Total synthesis of tanshinone IIA

被引:7
作者
Huang, He [1 ]
Song, Chuanjun [1 ]
Wang, Zhen [1 ]
Li, Mengyang [1 ]
Chang, Junbiao [1 ]
机构
[1] Zhengzhou Univ, Coll Chem, Zhengzhou 450001, Peoples R China
关键词
Tanshinone IIA; Total synthesis; Furan; Acyloin; HYDROGEN-PEROXIDE; ACTIVATION; CHEMISTRY; FACILE; INHIBITION; APOPTOSIS; CELLS;
D O I
10.1016/j.tetlet.2020.152102
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel synthetic route toward tanshinone IIA has been developed. Key steps involve a base mediated furan ring formation, and an acyloin condensation reaction to construct the ortho-quinone ring. (C) 2020 Elsevier Ltd. All rights reserved.
引用
收藏
页数:4
相关论文
共 47 条
  • [11] SYNTHESIS OF 3-METHYLFUROQUINONES
    HUOT, R
    BRASSARD, P
    [J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1974, 52 (01): : 88 - 94
  • [12] Tanshinone IIA inhibits LPS-induced NF-κB activation in RAW 264.7 cells:: Possible involvement of the NIK-IKK, ERK1/2, p38 and JNK pathways
    Jang, Seon
    Kim, Hyung Jin
    Kim, Young-Jun
    Jeong, Seung-Il
    You, Yong-Ouk
    [J]. EUROPEAN JOURNAL OF PHARMACOLOGY, 2006, 542 (1-3) : 1 - 7
  • [13] Tanshinones and mental diseases: from chemistry to medicine
    Javeda, Sana
    Tariqa, Ameema
    Ahmed, Touqeer
    Budzynska, Barbara
    Tejada, Silvia
    Daglia, Maria
    Nabavi, Seyed Fazel
    Sobarzo-Sanchez, Eduardo
    Nabavi, Seyed Mohammad
    [J]. REVIEWS IN THE NEUROSCIENCES, 2016, 27 (08) : 777 - 791
  • [14] Divergent Syntheses of Carbazole Alkaloids
    Ji, Feixiang
    Huang, He
    Li, Mengyang
    Guo, Yanqin
    Song, Chuanjun
    Chang, Junbiao
    [J]. SYNTHESIS-STUTTGART, 2018, 50 (19): : 3921 - 3926
  • [15] Facile and efficient total synthesis of (±)-cryptotanshinone and tanshinone IIA
    Jiang, YY
    Li, Q
    Lu, W
    Cai, JC
    [J]. TETRAHEDRON LETTERS, 2003, 44 (10) : 2073 - 2075
  • [16] Facile construction of 3-hydroxyphenanthrene-1,4-diones: key intermediates to tanshinone I and its A-ring-modified analogue
    Jiao, Mingkun
    Ding, Chunyong
    Zhang, Ao
    [J]. TETRAHEDRON, 2014, 70 (18) : 2976 - 2981
  • [17] Room Temperature Carbonylation of (Hetero) Aryl Pentafluoro-benzenesulfonates and Triflates using Palladium-Cobalt Bimetallic Catalyst: Dual Role of Cobalt Carbonyl
    Joseph, Jayan T.
    Sajith, Ayyiliath M.
    Ningegowda, Revanna C.
    Shashikanth, Sheena
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (03) : 419 - 425
  • [18] KAKISAWA H, 1968, TETRAHEDRON LETT, P3783
  • [19] KAKISAWA H, 1968, CHEM COMMUN, P1327
  • [20] ULTRASOUND-PROMOTED CYCLOADDITIONS IN THE SYNTHESIS OF SALVIA-MILTIORRHIZA ABIETANOID ORTHO-QUINONES
    LEE, J
    SNYDER, JK
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (17) : 4995 - 5008