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
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
  • [1] Synthesis and characterisation of coumarins from H-cardanol
    Rao, H. Surya Prakash
    Kamalraj, M.
    JOURNAL OF CHEMICAL RESEARCH, 2015, (01) : 20 - 25
  • [2] A novel QSAR model for predicting induction of apoptosis by 4-aryl-4H-chromenes
    Afantitis, Antreas
    Melagraki, Georgia
    Sarimveis, Haralambos
    Koutentis, Panayiotis A.
    Markopoulos, John
    Igglessi-Markopoulou, Olga
    BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (19) : 6686 - 6694
  • [3] One-pot synthesis of modified 4-aryl-4H-chromenes and their preliminary anti-cancer studies
    Nair, Archana D.
    Athira, C. K.
    Manikandan, Priyadharshini
    Ramani, Prasanna
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2019, 96 (01) : 19 - 22
  • [4] Prospecting for cytotoxic and antiprotozoal 4-aryl-4H-chromenes and 10-aryldihydropyrano[2,3-f]chromenes
    Martin, Erlon F.
    Mbaveng, Armelle T.
    de Moraes, Milene H.
    Kuete, Victor
    Biavatti, Maique W.
    Steindel, Mario
    Efferth, Thomas
    Sandjo, Louis P.
    ARCHIV DER PHARMAZIE, 2018, 351 (10)
  • [5] Synthesis and characterization of H-cardanol incorporated C(3)-aminoisoindolinones
    Rao, H. Surya Prakash
    Prabhakaran, J.
    INDIAN JOURNAL OF CHEMISTRY, 2023, 62 (07): : 761 - 769
  • [6] Evidence that the anti-inflammatory effect of 4-aryl-4H-chromenes is linked to macrophage repolarization
    dos Reis, Gustavo O.
    da Rosa, Julia S.
    Lubschinksi, Taina L.
    Martin, Erlon F.
    Sandjo, Louis P.
    Dalmarco, Eduardo M.
    FUNDAMENTAL & CLINICAL PHARMACOLOGY, 2022, 36 (06) : 1020 - 1030
  • [7] New carbon-11 labeled 4-aryl-4H-chromenes as PET agents for imaging of apoptosis
    Gao, Mingzhang
    Wang, Min
    Miller, Kathy
    Hutchins, Gary
    Zheng, Qi-Huang
    JOURNAL OF NUCLEAR MEDICINE, 2009, 50
  • [8] Palladium(II)-catalyzed 1,4-addition of arylboronic acids to β-arylenones for enantioselective synthesis of 4-aryl-4H-chromenes
    Nishikata, Takashi
    Yamamoto, Yasunori
    Miyaura, Norio
    ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (10) : 1759 - 1764
  • [9] Synthesis, Structure-Activity Relationship (SAR) Studies on some 4-Aryl-4H-chromenes and Relationship between Lipophilicity and Antitumor Activity
    El-Agrody, Ahmed M.
    Khattab, Essam Shawky A. E. H.
    Fouda, Ahmed M.
    LETTERS IN DRUG DESIGN & DISCOVERY, 2014, 11 (10) : 1167 - 1176
  • [10] QSAR Study of 4-Aryl-4H-Chromenes as a New Series of Apoptosis Inducers Using Different Chemometric Tools
    Khoshneviszadeh, Mehdi
    Edraki, Najmeh
    Miri, Ramin
    Foroumadi, Alireza
    Hemmateenejad, Bahram
    CHEMICAL BIOLOGY & DRUG DESIGN, 2012, 79 (04) : 442 - 458