The first A-nor-hippuristanol and two novel 4,5-secosuberosanoids from the Gorgonian Isis hippuris

被引:44
作者
Sheu, JH [1 ]
Chao, CH
Wang, GH
Hung, KC
Duh, CY
Chiang, MY
Wu, YC
Wu, CC
机构
[1] Natl Sun Yat Sen Univ, Dept Marine Resources, Kaohsiung 804, Taiwan
[2] Hsing Kuo Univ, Ctr Gen Educ, Tainan 709, Taiwan
[3] Natl Sun Yat Sen Univ, Dept Chem, Kaohsiung 804, Taiwan
[4] Kaohsiung Med Univ, Sch Chem, Kaohsiung 807, Taiwan
关键词
Isis hippuris; coral; A-nor-22-epi-hippurin-2 alpha-carboxylic acid; isishippuric acid A; isishippuric acid B;
D O I
10.1016/j.tetlet.2004.07.001
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first A-nor-hippuristanol, A-nor-22-epi-hippurin-2alpha-carboxylic acid (1), and two 4,5-secosuberosane sesquiterpenoids, isishippuric acids A and B (2 and 3), have been isolated from the gorgonian coral Isis hippuris. Those structures were deduced by extensive I D and 2D NMR studies. The structure of I was further supported by a single crystal X-ray diffraction analysis. Isishippuric acid B has been shown to exhibit potent cytotoxicity toward a limited panel of cancer cells. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6413 / 6416
页数:4
相关论文
共 10 条
  • [1] New cytotoxic steroids from the gorgonian Isis hippuris.: Structure-activity studies
    González, N
    Barral, MA
    Rodríguez, J
    Jiménez, C
    [J]. TETRAHEDRON, 2001, 57 (16) : 3487 - 3497
  • [2] 18-OXYGENATED POLYFUNCTIONAL STEROIDS FROM THE GORGONIAN ISIS-HIPPURIS
    HIGA, T
    TANAKA, J
    TACHIBANA, K
    [J]. TETRAHEDRON LETTERS, 1981, 22 (29) : 2777 - 2780
  • [3] HIPPURISTANOLS, CYTO-TOXIC POLYOXYGENATED STEROIDS FROM THE GORGONIAN ISIS-HIPPURIS
    HIGA, T
    TANAKA, J
    TSUKITANI, Y
    KIKUCHI, H
    [J]. CHEMISTRY LETTERS, 1981, (11) : 1647 - 1650
  • [4] KAZLAUSKAS R, 1977, TETRAHEDRON LETT, P4439
  • [5] METABOLITES OF THE GORGONIAN ISIS-HIPPURIS FROM INDIA
    RAO, CB
    RAMANA, KV
    RAO, DV
    FAHY, E
    FAULKNER, DJ
    [J]. JOURNAL OF NATURAL PRODUCTS, 1988, 51 (05): : 954 - 958
  • [6] Hippuristerones E-I, new polyoxygenated steroids from the gorgonian coral Isis hippuris
    Sheu, JH
    Huang, LF
    Chen, SP
    Yang, YL
    Sung, PJ
    Wang, GH
    Su, JH
    Chao, CH
    Hu, WP
    Wang, JJ
    [J]. JOURNAL OF NATURAL PRODUCTS, 2003, 66 (07): : 917 - 921
  • [7] Hippuristerone A, a novel polyoxygenated steroid from the gorgonian Isis hippuris
    Sheu, JH
    Chen, SP
    Sung, PJ
    Chiang, MY
    Dai, CF
    [J]. TETRAHEDRON LETTERS, 2000, 41 (41) : 7885 - 7888
  • [8] New cytotoxic sesquiterpenes from the gorgonian Isis hippuris
    Sheu, JH
    Hung, KC
    Wang, GH
    Duh, CY
    [J]. JOURNAL OF NATURAL PRODUCTS, 2000, 63 (12): : 1603 - 1607
  • [9] New polyoxygenated steroids exhibiting reversal of multidrug resistance from the gorgonian Isis hippuris
    Tanaka, J
    Trianto, A
    Musman, M
    Issa, HH
    Ohtani, II
    Ichiba, T
    Higa, T
    Yoshida, WY
    Scheuer, PJ
    [J]. TETRAHEDRON, 2002, 58 (32) : 6259 - 6266
  • [10] TANAKA J, 1982, CHEM LETT, P1295, DOI 10.1246/cl.1982.1295