Synthesis and Characterization of 4-Aryl-4H-chromenes from H-Cardanol

被引：0
|
作者：
Rao, Hulluru Surya Prakash [1 ]
Kamalraj, Mani [1 ]
机构：
[1] Pondicherry Univ, Dept Chem, Pondicherry 605014, India
来源：
NATURAL PRODUCT COMMUNICATIONS | 2014年 / 9卷 / 09期
关键词：
H-Cardanol; Nitroketene; Electrophilic substitution; 4-Aryl-4H-chromenes; NUT SHELL LIQUID; THROUGHPUT SCREENING ASSAY; APOPTOSIS INDUCERS; HTS ASSAY; DISCOVERY; SERIES; AGENTS; DERIVATIVES; POLYMERS; OIL;
D O I：
暂无
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
We have synthesized and characterized a variety of fat-soluble, low-melting and medicinally useful 4-aryl-4H-chromenes from H-cardanol (side-chain perhydrogenated cardanol, 3-pentadecylphenol), a renewable and low-cost product from locally grown cashew nut trees (Anacardium occidentale L.). We incorporated H-cardanol into the aromatic rings of either 4H-chromene or phenol, or both. Substitution of C4SMe in N-methyl-4-(methylthio)-3-nitro-4Hchromene-2-amines with H-cardanol was regio-specific at the C6 position.
引用
收藏
页码：1333 / 1340
页数：8
相关论文
共 50 条
  • [31] A synthesis of carbonyl-substituted 4-aryl-4H-benzo[h]chromenes based on a three-component condensation of α-naphthol, aromatic aldehydes, and β-enaminones
    Irina А. Semenova
    Vitaly А. Osyanin
    Dmitry V. Osipov
    Yuri N. Klimochkin
    Chemistry of Heterocyclic Compounds, 2022, 58 : 656 - 660
  • [32] A synthesis of carbonyl-substituted 4-aryl-4H-benzo[h]chromenes based on a three-component condensation of α-naphthol, aromatic aldehydes, and β-enaminones
    Semenova, Irina A.
    Osyanin, Vitaly A.
    Osipov, Dmitry V. V.
    Klimochkin, Yuri N. N.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2022, 58 (11) : 656 - 660
  • [33] Discovery, SAR and in vivo activity of 4-aryl-4H-chromenes as a new series of apoptosis inducers using a cell- and caspase-based high throughput screening assay.
    Kemnitzer, W
    Kasibhatia, S
    Jiang, SC
    Zhang, H
    Wang, Y
    Zhao, JH
    Jia, SJ
    Herich, J
    Labreque, D
    Storer, R
    Meerovitch, K
    Bouffard, D
    Rej, R
    Denis, R
    Blais, C
    Lamothe, S
    Attardo, G
    Gourdeau, H
    Tseng, B
    Drewe, J
    Cai, SX
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U28 - U28
  • [34] Synthesis of 2-amino-3-cyano-4H-chromenes
    Sammelson, Robert E.
    McClurg, Ryan W.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
  • [35] Synthesis of novel substituted 4H-chromenes and their antioxidant screening
    Abdelgawad, Mohamed A.
    Elshemy, Heba A. H.
    Abdellatif, Khaled R. A.
    Omar, Hany A.
    Journal of Chemical and Pharmaceutical Research, 2013, 5 (01) : 387 - 394
  • [36] Convenient access to 4,4-disubstituted 4H-chromenes. Synthesis of 4-methyl-4-(4-methoxyphenyl)-benzo[h]-4H-chromene
    DeKeukeleire, D
    Saeyens, W
    SYNTHETIC COMMUNICATIONS, 1996, 26 (23) : 4397 - 4402
  • [37] Ring-closing metathesis for the synthesis of 2H- and 4H-chromenes
    van Otterlo, WAL
    Ngidi, EL
    Kuzvidza, S
    Morgans, GL
    Moleele, SS
    de Koning, CB
    TETRAHEDRON, 2005, 61 (42) : 9996 - 10006
  • [38] Novel TOPP descriptors in 3D-QSAR analysis of apoptosis inducing 4-aryl-4H-chromenes:: Comparison versus other 2D-and 3D-descriptors
    Sciabola, Simone
    Carosati, Emanuele
    Cucurull-Sanchez, Lourdes
    Baroni, Massimo
    Mannhold, Raimund
    BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (19) : 6450 - 6462
  • [39] Alkylaminopyridine-grafted on HY Zeolite: Preparation, characterization and application in synthesis of 4H-Chromenes
    Zendehdel, Mojgan
    Bodaghifard, Mohammad Ali
    Behyar, Hakimeh
    Mortezaei, Zohreh
    MICROPOROUS AND MESOPOROUS MATERIALS, 2018, 266 : 83 - 89
  • [40] Synthesis of 4-(2-hydroxyaryl)-3-nitro-4H-chromenes
    Rao, H. Surya Prakash
    Geetha, K.
    Kamalraj, M.
    TETRAHEDRON, 2011, 67 (42) : 8146 - 8154
12345