Design, Preparation and Studies Regarding Cytotoxic Properties of Benzyl Oleanates

被引:0
|
作者
Zheng, Qing-Xuan [1 ]
Wang, Rui [2 ]
Li, Hui-Jing [3 ]
Dehaen, Wim [2 ]
Huai, Qi-Yong [1 ]
机构
[1] Shandong Univ, Marine Coll, Weihai 264209, Peoples R China
[2] Katholieke Univ Leuven, Dept Chem, Sustainable Chem Met & Mol, Celestijnenlaan 200F, B-3001 Leuven, Belgium
[3] Harbin Inst Technol Weihai, Sch Marine Sci & Technol, Weihai 264209, Peoples R China
基金
中国国家自然科学基金;
关键词
oleanolic acid; cytotoxicity; apoptosis; OLEANOLIC ACID; DERIVATIVES;
D O I
10.1007/s11094-024-03023-2
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Oleanolic acid (OA) is a natural product with certain antitumor activity. In order to enhance its cytotoxicity, a total of five derivatives of OA were designed and synthesized. Their cytotoxicity against MDA-MB-231cells (human breast cancer cells), A549 cells (human nonsmall cell lung cancer cells) and BEAS-2B cells (human cervical cancer cells) were evaluated by the MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) method. The results indicated that these target compounds have a wide molar activity range and some of them showed better activity than the commercial drug, doxorubicin. Compound 2a induces apoptosis of 14, 27, and 56% of MDA-MB-231 cells at 2, 4, and 8 mM respectively, and shows a linear correlation of concentration.
引用
收藏
页码:1174 / 1178
页数:5
相关论文
共 50 条
  • [31] Design, Synthesis, Cytotoxic Screening and Molecular Docking Studies of Novel Hybrid Thiosemicarbazone Derivatives as Anticancer Agents
    Mohammed, Faten Zahran
    Rizzk, Youstina William
    El Deen, Ibrahim Mohey
    Mourad, Ahmed A. E.
    El Behery, Mohammed
    CHEMISTRY & BIODIVERSITY, 2021, 18 (12)
  • [32] Design, Synthesis, Cytotoxic Activity and Molecular Docking Studies of Naphthyl Pyrazolyl Thiazole Derivatives as Anticancer Agents
    El Salam, Hayam A. Abd A.
    Fathy, Usama
    Zayed, Ehab M.
    El Shehry, Mohamed F.
    Gouda, Ahmed E.
    CHEMISTRYSELECT, 2023, 8 (02):
  • [33] Design and synthesis of the novel oleanolic acid-cinnamic acid ester derivatives and glycyrrhetinic acid-cinnamic acid ester derivatives with cytotoxic properties
    Wang, Rui
    Yang, Wei
    Fan, Yiqing
    Dehaen, Wim
    Li, Yang
    Li, Huijing
    Wang, Wei
    Zheng, Qingxuan
    Huai, Qiyong
    BIOORGANIC CHEMISTRY, 2019, 88
  • [34] Dihydropyridine derivatives to overcome atypical multidrug resistance: Design, synthesis, QSAR studies, and evaluation of their cytotoxic and pharmacological activities
    Mehdipour, Ahmad R.
    Javidnia, Katayoun
    Hemmateenejad, Bahram
    Amirghofran, Zahra
    Miri, Ramin
    CHEMICAL BIOLOGY & DRUG DESIGN, 2007, 70 (04) : 337 - 346
  • [35] Poly(vinyl benzoate) nanoparticles for molecular delivery: Studies on their preparation and in vitro properties
    Labruere, Raphael
    Sicard, Renaud
    Cormier, Ryan
    Turos, Edward
    West, Leigh
    JOURNAL OF CONTROLLED RELEASE, 2010, 148 (02) : 234 - 240
  • [36] Nanoemulsion-Based Hydrogels and Organogels Containing Propolis and Dexpanthenol: Preparation, Characterization, and Comparative Evaluation of Stability, Antimicrobial, and Cytotoxic Properties
    Sevinc-Ozakar, Rukiye
    Seyret, Emrah
    Ozakar, Emrah
    Adiguzel, Mehmet Cemal
    GELS, 2022, 8 (09)
  • [37] Preparation of graphene-based nanocomposites with spinel ferrite nanoparticles: Their cytotoxic levels in different human cell lines and molecular docking studies
    Liman, Recep
    Ilikci-Sagkan, Rahsan
    Istifli, Erman Salih
    Atacan, Keziban
    Erdemir, Serkan
    Bas, Salih Zeki
    Ozmen, Mustafa
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2023, 990
  • [38] Preparation of benzylphosphonates via a palladium(0)-catalyzed cross-coupling of H-phosphonate diesters with benzyl halides. Synthetic and mechanistic studies
    Laven, Gaston
    Kalek, Marcin
    Jezowska, Martina
    Stawinski, Jacek
    NEW JOURNAL OF CHEMISTRY, 2010, 34 (05) : 967 - 975
  • [39] Investigation of cytotoxic properties of some isoindole-related compounds bearing silyl and azide groups with in vitro and in silico studies
    Tan, Ayse
    Kose, Aytekin
    Mete, Derya
    Sanli-Mohamed, Guelsah
    Kishali, Nurhan H.
    Kara, Yunus
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2023, 198 (11) : 933 - 942
  • [40] New benzenesulfonamide scaffold-based cytotoxic agents: Design, synthesis, cell viability, apoptotic activity and radioactive tracing studies
    Nissan, Yassin M.
    Mohamed, Khaled O.
    Ahmed, Wafaa A.
    Ibrahim, Dina M.
    Sharaky, Marwa M.
    Sakr, Tamer M.
    Motaleb, Mohamed A.
    Maher, Ahmed
    Arafa, Reem K.
    BIOORGANIC CHEMISTRY, 2020, 96