A new rearranged dolabellane diterpene from the soft coral Clavularia inflata

被引:7
作者
Alea, Glenn V. [1 ]
Bowden, Bruce F. [2 ]
Ragasa, Consolacion Y. [1 ]
机构
[1] De La Salle Univ, Dept Chem, Manila 1004, Philippines
[2] James Cook Univ, Sch Pharm & Mol Sci, Douglas, Qld 4811, Australia
关键词
Clavularia inflata; diterpenes; (3Z,5E,1S*,7S,12aS*)-1-isopropyl,6,12a-dimethyl-10-methylene-1,2,4,7,8,9,11,12,12a-nonahydrocyclopentacycloun decen-7-ol;
D O I
10.1080/14786410701640528
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A new dolabellane type diterpene 1 has been isolated through its acetate 1a. The structure of 1a was elucidated by extensive 1D and 2D NMR spectroscopy and confirmed by mass spectrometry. The structure of 1 was deduced by comparison of its NMR spectral data with those of 1a, while its relative stereochemistry was deduced by NOESY. The absolute stereochemistry of C-7 was determined by analyses of 1 separately esterified with R and S O-mandelic acids.
引用
收藏
页码:814 / 819
页数:6
相关论文
共 11 条
  • [1] NOVEL SPONGE-DERIVED AMINO-ACIDS .11. THE ENTIRE ABSOLUTE STEREOCHEMISTRY OF THE BENGAMIDES
    ADAMCZESKI, M
    QUINOA, E
    CREWS, P
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (01) : 240 - 242
  • [2] STUDIES OF AUSTRALIAN SOFT CORALS .8. CHEMICAL AND CRYSTALLOGRAPHIC STUDY OF A NOVEL BICYCLIC DITERPENE ALCOHOL WITH A REARRANGED SKELETON FROM AN UNKNOWN SPECIES OF SOFT CORAL
    BOWDEN, BF
    COLL, JC
    MITCHELL, SJ
    STOKIE, GJ
    BLOUNT, JF
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1978, 31 (09) : 2039 - 2047
  • [3] STUDIES OF AUSTRALIAN SOFT CORALS .20. A NEW SESQUITERPENE FURAN FROM SOFT CORALS OF THE FAMILY XENIIDAE AND AN EXAMINATION OF CLAVULARIA-INFLATA FROM NORTH QUEENSLAND WATERS
    BOWDEN, BF
    BRAEKMAN, JC
    COLL, JC
    MITCHELL, SJ
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1980, 33 (04) : 927 - 932
  • [4] CHEMICAL STUDIES OF MARINE-INVERTEBRATES .28. DITERPENES FROM CLAVULARIA-INFLATA (COELENTERATA, OCTOCORALLIA, STOLONIFERA)
    BRAEKMAN, JC
    DALOZE, D
    SCHUBERT, R
    ALBERICCI, M
    TURSCH, B
    KARLSSON, R
    [J]. TETRAHEDRON, 1978, 34 (10) : 1551 - 1556
  • [5] BRAEKMAN JC, 1981, TETRAHEDRON, V74, P179
  • [6] Cytotoxic dolabellane diterpenes from the formosan soft coral Clavularia inflata
    Duh, CY
    Chia, MC
    Wang, SK
    Chen, HJ
    El-Gamal, AAH
    Dai, CF
    [J]. JOURNAL OF NATURAL PRODUCTS, 2001, 64 (08): : 1028 - 1031
  • [7] INFLATENE, AN ICHTHYOTOXIC C-12 HYDROCARBON FROM THE STOLONIFERAN SOFT CORAL CLAVULARIA-INFLATA VAR LUZONIANA
    IZAC, RR
    FENICAL, W
    WRIGHT, JM
    [J]. TETRAHEDRON LETTERS, 1984, 25 (13) : 1325 - 1328
  • [8] New dolabellanes from the Taiwanese soft coral Clavularia inflata
    Shen, YC
    Pan, YL
    Ko, CL
    Kuo, YH
    Chen, CY
    [J]. JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2003, 50 (3A) : 471 - 476
  • [9] Su JY, 1996, CHINESE SCI BULL, V41, P1877
  • [10] ZENG Z, 1996, ZHONGSHAN DAXUE XUEB, V35, P168