NEW SEMISYNTHETIC DERIVATIVES OF A BENZYLISOTHIOCYANATE ISOLATED FROM Moringa oleifera AND EVALUATION OF THEIR CYTOTOXIC ACTIVITY

被引：4
|
作者：
de Almeida, Diana Kelly C. [1 ]
da Silva, Marcos R. [1 ]
de Oliveira, Maria Conceicao F. [1 ]
Mafezoli, Jair [1 ]
de Mattos, Marcos C. [1 ]
Moura, AndrA F. [2 ]
Moraes Filho, Manoel O. [2 ]
Barbosa, Francisco G. [1 ]
机构：
[1] Univ Fed Ceara, Dept Quim Organ & Inorgan, BR-60455970 Fortaleza, Ceara, Brazil
[2] Univ Fed Ceara, Dept Fisiol & Farmacol, BR-60430270 Fortaleza, Ceara, Brazil
来源：
QUIMICA NOVA | 2017年 / 40卷 / 10期
关键词：
benzylisothiocyanate; Moringa oleifera; cytotoxic activity; semisynthetic derivatives; IN-VITRO; ANTIOXIDANT ACTIVITY; CANCER CELLS; ISOTHIOCYANATE; LEAVES; PROLIFERATION; GLYCOSIDES; TOXICITY; EXTRACTS; PROMOTER;
D O I：
10.21577/0100-4042.20170132
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
From the natural product 4-(4'-O-acetyl-a-L-rhamnosyloxy) benzylisothiocyanate (1), isolated from the flowers of Moringa oleifera Lam (Moringaceae), four new semisynthetic derivatives, N-[4-(4'-O-acetyl-alpha-L-rhamnosyloxy) benzyl]-2-(pyridinil-4-carbonil) hydrazine-1-carbothioamide (3), 4-(4'-O-acetyl-2', 3'-dimesyloxy-alpha-L-rhamnosyloxy) benzylisothiocyanate (4), N-[(4'-O-acetyl-alpha-Lrhamnosyloxy) benzyl] hydrazinecarbothioamide (5), 4-[4'-O-acetyl-2', 3'-O-bis(decanoiloxy)-alpha-L-rhamnosyloxy] benzylisothiocianate (6), and the known compound 4-(2', 3', 4'-O-triacetyl-alpha-L-rhamnosyloxy) benzylisothiocyanate (2), were obtained. All compounds were tested for their cytotoxicity against the tumor cell lines SF-295, HL-60, HCT-116 e PC-3. The natural product 1 and the semisynthetic derivatives 2 and 4 were the most active compounds (IC50 from 16.0 to 3.7 mu mol L-1) against all tumor cell lines.
引用
收藏
页码：1186 / 1190
页数：5
相关论文
共 50 条
  • [41] Leishmanicidal, antiproteolytic and antioxidant evaluation of natural biflavonoids isolated from Garcinia brasiliensis and their semisynthetic derivatives
    Gontijo, Vanessa Silva
    Judice, Wagner A. S.
    Codonho, Barbara
    Pereira, Ivan Oliveira
    Assis, Diego Magno
    Januario, Jaqueline Pereira
    Caroselli, Elide E.
    Juliano, Maria Aparecida
    Dosatti, Amanda de Carvalho
    Marques, Marcos Jose
    Viegas Junior, Claudio
    dos Santos, Marcelo Henrique
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 58 : 613 - 623
  • [42] Coumarin Derivatives from Hydrangea macrophylla and Evaluation of Their Cytotoxic Activity
    Agustini, Dewi Meliati
    Hermawati, Elvira
    Mujahidah, Neng Nur
    Riga, Riga
    CHEMISTRY AFRICA-A JOURNAL OF THE TUNISIAN CHEMICAL SOCIETY, 2023, 6 (04): : 1747 - 1751
  • [43] Coumarin Derivatives from Hydrangea macrophylla and Evaluation of Their Cytotoxic Activity
    Dewi Meliati Agustini
    Elvira Hermawati
    Neng Nur Mujahidah
    Riga Riga
    Chemistry Africa, 2023, 6 : 1747 - 1751
  • [44] EVALUATION OF PROTEIN CONCENTRATE PRODUCTION BY FERMENTATION FROM Moringa Oleifera LAM
    Leite Costa Lima, Lucas Almeida
    Costa, Denise Goncalves
    Nunes, Tatiana Pacheco
    de Oliveira Junior, Antonio Martins
    REVISTA GEINTEC-GESTAO INOVACAO E TECNOLOGIAS, 2013, 3 (05): : 292 - 297
  • [45] Biological Evaluation of Crude and Degummed Oil from Moringa oleifera Seeds
    Andrade, Graziela de Fatima
    Sacramento Melo, Tania Marcia
    Guedes, Claudia Dumans
    Novack, Katia Monteiro
    dos Santos, Rinaldo Cardoso
    Silva, Marcelo Eustaquio
    BRAZILIAN ARCHIVES OF BIOLOGY AND TECHNOLOGY, 2011, 54 (05) : 1003 - 1006
  • [46] Cytotoxic and Antioxidant Activities of Alstonia scholaris, Alstonia venenata and Moringa oleifera Plants From India
    Bagheri, Gholamreza
    Mirzaei, Mehdi
    Mehrabi, Raheleh
    Sharifi-Rad, Javad
    JUNDISHAPUR JOURNAL OF NATURAL PHARMACEUTICAL PRODUCTS, 2016, 11 (03)
  • [47] SYNTHESIS AND EVALUATION OF CYTOTOXIC ACTIVITY OF NEW ACENAPHTHO TRIAZIN BENZAMIDE DERIVATIVES
    Sedeh, Somayeh Adibi
    Mohammadi, Mohammad Kazem
    Fereidoonnezhad, Masood
    Javid, Ali
    REVUE ROUMAINE DE CHIMIE, 2020, 65 (05) : 467 - 472
  • [48] In vitro anti-allergic activity of Moringa oleifera Lam. extracts and their isolated compounds
    Nur Zahirah Abd Rani
    Endang Kumolosasi
    Malina Jasamai
    Jamia Azdina Jamal
    Kok Wai Lam
    Khairana Husain
    BMC Complementary and Alternative Medicine, 19
  • [49] Six New Phenolic Glycosides from the Seeds of Moringa oleifera Lam. and Their α-Glucosidase Inhibitory Activity
    Li, Lin-Zhen
    Chen, Liang
    Tu, Yang-Li
    Dai, Xiang-Jie
    Xiao, Sheng-Jia
    Shi, Jing-Shan
    Li, Yong-Jun
    Yang, Xiao-Sheng
    MOLECULES, 2023, 28 (17):
  • [50] Synthesis and Cytotoxic Evaluation for Some New Dihydropyrimidinone Derivatives for Anticancer Activity
    Reddy, Onteddu Surendranatha
    Suryanarayana, Ch Venkata
    Sharmila, N.
    Ramana, G. V.
    Anuradha, V.
    Babu, B. Hari
    LETTERS IN DRUG DESIGN & DISCOVERY, 2013, 10 (08) : 699 - 705
12345