Isolation and Structure Elucidation of Cembranoids from a Dongsha Atoll Soft Coral Sarcophyton stellatum

被引:24
|
作者
Ahmed, Atallah F. [1 ,2 ]
Chen, Yi-Wei [1 ]
Huang, Chiung-Yao [1 ]
Tseng, Yen-Ju [1 ]
Lin, Chi-Chen [3 ]
Dai, Chang-Feng [4 ]
Wu, Yang-Chang [5 ]
Sheu, Jyh-Horng [1 ,5 ,6 ,7 ]
机构
[1] Natl Sun Yat Sen Univ, Dept Marine Biotechnol & Resources, Kaohsiung 804, Taiwan
[2] King Saud Univ, Dept Pharmacognosy, Coll Pharm, Riyadh 11451, Saudi Arabia
[3] Natl Chung Hsing Univ, Inst Biomed Sci, Taichung 402, Taiwan
[4] Natl Taiwan Univ, Inst Oceanog, Taipei 112, Taiwan
[5] Kaohsiung Med Univ, Grad Inst Nat Prod, Kaohsiung 807, Taiwan
[6] Natl Sun Yat Sen Univ, Frontier Ctr Ocean Sci & Technol, Kaohsiung 804, Taiwan
[7] China Med Univ, China Med Univ Hosp, Dept Med Res, Taichung 404, Taiwan
来源
MARINE DRUGS | 2018年 / 16卷 / 06期
关键词
soft coral; Sarcophyton stellatum; cembranoid; cytotoxic activity; anti-inflammatory activity; ORAL-CANCER CELLS; NATURAL-PRODUCTS; GLAUCUM; CRASSOCAULE; TERPENES; CYCLOOXYGENASE-2; BISCEMBRANOIDS; DITERPENES; EHRENBERGI; LACTONE;
D O I
10.3390/md16060210
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Six new polyoxygenated cembrane-based diterpenoids, stellatumolides A-C (1-3), stellatumonins A and B (4 and 5), and stellatumonone (6), were isolated together with ten known related compounds (7-16) from the ethyl acetate (EtOAc) extract of soft coral Sarcophyton stellatum. The structures of the new compounds were established by extensive spectroscopic analyses, including 1D and 2D nuclear magnetic resonance (NMR) spectroscopy and data comparison with related structures. Compounds 8 and 14 were isolated from a natural source for the first time. The isolated metabolites were shown to be not cytotoxic against a limited panel of cancer cells. Compound 9 showed anti-inflammatory activity by reducing the expression of proinflammatory cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS) proteins in lipopolysaccharide (LPS)-stimulated mouse leukaemic monocyte macrophage (RAW 264.7) cells.
引用
收藏
页数:15
相关论文
共 50 条
  • [41] Rare Cembranoids from Chinese Soft Coral Sarcophyton ehrenbergi: Structural and Stereochemical Studies
    Li, Geng
    Li, Heng
    Zhang, Quan
    Yang, Min
    Gu, Yu-Cheng
    Liang, Lin-Fu
    Tang, Wei
    Guo, Yue-Wei
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (09): : 5091 - 5098
  • [42] New Bicyclic Cembranoids from the South China Sea Soft Coral Sarcophyton trocheliophorum
    Lin-Fu Liang
    Wen-Ting Chen
    Xu-Wen Li
    He-Yao Wang
    Yue-Wei Guo
    Scientific Reports, 7
  • [43] NOVEL CEMBRANOIDS WITH A 13-MEMBERED CARBOCYCLIC SKELETON FROM A SOFT CORAL, SARCOPHYTON SPECIES
    IWAGAWA, T
    SHIBATA, Y
    OKAMURA, H
    NAKATANI, M
    SHIRO, M
    TETRAHEDRON LETTERS, 1994, 35 (45) : 8415 - 8416
  • [44] Discovery of New Anti-Inflammatory Cembranoids from a Formosan Soft Coral Sarcophyton cherbonnieri
    Peng, Chia-Chi
    Huang, Chiung-Yao
    Ahmed, Atallah F.
    Hwang, Tsong-Long
    Sheu, Jyh-Horng
    MARINE DRUGS, 2020, 18 (01)
  • [45] Crassocolides N-P, three cembranoids from the Formosan soft coral Sarcophyton crassocaule
    Wang, Guey-Horng
    Huang, Ho-Cheng
    Su, Jui-Hsin
    Huang, Chiung-Yao
    Hsu, Chi-Hsin
    Kuo, Yao-Haur
    Sheu, Jyh-Horng
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (23) : 7201 - 7204
  • [46] Secocrassumol, a seco-Cembranoid from the Dongsha Atoll Soft Coral Lobophytum crassum
    Cheng, Shi-Yie
    Wang, Shang-Kwei
    Duh, Chang-Yih
    MARINE DRUGS, 2014, 12 (12): : 6028 - 6037
  • [47] Capilloquinol: A Novel Farnesyl Quinol from the Dongsha Atoll Soft Coral Sinularia capillosa
    Cheng, Shi-Yie
    Huang, Ki-Jhih
    Wang, Shang-Kwei
    Duh, Chang-Yih
    MARINE DRUGS, 2011, 9 (09): : 1469 - 1476
  • [48] Bioactive Cembranoids from the Coral Sarcophyton trocheliophorum of Ximao Island
    Zeng, Zi-Rong
    Chen, Jing
    Wang, Hong
    Zhang, Hai-Yan
    Li, Jia
    Xu, Baofu
    Guo, Yue-Wei
    ACS OMEGA, 2022, 7 (45): : 41678 - 41686
  • [49] Crassocolides A-F, cembranoids with a trans-fused lactone from the soft coral Sarcophyton crassocaule
    Huang, Ho-Cheng
    Ahmed, Atallah F.
    Su, Jui-Hsin
    Chao, Chih-Hua
    Wu, Yang-Chang
    Chiang, Michael Y.
    Sheu, Jyh-Horng
    JOURNAL OF NATURAL PRODUCTS, 2006, 69 (11): : 1554 - 1559
  • [50] Cytotoxic and anti-inflammatory diterpenoids from the Dongsha Atoll soft coral Sinularia flexibilis
    Shih, Huei-Jyun
    Tseng, Yen-Ju
    Huang, Chiung-Yao
    Wen, Zhi-Hong
    Dai, Chang-Feng
    Sheu, Jyh-Horng
    TETRAHEDRON, 2012, 68 (01) : 244 - 249