Hirsutinolide-type sesquiterpenoids with anti-prostate cancer activity from Cyanthillium cinereum

被引：5
|
作者：
Ang, Song [1 ,2 ,3 ]
Liu, Chun [1 ]
Hong, Peng [1 ,2 ]
Yang, Lei [1 ,2 ]
Hu, Guie [1 ]
Zheng, Xi [1 ,2 ]
Jin, Jingwei [1 ,2 ]
Wu, Rihui [1 ,2 ]
Wong, Wing-Leung [1 ]
Zhang, Kun [1 ,2 ,3 ]
Gan, Lishe [1 ,2 ]
Li, Dongli [1 ,2 ,4 ]
机构：
[1] Wuyi Univ, Sch Biotechnol & Hlth Sci, Jiangmen 529020, Peoples R China
[2] Int Healthcare Innovat Inst Jiangmen, Jiangmen 529040, Peoples R China
[3] Guangdong Univ Technol, Guangzhou 510006, Peoples R China
[4] Wuyi Univ, Guangdong Prov Key Lab Large Anim Models Biomed, Jiangmen 529020, Peoples R China
来源：
PHYTOCHEMISTRY | 2023年 / 216卷
基金：
中国国家自然科学基金;
关键词：
Hirsutinolide-type sesquiterpenoid; Anti-prostate cancer activity; Cyanthillium cinereum (L.) (Asteraceae); LACTONES; GERMACRANOLIDE; GLAUCOLIDES;
D O I：
10.1016/j.phytochem.2023.113887
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Four previously undescribed hirsutinolide-type sesquiterpenoids, cyanolides A-D (1-4), along with twelve known analogues (5-16), were isolated from the aerial parts of Cyanthillium cinereum. Their structures were determined by comprehensive analysis of NMR, HRESIMS, and ECD spectra. Compound 1 is a rarely occurring hirsutinolidetype sesquiterpenoid with 1,4-ether ring ruptured and containing a chlorine atom, and compounds 13-16 were reported from this plant for the first time. All compounds were tested for their inhibiting effects on prostate cancer cells. As a result, compounds 1, 3, and 8-14 exhibited significant anti-prostate cancer activity against PC3 and LNCaP cells with IC50 values ranging from 2.2 +/- 0.4 to 8.5 +/- 0.7 mu M and 3.0 +/- 0.7 to 10.5 +/- 1.1 mu M, respectively. The preliminary structure-activity relationship was discussed. Further investigation showed that compound 1 induced apoptosis in PC-3 cells.
引用
收藏
页数：9
相关论文
共 50 条
  • [1] Insights into the anti-prostate cancer activity of pterostilbene
    Tolba, Mai F.
    Omar, Hany A.
    CANCER RESEARCH, 2017, 77
  • [2] Evaluation of antiplasmodial and antileishmanial activities of herbal medicine Pseudelephantopus spiralis (Less.) Cronquist and isolated hirsutinolide-type sesquiterpenoids
    Girardi, Cynthia
    Fabre, Nicolas
    Paloque, Lucie
    Ramadani, Arba Pramundita
    Benoit-Vical, Francoise
    Gonzalez-Aspajo, German
    Haddad, Mohamed
    Rengifo, Elsa
    Jullian, Valerie
    JOURNAL OF ETHNOPHARMACOLOGY, 2015, 170 : 167 - 174
  • [3] New Hirsutinolide-Type Sesquiterpenoids from Vernonia cinerea Inhibit Nitric Oxide Production in LPS-Stimulated RAW264.7 Cells
    Kuo, Li-Ming Yang
    Tseng, Pei-Yi
    Lin, Yu-Chi
    Liaw, Chia-Ching
    Zhang, Li-Jie
    Tsai, Keng-Chang
    Lin, Zhi-Hu
    Ho, Hsiu-O
    Kuo, Yao-Haur
    PLANTA MEDICA, 2018, 84 (18) : 1348 - 1354
  • [4] In Vitro Anti-Prostate Cancer Activity of Two Ebselen Analogues
    Kaczor-Keller, Katarzyna B.
    Pawlik, Anna
    Scianowski, Jacek
    Pacula, Agata
    Obieziurska, Magdalena
    Marcheggiani, Fabio
    Cirilli, Ilenia
    Tiano, Luca
    Antosiewicz, Jedrzej
    PHARMACEUTICALS, 2020, 13 (03)
  • [5] Mefformin enhances the anti-prostate cancer activity of abiraterone and enzalutamide
    Xie, Yi
    Wang, Linbo
    Hussain, Arif
    CANCER RESEARCH, 2016, 76
  • [6] Lenalidomide enhances the anti-prostate cancer activity of docetaxel in vitro and in vivo
    Henry, J. Y.
    Lu, L.
    Adams, M.
    Meyer, B.
    Bartlett, J. B.
    Dalgleish, A. G.
    Galustian, C.
    PROSTATE, 2012, 72 (08): : 856 - 867
  • [7] Anti-Inflammatory Activity and Antimicrobial Activity Against Common Oral Pathogens of Cyanthillium Cinereum-An Invitro Study
    Suresh, Sushanthi
    Leelavathi, L.
    Rajeshkumar, S.
    Indiran, Meignana Arumugham
    Priyadarshini, Jayaseelan Vijayashree
    JOURNAL OF COMPLEMENTARY MEDICINE RESEARCH, 2023, 14 (02): : 9 - 15
  • [8] Molecular mechanism of anti-prostate cancer activity of Scutellaria baicalensis extract
    Ye, Fei
    Jiang, Shiquan
    Volshonok, Helen
    Wu, Josephine
    Zhang, David Y.
    NUTRITION AND CANCER-AN INTERNATIONAL JOURNAL, 2007, 57 (01): : 100 - 110
  • [9] The preparation of anti-prostate cancer peptides from Ruditapes philippinarum
    School of Food Science and Medicine of Zhejiang Ocean University, Zhejiang Provincial Key Engineering Technology Research Center of Marine Biomedical Products, Zhoushan
    Zhejiang
    316004, China
    J. Chin. Inst. Food Sci. Technol., 8 (77-84):
  • [10] Fisetin derivatives as anti-prostate cancer agents
    Muthima, Kevin
    Chen, Qiaohong
    Chen, Guanglin
    Lee, Maizie
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
12345