Sesquiterpene isocyanides, isothiocyanates, thiocyanates, and formamides from the Thai sponge Halichondria sp.

被引:15
|
作者
Prawat, Hunsa [1 ]
Mahidol, Chulabhorn [1 ,2 ]
Kaweetripob, Wirongrong [1 ]
Prachyawarakorn, Vilailak [1 ]
Tuntiwachwuttikul, Pittaya [3 ]
Ruchirawat, Somsak [1 ,2 ]
机构
[1] Chulabhorn Res Inst, Kamphaeng Phet 6 Rd, Bangkok 10210, Thailand
[2] Minist Educ, CHE, Ctr Excellence Environm Hlth & Toxicol EHT, Kamphaeng Phet 6 Rd, Bangkok 10210, Thailand
[3] Phuket Rajabhat Univ, Fac Sci & Technol, Lab Nat Prod Chem, Phuket 83000, Thailand
关键词
Sesquiterpenes; Isocyanides; Isothiocyanates; Thiocyanates; Formamides; Thai sponge; Halichondria; NITROGENOUS SESQUITERPENES; AXINYSSA-APLYSINOIDES; TERPENOID ISOCYANIDE; COLORIMETRIC ASSAY; COOCCURRENCE; METABOLITES;
D O I
10.1016/j.tet.2016.05.060
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nine new nitrogenous sesquiterpenes (1-9) were isolated together with 11 known compounds (10-20) from the Thai marine sponge Halichondria sp. The structures of the isolated compounds were determined on the basis of extensive NMR studies and high-resolution MS measurements as well as comparison with literature data. Sixteen of these metabolites were evaluated for cytotoxic activity against six tumor cell lines. (C) 2016 Published by Elsevier Ltd.
引用
收藏
页码:4222 / 4229
页数:8
相关论文
共 50 条
  • [31] New sesquiterpene and brominated metabolites from the tropical marine sponge Dysidea sp.
    Cameron, GM
    Stapleton, BL
    Simonsen, SM
    Brecknell, DJ
    Garson, MJ
    TETRAHEDRON, 2000, 56 (29) : 5247 - 5252
  • [32] Iodo-sesquiterpene hydroquinone and brominated indole alkaloids from the Thai sponge Smenospongia sp
    Prawat, Hunsa
    Mahidol, Chulabhorn
    Kaweetripob, Wirongrong
    Wittayalai, Sawangjitt
    Ruchirawat, Somsak
    TETRAHEDRON, 2012, 68 (34) : 6881 - 6886
  • [33] Bromotyrosine alkaloids with acetylcholinesterase inhibitory activity from the Thai sponge Acanthodendrilla sp.
    Sirimangkalakitti, N.
    Yokoya, M.
    Changwichit, K.
    Saesong, T.
    Olatunji, O. J.
    Chamni, S.
    Chanvorachote, P.
    Ingkaninan, K.
    Plubrukarn, A.
    Saito, N.
    Suwanborirux, K.
    PLANTA MEDICA, 2016, 82
  • [34] Bromotyrosine Alkaloids with Acetylcholinesterase Inhibitory Activity from the Thai Sponge Acanthodendrilla sp.
    Sirimangkalakitti, Natchanun
    Olatunji, Opeyemi J.
    Changwichit, Kanokwan
    Saesong, Tongchai
    Chamni, Supakarn
    Chanvorachote, Pithi
    Ingkaninan, Kornkanok
    Plubrukarn, Anuchit
    Suwanborirux, Khanit
    NATURAL PRODUCT COMMUNICATIONS, 2015, 10 (11) : 1945 - 1949
  • [35] (+)- and (-)-Spongiterpene, a pair of new valerenane sesquiterpene enantiomers from the marine sponge Spongia Sp.
    Liang, Yong-Qian
    Liao, Xiao-Jian
    Zhao, Bing-Xin
    Xu, Shi-Hai
    NATURAL PRODUCT RESEARCH, 2021, 35 (13) : 2178 - 2183
  • [36] New nitrogenous germacranes from a Thai marine sponge, Axinyssa n. sp.
    Satitpatipan, V
    Suwanborirux, K
    JOURNAL OF NATURAL PRODUCTS, 2004, 67 (03): : 503 - 505
  • [37] Halishigamides A-D, new cytotoxic oxazole-containing metabolites from Okinawan sponge Halichondria sp.
    Kobayashi, J
    Tsuda, M
    Fuse, H
    Sasaki, T
    Mikami, Y
    JOURNAL OF NATURAL PRODUCTS, 1997, 60 (02): : 150 - 154
  • [38] 2 NEW SESQUITERPENE ISOTHIOCYANATES FROM THE MARINE SPONGE ACANTHELLA-KLETHRA
    KONIG, GM
    WRIGHT, AD
    STICHER, O
    FRONCZEK, FR
    JOURNAL OF NATURAL PRODUCTS, 1992, 55 (05): : 633 - 638
  • [39] The biosynthesis of sesquiterpene isocyanides and isothiocyanates in the marine sponge Acanthella cavernosa (Dendy);: Evidence for dietary transfer to the dorid nudibranch Phyllidiella pustulosa
    Dumdei, EJ
    Flowers, AE
    Garson, MJ
    Moore, CJ
    COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY A-MOLECULAR & INTEGRATIVE PHYSIOLOGY, 1997, 118 (04): : 1385 - 1392
  • [40] Maribacter halichondriae sp. nov., isolated from the marine sponge Halichondria panicea, displays features of a sponge-associated life style
    Steiner, Leon X.
    Wiese, Jutta
    Rahn, Tanja
    Borchert, Erik
    Slaby, Beate M.
    Hentschel, Ute
    ANTONIE VAN LEEUWENHOEK INTERNATIONAL JOURNAL OF GENERAL AND MOLECULAR MICROBIOLOGY, 2024, 117 (01):