Synthesis of the Naturally Occurring (-)-1,3,5-Tri-O-Caffeoylquinic Acid

被引：7
|
作者：
Brummond, Kay M. [1 ]
DeForrest, Jolie E. [1 ]
机构：
[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
来源：
SYNLETT | 2009年 / 09期
基金：
美国国家卫生研究院;
关键词：
reverse transcriptase; ribonuclease H; (-)-1,3,5-tri-O-caffeoylquinic acid; (-)-quinic acid; RECENT PROGRESS; RNASE-H; DERIVATIVES; FORSKOLIN; ANALOGS;
D O I：
10.1055/s-0029-1217183
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Ribonuclease H (RNase H) is an essential component to the replication of human immunodeficiency virus (HIV), and only a few inhibitors of this enzyme are known. Millenia Hope Pharmaceuticals Inc. found that (-)-1,3,5-tri-O-caffeoylquinic acid is a potent RNase H inhibitor and antiviral agent. A facile route leading to this inhibitor from commercially available (-)-quinic acid is reported within.
引用
收藏
页码：1517 / 1519
页数：3
相关论文
共 50 条
  • [21] A new and short synthesis of naturally occurring 1-deoxy-L-gulonojirimycin from tri-O-benzyl-D-glucal
    Ganesan, Muthupandian
    Ramesh, Namakkal G.
    TETRAHEDRON LETTERS, 2010, 51 (42) : 5574 - 5576
  • [22] NATURALLY OCCURRING ACETYLENES .3. SYNTHESIS OF (+L-)-HELENYNOLIC ACID
    PATRICK, TB
    MELM, GF
    JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (04): : 645 - 646
  • [23] SYNTHESES OF 5-METHYL ETHERS OF NATURALLY OCCURRING ISOPENTENYLATED 1,3,5-TRIHYDROXYXANTHONES
    ANAND, SM
    JAIN, AC
    TETRAHEDRON, 1972, 28 (04) : 987 - &
  • [24] SYNTHESIS OF 3 NATURALLY-OCCURRING DIISPROPYLMETHYLPHENOLS
    RAMANAMMA, CV
    DINGE, AS
    PAKNIKAR, SK
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1989, 28 (06): : 517 - 519
  • [25] L-SORBOSE BENZOATES - SYNTHESIS OF 1,3,5-TRI-O-BENZOYL-ALPHA-L-SORBOPYRANOSE
    TEGLIA, MC
    CADENAS, RA
    CARBOHYDRATE RESEARCH, 1971, 19 (02) : 223 - &
  • [26] Synthesis of analogues of naturally occurring 3-O-(β-D-glucopyranosyl)-fagomine
    Werner, Lukas
    Kniezo, Ladislav
    Dvorakova, Hana
    TETRAHEDRON LETTERS, 2007, 48 (04) : 609 - 612
  • [27] Expedient Synthesis of Alphitolic Acid and Its Naturally Occurring 2-O-Ester Derivatives
    Park, Somin
    Cho, Jihee
    Jeon, Hongjun
    Sung, Sang Hyun
    Lee, Seunghee
    Kim, Sanghee
    JOURNAL OF NATURAL PRODUCTS, 2019, 82 (04): : 895 - 902
  • [28] Synthesis and structure of 1,3,5-tri(tert.-butyl)- benzenemolybdenumtricarbonyl
    Kirillova, N.I.
    Frenkel, A.S.
    Monin, E.A.
    Magomedov, G.K.
    Gusev, A.I.
    Kisin, A.V.
    Bulycheva, E.V.
    Metalloorganicheskaya Khimiya, 1992, 5 (05):
  • [29] Hypervalent iodine oxidation of 1,3,5-tri-substituted pyrazolines: A facile synthesis of 1,3,5-trisubstituted pyrazoles
    Singh, SP
    Kumar, D
    Prakash, O
    Kapoor, RP
    SYNTHETIC COMMUNICATIONS, 1997, 27 (15) : 2683 - 2689
  • [30] Anti-Wrinkling Effect of 3,4,5-tri-O-caffeoylquinic Acid from the Roots of Nymphoides peltata through MAPK/AP-1, NF-κB, and Nrf2 Signaling in UVB-Irradiated HaCaT Cells
    Kim, Tae-Young
    Park, No-June
    Jo, Beom-Geun
    Lee, Bum Soo
    Keem, Min-Ji
    Kwon, Taek-Hwan
    Kim, Ki Hyun
    Kim, Su-Nam
    Yang, Min Hye
    ANTIOXIDANTS, 2023, 12 (10)
12345