(S)-4-[(3aR,4S,7aR)-4-Methoxy-6-methyl-3-methylene-2-oxo-2,3,3a,4,7,7a-hexahydrobenzofuran-5-yl]pentyl Acetate

被引:0
|
作者
Guo, Xin [1 ]
Gao, Jin-Ming [1 ]
Tang, Jiang-Jiang [1 ]
机构
[1] Northwest A&F Univ, Coll Sci, Yangling 712100, Peoples R China
基金
中国国家自然科学基金;
关键词
1-O-acetylbritannilactone; etherification; cytotoxicity;
D O I
10.3390/M890
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new etherified 1-O-acetylbritannilactone (ABL) analogue 2 was semi-synthesized by a mild etherification reaction. The structure of the newly synthesized analogue was identified by H-1-NMR, C-13-NMR and HR-ESI-MS analysis. 2 exhibited similar cytotoxicity against HCT116, SGC-7901 and HeLa human cancer cell lines with ABL.
引用
收藏
页数:4
相关论文
共 50 条
  • [1] Synthesis and Structures of Two Functionalized Isobenzofurans: (3aR,7aR,4S,5S)-1,3,3a,4,5,7a-Hexahydro-5-methyl-3-oxoisobenzofuran-4-carboxylic acid and (3aα,4β,7β,7aα)-4-[(Acetyloxy)methyl]-3a,4,7,7a-tetrahydro-7-methyl-1,3-isobenzofurandione
    George D. Bennett
    Lauren R. Bringman
    Elise M. Wildman
    Kraig A. Wheeler
    [J]. Journal of Chemical Crystallography, 2010, 40 : 76 - 79
  • [2] Synthesis and Structures of Two Functionalized Isobenzofurans: (3aR,7aR,4S,5S)-1,3,3a,4,5,7a-Hexahydro-5-methyl-3-oxoisobenzofuran-4-carboxylic acid and (3aα,4β,7β,7aα)-4-[(Acetyloxy)methyl]-3a, 4,7,7a-tetrahydro-7-methyl-1,3-isobenzofurandione
    Bennett, George D.
    Bringman, Lauren R.
    Wildman, Elise M.
    Wheeler, Kraig A.
    [J]. JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2010, 40 (01) : 76 - 79
  • [3] (3aR*,4S*,5S*,7aR*)-4-nitrobenzoic acid 5-methyl-1,3,3a,4,5,7a-hexahydroisobenzo-furan-4-yl ester
    Batey, RA
    Lin, D
    Lough, AJ
    [J]. ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1997, 53 : 1721 - 1723
  • [4] Syntheses, crystal structures and Hirshfeld surface analyses of (3aR,4S,7R,7aS)-2-(pertluoropyricim-4-yl)-3a,4,7,7a-tetrahydro-4,7-methanoisomanie-1,3-dione and (3aR,4S,7R,7aS)-2-[(pertluoropyrKim-4-yl)oxy]-3a,4,7,7a-tetrahydro-4,7-metnanoisoindole-1,3-dione
    Peloquin, Andrew J.
    Balaich, Gary, I
    Iacono, Scott T.
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2019, 75 : 1153 - +
  • [5] (3aR*,6S*,7aR*)-7a-Chloro-6-methyl-2-(4-methylphenylsulfonyl)-2,3,3a,6,7,7a-hexahydro-3a,6-epoxy-1H-isoindole
    Temel, Ersin
    Demircan, Aydin
    Beyazova, Gozde
    Buyukgungor, Orhan
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1102 - +
  • [6] 4,4′-Diiodo-2,2′-[(3aR,7aR)-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3-benzimidazole-1,3-diyl)bis(methylene)]diphenol
    Rivera, Augusto
    Quiroga, Diego
    Rios-Motta, Jaime
    Fejfarova, Karla
    Dusek, Michal
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O2256 - U1932
  • [7] CONFIGURATION AND CONFORMATION OF (3S,3AR,4R,7S,7AS)-4-METHYL-7-(2-PROPYL)-2-OXO-2,3,3A,4,5,6,7,7A-OCTAHYDRO-3-BENZO-FURANCARBOXYLIC ACID
    ADOVASIO, V
    NARDELLI, M
    CHELUCCI, G
    SABA, A
    [J]. ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1995, 51 : 2166 - 2169
  • [8] 4,4′-Dichloro-2,2′-[(3aR,7aR/3aS,7aS)-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3-benzimidazole-1,3diyl)bis(methylene)]diphenol
    Rivera, Augusto
    Quiroga, Diego
    Rios-Motta, Jaime
    Dusek, Michal
    Fejfarova, Karla
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O2643 - U1192
  • [9] N-Benzyl-4-methyl-N-[(3aR*,4R*,-7aR*)-6,6,7a-trimethylperhydroinden-4-yl]benzenesulfonamide
    Hollmann, C
    Schürmann, M
    Preut, H
    Eilbracht, P
    [J]. ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2000, 56 : E352 - E352
  • [10] rac-Methyl (3aR*, 4S*, 5R*, 7aR*)-5,7a-bis(acetyloxy)-3-oxo-2-phenylocta-hydro-1H-isoindole-4-carboxylate
    Toze, Flavien A. A.
    Nikitina, Eugeniya V.
    Zaytsev, Vladimir P.
    Zubkov, Fedor I.
    Khrustalev, Victor N.
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O1555 - +