcus faecalis strain PDG-1 responsible for the transformation of (+)-pinoresinol to (+)-lariciresinol. Chem. Pharm. Bull., 51, 508-515 (2003)   DOI   ScienceOn
24 Yang, Y.P., Cheng, M.J., Teng, C.M., Chang, Y.L., Tsai, I.L., and Chen, I.S. Chemical and anti-platelet constituents from Formosan Zanthoxylum simulans. Phytochemistry, 61, 567-572 (2002)   DOI   ScienceOn
25 Jung, B.S. and Shin, M.K., Encyclopedia of illustrated Korean natural drugs. Young Lim Sa, Seoul, pp. 437-438 (1990)
26 Agrawal, P.K. and Rastogi, R.P., Two lignans from Cedrus deodara. Phytochemistry, 21, 1459-1461 (1982)   DOI   ScienceOn
27 Shao, C.J., Kasai, R., Xu, J.D., and Tanaka, O., Saponins from roots of Kalopanax septemlobus (Thunb.) Koidz., Ciqiu: Structures of kalopanaxsaponin C, D, E, and F. Chem. Pharm. Bull., 37, 311-314 (1989b)   DOI