Hikiokoshins A-I, diterpenes from the leaves of Isodon japonicus

Phytochemistry

Volumn 102, Issue , 2014, Pages 205-210

  Tanaka, Naonobu ^a   Tsuji, Eri ^a   Sakai, Kanae ^b   Gonoi, Tohru ^b   Kobayashi, Jun'Ichi ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

^b CHIBA UNIVERSITY   (Japan)

Author keywords

Diterpenes; Hikiokoshins A I; Isodon japonicus; Lamiaceae

Indexed keywords

ISODON; ISODON JAPONICUS; LAMIACEAE;

ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; DITERPENE;

ANIMAL; BACTERIUM; CHEMISTRY; CONFORMATION; DRUG EFFECTS; FUNGUS; HUMAN; ISODON; ISOLATION AND PURIFICATION; MOUSE; PLANT LEAF; STEREOISOMERISM; TUMOR CELL LINE;

ANIMALS; ANTI-BACTERIAL AGENTS; ANTIFUNGAL AGENTS; BACTERIA; CELL LINE, TUMOR; DITERPENES; FUNGI; HUMANS; ISODON; MICE; MOLECULAR CONFORMATION; PLANT LEAVES; STEREOISOMERISM;

EID: 84899446208     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2014.03.001     Document Type: Article

References (24)

1. S. Abe, N. Tanaka, and J. Kobayashi Prenylated acylphloroglucinols, chipericumins A-D, from Hypericum chinense J. Nat. Prod. 75 2012 484 488
2. Y.-Z. Chen, Y. Li, and J. Yue Diterpenoids from Rabdosia gaponica var. glaucocalyx J. Nat. Prod. 52 1989 886 887
3. X.-M. Gao, X. Luo, J.-X. Pu, Y.-L. Wu, Y. Zhao, L.B. Yang, F. He, X.N. Li, W.-L. Xiao, G.-Q. Chen, and H.-D. Sun Antiproliferative diterpenoids from the leaves of Isodon rubescens Planta Med. 77 2011 169 174
4. Q.-B. Han, S. Cheung, J. Tai, C.-F. Qiao, J.-Z. Song, T.-F. Tso, H.-D. Sun, and H.-X. Xu Maoecrystal Z, a cytotoxic diterpene from Isodon eriocalyx with a unique skeleton Org. Lett. 8 2006 4727 4730
5. S.-X. Huang, W.-L. Xiao, L.-M. Li, S.-H. Li, Y. Zhou, L.-S. Ding, L.-G. Lou, and H.-D. Sun Bisrubescensins A-C: three new dimeric ent-kauranoids isolated from Isodon rubescens Org. Lett. 8 2006 1157 1160
6. T. Isobe, T. Kamikawa, and T. Kubota Bitter components from the leaves of Isodon species Nippon Kagaku Kaishi 11 1972 2143 2148
7. B. Jiang, A.-J. Hou, M.-L. Li, S.-H. Li, Q.-B. Han, S.-J. Wang, Z.-W. Lin, and H.-D. Sun Cytotoxic ent-kaurane diterpenoids from Isodon sculponeata Planta Med. 68 2002 921 925
8. L.-M. Li, G.-Y. Li, L.-S. Ding, L.-B. Yang, Y. Zhao, J.-X. Pu, W.-L. Xiao, Q.-B. Han, and H.-D. Sun ent-Kaurane diterpenoids from Isodon nervosus J. Nat. Prod. 71 2008 684 688
9. C.-X. Liu, Q.-Q. Yin, H.-C. Zhou, Y.-L. Wu, J.-X. Pu, L. Xia, W. Liu, X. Huang, T. Jiang, M.-X. Wu, L.-C. He, Y.-X. Zhao, X.-L. Wang, W.-L. Xiao, H.-Z. Chen, Q. Zhao, A.-W. Zhou, L.-S. Wang, H.-D. Sun, and G.-Q. Chen Adenanthin targets peroxiredoxin I and II to induce differentiation of leukemic cells Nat. Chem. Biol. 8 2012 486 493
10. Y.-H. Shen, Z.-Y. Wen, G. Xu, W.-L. Xiao, L.-Y. Peng, Z.-W. Lin, and H.-D. Sun Cytotoxic ent-kaurane diterpenoids from Isodon eriocalyx Chem. Biodivers. 2 2005 1665 1672
11. H.-D. Sun, S.-X. Huang, and Q.-B. Han Diterpenoids from Isodon species and their biological activities Nat. Prod. Rep. 23 2006 673 698
12. Y. Takeda, T. Ichihara, and H. Otsuka Studies on the diterpenoids of Rabdosia longituba (Miq.) Hara: structures of a new bitter diterpenoid, rabdolongin A, and the absolute stereochemistry of rabdolongin B (=maoecrystal D) Chem. Pharm. Bull. 36 1988 2079 2083
13. Y. Takeda, T. Fujita, H.-D. Sun, Y. Minami, M. Ochi, and C.-C. Chen Revision of the structures of isodonal, rabdolasional and related diterpenoids Chem. Pharm. Bull. 38 1990 1877 1880
14. Y. Takeda, and T. Matsumoto Longirabdolide C, a new diterpenoid from Rabdosia longituba J. Nat. Prod. 57 1994 650 653
15. N. Tanaka, Y. Kakuguchi, H. Ishiyama, T. Kubota, and J. Kobayashi Yezo'otogirins A-C, new tricyclic terpenoids from Hypericum yezoense Tetrahedron Lett. 50 2009 4747 4750
16. N. Tanaka, T. Mamemura, S. Abe, K. Imabayashi, Y. Kashiwada, Y. Takaishi, T. Suzuki, Y. Takebe, T. Kubota, and J. Kobayashi Biyouxanthones A-D, prenylated xanthones from roots of Hypericum chinense Heterocycles 80 2010 613 621
17. N. Tanaka, S. Abe, K. Hasegawa, M. Shiro, and J. Kobayashi Biyoulactones A-C, new pentacyclic meroterpenoids from Hypericum chinense Org. Lett. 13 2011 5488 5491
18. N. Tanaka, S. Abe, and J. Kobayashi Biyoulactones D and E, meroterpenoids from Hypericum chinense Tetrahedron Lett. 53 2012 1507 1510
19. H. Nagai, Y. Mikami, K. Yazawa, T. Gonoi, and T. Yasumoto Biological activities of novel polyether antifungals, gambieric acids A and B from a marine dinoflagellate Gambierdiscus toxicus J. Antibiot. 46 1993 520 522
20. X.-R. Wang, H.-P. Hu, H.-P. Wang, S.-Q. Wang, S. Ueda, and T. Fujita Nervosanins A and B, and ent-kauranoids from Isodon nervosus Phytochemistry 37 1994 1367 1370
21. F.L. Yan, L.B. Zhang, J.X. Zhang, and H.D. Sun Two new diterpenoids from Isodon serra Chin. Chem. Lett. 18 2007 1383 1385
22. A.-H. Zhao, Y. Zhang, Z.-H. Xu, J.-W. Liu, and W. Jia Immunosuppressive ent-kaurene diterpenoids from Isodon serra Helv. Chim. Acta 87 2004 3160 3166
23. M. Zhou, H.-B. Zhang, W.-G. Wang, N.-B. Gong, R. Zhan, X.-N. Li, X. Du, L.-M. Li, Y. Li, Y. Lu, J.-X. Pu, and H.-D. Sun Scopariusic acid, a new meroditerpenoid with a unique cyclobutane ring isolated from Isodon scoparius Org. Lett. 15 2013 4446 4449
24. J. Zou, X. Du, G. Pang, Y.-M. Shi, W.-G. Wang, R. Zhan, L.-M. Kong, X.-N. Li, Y. Li, J.-X. Pu, and H.-D. Sun Ternifolide A, a new diterpenoid possessing a rare macrolide motif from Isodon ternifolius Org. Lett. 14 2012 3210 3213