RSS-Feed abonnieren
DOI: 10.1055/s-0029-1185537
© Georg Thieme Verlag KG Stuttgart · New York
Dibenzocyclooctadiene Lignans and Lanostane Derivatives from the Roots of Kadsura coccinea and their Protective Effects on Primary Rat Hepatocyte Injury Induced by t-Butyl Hydroperoxide
Publikationsverlauf
received Sept. 22, 2008
revised February 26, 2009
accepted March 4, 2009
Publikationsdatum:
06. April 2009 (online)
Abstract
A new dibenzocyclooctadiene lignan, acetylepigomisin R (1), and a new 3,4-seco-lanostane-type triterpene, seco-coccinic acid F (2), along with three known dibenzocyclooctadiene lignans, isovaleroylbinankadsurin A (3), kadsuralignan J (4), and binankadsurin A (5), and one lanostane-type triterpene, 20(R),24(E)-3-oxo-9β-lanosta-7,24-dien-26-oic acid (6), were isolated from the methanol extract of the Kadsura coccinea roots. Their structures were elucidated on the basis of spectroscopic evidence including ESI‐MS, HR‐EI‐MS, 1D and 2D NMR. The protective effects of these compounds were evaluated in primary cultured rat hepatocytes intoxicated with 1.2 mM t-butyl hydroperoxide. Compounds 1, 3, and 5 showed protective effects with ED50 values of 135.7, 26.1, and 79.3 µM, respectively.
Key words
Kadsura coccinea - Schisandraceae - acetylepigomisin R - seco‐coccinic acid F - primary cultured rat hepatocytes - hepatoprotective activity
- Supporting Information for this article is available online at
- Supporting Information .
References
- 1 Chi V V. The dictionary of Vietnamese medicinal plants. Hanoi; Hanoi Medicine Publishing House 1999: 800-801
- 2 Bich D H, Chung D Q, Chuong B X, Dong N T, Dam D T, Hien P V, Lo V N, Mai P D, Man P K, Nhu D T, Tap N, Toan T. The medicinal plants and animals in Vietnam, Vol. II. Hanoi; Hanoi Science and Technology Publishing House 2004: 350-351
- 3 Li H, Wang L, Miyata S, Kitanaka S. Kadsuracoccinic acids A–C, ring-A seco-lanostane triterpenes from Kadsura coccinea and their effects on embryonic cell division of Xenopus laevis. J Nat Prod. 2008; 71 739-741
- 4 Wang N, Li Z, Song D, Li W, Fu H, Koike K, Pei Y, Jing Y, Hua H. Lanostane-type triterpenoids from the roots of Kadsura coccinea. J Nat Prod. 2008; 71 990-994
- 5 Li H, Wang L, Yang Z, Kitanaka S. Kadsuralignans H–K from Kadsura coccinea and their nitric oxide production inhibitory effects. J Nat Prod. 2007; 70 1999-2002
- 6 Li H R, Feng Y L, Yang Z G, Wang J, Daikonya A, Kitanaka S, Kitanaka S, Xu L Z, Yang S L. New lignans from Kadsura coccinea and their nitric oxide inhibitory activities. Chem Pharm Bull. 2006; 54 1022-1025
- 7 Li H, Feng Y, Yang Z, Zhou Z, Xu L, Daikonya A, Wang J, Kitanaka S, Yang S. New lignans from Kadsura coccinea and their nitric oxide inhibitor activities. Heterocycles. 2006; 68 1259-1265
- 8 Jing A, Li Y S. Progress in studies on chemical constituents and pharmacological activities of Kadsura coccinea. Chem Bioeng (Huaxue Yu Shengwu Gongcheng). 2005; 22 7-9
- 9 Park E J, Zhao Y Z, Kim Y C, Sohn D H. Protective effect of (S)-bakuchiol from Psoralea corylifolia on rat liver injury in vitro and in vivo. Planta Med. 2005; 71 508-513
- 10 Chen Y G, Qin G W, Xie Y Y. Dibenzocyclooctadiene lignans from Schisandra propinqua. Chem J Chin Univ (Gaodeng Xuexiao Huaxue Xuebao). 2001; 22 1518-1520
- 11 Ikeya Y, Taguchi H, Yosioka I. The constituents of Schizandra chinensis Baill. XII. Isolation and structure of a new lignan, gomisin R, the absolute structure of wuweizisu C and isolation of chisantherin D. Chem Pharm Bull. 1982; 30 3207-3211
- 12 Ikeya Y, Taguchi H, Yosioka I, Kobayashi H. The constituents of Schizandra chinensis Baill. V. The structures of four new lignans, gomisin N, gomisin O, epigomisin O and gomisin E, and transformation of gomisin N to deangeloylgomisin B. Chem Pharm Bull. 1979; 27 2695-2709
- 13 Chen Y G, Xie Y Y, Cheng K F, Cheung K K, Qin G W. Compounds from Kadsura ananosma. Phytochemistry. 2001; 58 1277-1280
- 14 Li L N, Xue H, Li X. Three new dibenzocyclooctadiene lignans from Kadsura longipedunculata. Planta Med. 1991; 57 169-171
- 15 Ookawa N, Ikeya Y, Sugama K, Taguchi H, Maruno M. Dibenzocyclooctadiene lignans from Kadsura japonica. Phytochemistry. 1995; 39 1187-1191
- 16 Das M F, Da Silva G F, Francisco R HP, Gray A I, Lechat J R, Waterman P G. Lanost-7-en triterpenes from stem bark of Santiria trimera. Phytochemistry. 1990; 29 1629-1632
- 17 Modrianský M, Ulrichová J, Bachleda P, Anzenbacher P, Anzenbacherová E, Walterová D, Simánek V. Human hepatocyte-a model for toxicological studies. Functional and biochemical characterization. Gen Physiol Biophys. 2000; 19 223-235
Prof. Dr. Young Ho Kim
College of Pharmacy
Chungnam National University
Daejeon 305-764
Korea
Telefon: + 82 4 28 21 59 33
Fax: + 82 4 28 23 65 66
eMail: yhk@cnu.ac.kr
- www.thieme-connect.de/ejournals/toc/plantamedica