1. Academic Validation
  2. Usnic Acid Derivatives with Cytotoxic and Antifungal Activities from the Lichen Usnea longissima

Usnic Acid Derivatives with Cytotoxic and Antifungal Activities from the Lichen Usnea longissima

  • J Nat Prod. 2016 May 27;79(5):1373-80. doi: 10.1021/acs.jnatprod.6b00109.
Xuelong Yu 1 2 Qiang Guo 1 2 Guozhu Su 1 2 Ailin Yang 1 2 Zhongdong Hu 1 Changhai Qu 1 Zhe Wan 3 Ruoyu Li 3 Pengfei Tu 1 Xingyun Chai 1
Affiliations

Affiliations

  • 1 Modern Research Center for Traditional Chinese Medicine, Beijing University of Chinese Medicine , Beijing 100029, People's Republic of China.
  • 2 School of Chinese Materia Medica, Beijing University of Chinese Medicine , Beijing 100102, People's Republic of China.
  • 3 Department of Dermatology and Venereology, Peking University First Hospital, Research Center for Medical Mycology, Peking University , Beijing 100034, People's Republic of China.
Abstract

Eight usnic acid derivatives, that is, usenamines A-F (1-6), usone (7), and isousone (8), together with the known (+)-usnic acid (9), were isolated from the Lichen Usnea longissima. Their structures were elucidated using 1D and 2D NMR and MS data, and the absolute configurations of compounds 1 and 2 were defined by single-crystal X-ray diffraction analyses. Compounds 1, 2, and 8 showed inhibitory effects on the growth of human hepatoma HepG2 cells with IC50 values of 6.0-53.3 μM compared with methotrexate as the positive control, which had an IC50 value of 15.8 μM. Furthermore, 1 induced Apoptosis of HepG2 cells in a dose-dependent manner at concentrations of 0-15.0 μM. The isolated compounds were also evaluated for their Antifungal and Antibacterial activities, with 7 and 8 exhibiting weak inhibitory effects on Fungal Trichophyton rubrum spp. with an MIC value of 41.0 μM.

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