Secocrassumol, a seco-Cembranoid from the Dongsha Atoll Soft Coral Lobophytum crassum

被引：20
作者：
Cheng, Shi-Yie [1 ]
Wang, Shang-Kwei [2 ]
Duh, Chang-Yih [3 ,4 ]
机构：
[1] Natl Univ Kaohsiung, Dept Life Sci, Kaohsiung 811, Taiwan
[2] Kaohsiung Med Univ, Dept Microbiol, Kaohsiung 807, Taiwan
[3] Natl Sun Yat Sen Univ, Dept Marine Biotechnol & Resources, Kaohsiung 804, Taiwan
[4] Kaohsiung Med Univ, Grad Inst Nat Prod, Kaohsiung 807, Taiwan
来源：
MARINE DRUGS | 2014年 / 12卷 / 12期
关键词：
Lobophytum crassum; seco-cembranoid; Mosher's acylation; antiviral activity; NATURAL-PRODUCTS; RED-SEA; DITERPENES; DERIVATIVES; TERPENOIDS; CHEMISTRY; DURUM; OCTOCORALLIA; COLLECTION;
D O I：
10.3390/md12126028
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Chemical investigations on the Dongsha Atoll soft coral Lobophytum crassum led to the purification of a new seco-cembranoid, secocrassumol. The structural elucidation was established by extensive NMR, HRESIMS and CD data. The absolute configuration at C-12 was determined as S using a modified Mosher's acylation. Secocrassumol differs from previously known marine seco-cembranoid in that it possesses an unprecedented skeleton functionalized at C11-C12 bond cleavage. Secocrassumol showed antiviral activity against human cytomegalovirus (HCMV) with an IC50 value of 5.0 mu g/mL.
引用
收藏
页码：6028 / 6037
页数：10
相关论文
共 37 条
  • [1] Blunt JW, 2013, NAT PROD REP, V30, P237, DOI [10.1039/c2np20112g, 10.1039/d0np00089b]
  • [2] Bowden B.F., 1984, AUST J CHEM, V34, P545
  • [3] THE STRUCTURES OF 4 ISOMERIC DIHYDROFURAN-CONTAINING CEMBRANOID DITERPENES FROM SEVERAL SPECIES OF SOFT CORAL
    BOWDEN, BF
    COLL, JC
    HEATON, A
    KONIG, G
    BRUCK, MA
    CRAMER, RE
    KLEIN, DM
    SCHEUER, PJ
    [J]. JOURNAL OF NATURAL PRODUCTS, 1987, 50 (04): : 650 - 659
  • [4] STUDIES OF AUSTRALIAN SOFT CORALS .33. NEW CEMBRANOID DITERPENES FROM A LOBOPHYTUM SPECIES
    BOWDEN, BF
    COLL, JC
    TAPIOLAS, DM
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1983, 36 (11) : 2289 - 2295
  • [5] Durumolides A-E, anti-inflammatory and antibacterial cembranolides from the soft coral Lobophytum durum
    Cheng, Shi-Yie
    Wen, Zhi-Hong
    Chiou, Shu-Fen
    Hsu, Chi-Hsin
    Wang, Shang-Kewi
    Dai, Chang-Feng
    Chiang, Michael Y.
    Duh, Chang-Yih
    [J]. TETRAHEDRON, 2008, 64 (41) : 9698 - 9704
  • [6] α-Tocopherols from the Formosan Soft Coral Lobophytum crassum
    Cheng, Shi-Yie
    Lin, Shih-Tseng
    Wang, Shang-Kwei
    Duh, Chang-Yih
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2011, 84 (07) : 783 - 787
  • [7] Unprecedented Hemiketal Cembranolides with Anti-inflammatory Activity from the Soft Coral Lobophytum durum
    Cheng, Shi-Yie
    Wen, Zhi-Hong
    Wang, Shang-Kwei
    Chiou, Shu-Fen
    Hsu, Chi-Hsin
    Dai, Chang-Feng
    Chiang, Michael Y.
    Duh, Chang-Yih
    [J]. JOURNAL OF NATURAL PRODUCTS, 2009, 72 (01): : 152 - 155
  • [8] Anti-inflammatory cembranolides from the soft coral Lobophytum durum
    Cheng, Shi-Yie
    Wen, Zhi-Hong
    Wang, Shang-Kwei
    Chiou, Shu-Fen
    Hsu, Chi-Hsin
    Dai, Chang-Feng
    Duh, Chang-Yih
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (11) : 3763 - 3769
  • [9] CHEMISTRY OF COELENTERATES .1. OCCURRENCE OF TERPENOID COMPOUNDS IN GORGONIANS
    CIERESZKO, LS
    SIFFORD, DH
    WEINHEIMER, AJ
    [J]. ANNALS OF THE NEW YORK ACADEMY OF SCIENCES, 1960, 90 (03) : 917 - 919
  • [10] THE CHEMISTRY AND CHEMICAL ECOLOGY OF OCTOCORALS (COELENTERATA, ANTHOZOA, OCTOCORALLIA)
    COLL, JC
    [J]. CHEMICAL REVIEWS, 1992, 92 (04) : 613 - 631
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