Spongian diterpenes from Chinese marine sponge Spongia officinalis

被引：20
作者：
Han, Guan-Ying [1 ,2 ]
Sun, Dong-Yu [1 ,3 ]
Liang, Lin-Fu [1 ,5 ]
Yao, Li-Gong [1 ]
Chen, Kai-Xian [1 ,4 ]
Guo, Yue-Wei [1 ,4 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zu Chong Zhi Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China
[2] Jinzhou Med Univ, Affiliated Hosp 1, 2 Renmin Rd, Jinzhou 121001, Peoples R China
[3] Jinzhou Med Univ, Sch Pharmaceut Sci, Jinzhou 121001, Peoples R China
[4] Qingdao Natl Lab Marine Sci & Technol, Open Studio Drugabil Res Marine Nat Prod, 1 Wenhai Rd, Qingdao 266237, Peoples R China
[5] Cent South Univ Forestry & Technol, Coll Mat Sci & Engn, Changsha 410004, Hunan, Peoples R China
来源：
FITOTERAPIA | 2018年 / 127卷
关键词：
Spongia officinalis; Diterpene; 3-Nor-spongian; Absolute configuration; NATURAL-PRODUCTS; APLYSILLA-ROSEA; CONSTITUENTS; METABOLITES; DISCOVERY; MATAMATA;
D O I：
10.1016/j.fitote.2018.02.010
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
3-Nor-spongiolide A (1), belonging to the extremely rare 3-nor-spongian carbon skeleton, and spongiolides A (2) and B (3), having gamma-butenolide instead of furan ring as usual for ring D, together with six related known metabolites were isolated from South China Sea sponge Spongia officinalis as its metabolic components. Their structures were elucidated on the basis of extensive spectroscopic analysis. The absolute configurations of three new compounds 1-3 were determined by ECD calculations.
引用
收藏
页码：159 / 165
页数：7
相关论文
共 30 条
  • [1] SpecDis: Quantifying the Comparison of Calculated and Experimental Electronic Circular Dichroism Spectra
    Bruhn, Torsten
    Schaumloeffel, Anu
    Hemberger, Yasmin
    Bringmann, Gerhard
    [J]. CHIRALITY, 2013, 25 (04) : 243 - 249
  • [2] CHEMISTRY OF SPONGES .4. SPONGIAN DITERPENES FROM HYATELLA-INTESTINALIS
    CAMBIE, RC
    CRAW, PA
    STONE, MJ
    BERGQUIST, PR
    [J]. JOURNAL OF NATURAL PRODUCTS, 1988, 51 (02): : 293 - 297
  • [3] CAPELLE N, 1980, B SOC CHIM BELG, V89, P399
  • [4] DESILVA ED, 1982, HETEROCYCLES, V17, P167
  • [5] Gonzalez M., 2007, Curr. Bioact. Compd, V3, P1, DOI DOI 10.2174/157340707780126534
  • [6] Total syntheses and synthetic studies of spongiane diterpenes
    Gonzalez, Miguel A.
    [J]. TETRAHEDRON, 2008, 64 (03) : 445 - 467
  • [7] Gross H, 2009, NAT PROD COMMUN, V4, P315
  • [8] NEW SPONGIAN DITERPENOIDS FROM A GREAT-BARRIER-REEF SPONGE, SPONGIA SP
    GUNASEKERA, SP
    SCHMITZ, FJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (03) : 1250 - 1253
  • [9] Synthesis of (±)-Spongiolactone Enabling Discovery of a More Potent Derivative
    Harvey, Natalie L.
    Krysiak, Joanna
    Chamni, Supakarn
    Cho, Sung Wook
    Sieber, Stephan A.
    Romo, Daniel
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (04) : 1425 - 1428
  • [10] Bioactive isoquinolinequinone alkaloids from the South China Sea nudibranch Jorunna funebris and its sponge-prey Xestospongia sp.
    Huang, Ren-Yong
    Chen, Wen-Ting
    Kurtan, Tibor
    Mandi, Attila
    Ding, Jian
    Li, Jia
    Li, Xu-Wen
    Guo, Yue-Wei
    [J]. FUTURE MEDICINAL CHEMISTRY, 2016, 8 (01) : 17 - 27
123