Sponge-Derived 24-Homoscalaranes as Potent Anti-Inflammatory Agents

被引:10
作者
Peng, Bo-Rong [1 ,2 ,3 ]
Lai, Kuei-Hung [4 ,5 ]
Chang, Yu-Chia [5 ]
Chen, You-Ying [3 ,6 ]
Su, Jui-Hsin [3 ,7 ]
Huang, Yusheng M. [8 ]
Chen, Po-Jen [9 ]
Yu, Steve Sheng-Fa [2 ,10 ]
Duh, Chang-Yih [1 ,6 ]
Sung, Ping-Jyun [3 ,6 ,7 ,11 ,12 ]
机构
[1] Natl Sun Yat Sen Univ, Doctoral Degree Program Marine Biotechnol, Kaohsiung 804201, Taiwan
[2] Acad Sinica, Doctoral Degree Program Marine Biotechnol, Taipei 115201, Taiwan
[3] Natl Museum Marine Biol & Aquarium, Pingtung 944401, Taiwan
[4] Taipei Med Univ, Coll Pharm, Grad Inst Pharmacognosy, Taipei 110301, Taiwan
[5] Chang Gung Univ Sci & Technol, Res Ctr Chinese Herbal Med, Coll Human Ecol, Taoyuan 333324, Taiwan
[6] Natl Sun Yat Sen Univ, Dept Marine Biotechnol & Resources, Kaohsiung 804201, Taiwan
[7] Natl Dong Hwa Univ, Grad Inst Marine Biol, Pingtung 944401, Taiwan
[8] Natl Penghu Univ Sci & Technol, Dept Marine Recreat, Magong 880011, Penghu, Taiwan
[9] Providence Univ, Dept Cosmet Sci, Taichung 433303, Taiwan
[10] Acad Sinica, Inst Chem, Taipei 115201, Taiwan
[11] China Med Univ Hosp, Chinese Med Res & Dev Ctr, Taichung 404333, Taiwan
[12] Kaohsiung Med Univ, Grad Inst Nat Prod, Kaohsiung 807377, Taiwan
关键词
24-homoscalarane; sesterterpenoid; lendenfeldarane; Lendenfeldia; anti-neutrophilic inflammation; superoxide anion; NADPH oxidase; elastase release; MARINE SPONGE; LENDENFELDIA; SESTERTERPENES;
D O I
10.3390/md18090434
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Scalarane-type sesterterpenoids are known for their therapeutic potential in cancer treatments. However, the anti-inflammatory properties of this class of metabolites remain elusive. Our current work aimed to investigate the anti-inflammatory scalaranes from marine spongeLendenfeldiasp., resulting in the isolation of six new 24-homoscalaranes, lendenfeldaranes E-J (1-6). The structures of the new metabolites were determined by extensive spectroscopic analyses, and the absolute configuration of1was established by electronic circular dichroism (ECD) calculations. Compounds2and3were discovered to individually reduce the generation of superoxide anions, and compound1displayed an inhibitor effect on the release of elastase. These three compounds were proven to be the first anti-neutrophilic scalaranes.
引用
收藏
页数:12
相关论文
共 24 条
  • [1] Cytotoxic scalarane-type sesterterpenes from the Saudi Red Sea sponge Hyrtios erectus
    Alarif, Walied M.
    Al-Lihaibi, Sultan S.
    Ghandourah, Mohamed A.
    Orif, Mohamed I.
    Basaif, Salim A.
    Ayyad, Seif-Eldin N.
    [J]. JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2016, 18 (06) : 611 - 617
  • [2] HOMOSCALARANE SESTERTERPENES FROM LENDENFELDIA-FRONDOSA
    ALVI, KA
    CREWS, P
    [J]. JOURNAL OF NATURAL PRODUCTS, 1992, 55 (07): : 859 - 865
  • [3] Cytotoxic Sesterterpenoids from a Sponge Hippospongia sp.
    Chang, Yu-Chia
    Tseng, Shang-Wei
    Liu, Li-Lian
    Chou, Yalan
    Ho, Yuan-Shing
    Lu, Mei-Chin
    Su, Jui-Hsin
    [J]. MARINE DRUGS, 2012, 10 (05) : 987 - 997
  • [4] Targeting allosteric site of AKT by 5,7-dimethoxy-1,4-phenanthrenequinone suppresses neutrophilic inflammation
    Chen, Po-Jen
    Ko, I-Ling
    Lee, Chia-Lin
    Hu, Hao-Chun
    Chang, Fang-Rong
    Wu, Yang-Chang
    Leu, Yann-Lii
    Wu, Chih-Ching
    Lin, Cheng-Yu
    Pan, Chang-Yu
    Tsai, Yung-Fong
    Hwang, Tsong-Long
    [J]. EBIOMEDICINE, 2019, 40 : 528 - 540
  • [5] New sesterterpenes from Madagascan Lendenfeldia sponges
    Chill, L
    Rudi, A
    Aknin, M
    Loya, S
    Hizi, A
    Kashman, Y
    [J]. TETRAHEDRON, 2004, 60 (47) : 10619 - 10626
  • [6] Cytotoxic metabolites from an Indonesian sponge Lendenfeldia sp.
    Dai, Jingqiu
    Liu, Yang
    Zhou, Yu-Dong
    Nagle, Dale G.
    [J]. JOURNAL OF NATURAL PRODUCTS, 2007, 70 (11): : 1824 - 1826
  • [7] SCALARANE-TYPE BISHOMOSESTERTERPENES FROM THE SPONGE PHYLLOSPONGIA-FOLIASCENS
    FU, X
    ZENG, LM
    SU, JY
    PAIS, M
    POTIER, P
    [J]. JOURNAL OF NATURAL PRODUCTS, 1992, 55 (11): : 1607 - 1613
  • [8] Gonzalez M A., 2010, Curr. Bioact. Compd, V6, P178, DOI 10.2174/157340710793237362
  • [9] Cytotoxic scalarane sesterterpenes from a Korean marine sponge Psammocinia sp.
    Hahn, Dongyup
    Won, Dong Hwan
    Mun, Bora
    Kim, Hiyoung
    Han, Chulkyeong
    Wang, Weihong
    Chun, Taeho
    Park, Sunhee
    Yoon, Dajeong
    Choi, Hyukjae
    Nam, Sang-Jip
    Ekins, Merrick
    Chin, Jungwook
    Kang, Heonjoong
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (08) : 2336 - 2339
  • [10] 5 NEW C-26 TETRACYCLIC TERPENES FROM A SPONGE (LENDENFELDIA SP)
    KAZLAUSKAS, R
    MURPHY, PT
    WELLS, RJ
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1982, 35 (01) : 51 - 59