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3,4-Seco-Isopimarane Diterpenes from the Twigs and Leaves of Isodon Flavidus.
Li, Wan-Fei; Liang, Zheng-Ming; Zhao, Chen-Liang; Tsang, Nga Yi; Li, Ji-Xin; Liu, Ya-Hua; He, Kang; Pan, Lu-Tai; Rong, Lijun; Zou, Juan; Zhang, Hong-Jie.
Afiliação
  • Li WF; College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China.
  • Liang ZM; School of Chinese Medicine, Hong Kong Baptist University, Hong Kong, China.
  • Zhao CL; School of Chinese Medicine, Hong Kong Baptist University, Hong Kong, China.
  • Tsang NY; College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China.
  • Li JX; School of Chinese Medicine, Hong Kong Baptist University, Hong Kong, China.
  • Liu YH; School of Chinese Medicine, Hong Kong Baptist University, Hong Kong, China.
  • He K; College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China.
  • Pan LT; College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China.
  • Rong L; College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China.
  • Zou J; College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China.
  • Zhang HJ; Department of Microbiology and Immunology, College of Medicine, University of Illinois at Chicago, 909 South Wolcott Avenue, Chicago, IL 60612, USA.
Molecules ; 27(10)2022 May 12.
Article em En | MEDLINE | ID: mdl-35630575
ABSTRACT
Three isopimarane diterpenes [fladins B (1), C (2), and D (3)] were isolated from the twigs and leaves of Chinese folk medicine, Isodon flavidus. The chemical structures were determined by the analysis of the comprehensive spectroscopic data, and the absolute configuration was confirmed by X-ray crystallographic analysis. The structures of 1-3 were formed from isopimaranes through the rearrangement of ring A by the bond break at C-3 and C-4 to form a new δ-lactone ring system between C-3 and C-9. This structure type represents the first discovery of a natural isopimarane diterpene with an unusual lactone moiety at C-9 and C-10. In the crystal of 1, molecules are linked to each other by intermolecular O-H···O bonds, forming chains along the b axis. Compounds 1-3 were evaluated for their bioactivities against different diseases. None of these compounds displayed cytotoxic activities against HCT116 and A549 cancer cell lines, antifungal activities against Trichophyton rubrum and T. mentagrophytes, or antiviral activities against HIV entry at 20 µg/mL (62.9-66.7) µM. Compounds 1 and 3 did not show antiviral activities against Ebola entry at 20 µg/mL either; only 2 was found to show an 81% inhibitory effect against Ebola entry activity at 20 µg/mL (66.7 µM). The bioactivity evidence suggested that this type of compound could be a valuable antiviral lead for further structure modification to improve the antiviral potential.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Doença pelo Vírus Ebola / Isodon / Diterpenos Idioma: En Revista: Molecules Assunto da revista: BIOLOGIA Ano de publicação: 2022 Tipo de documento: Article País de afiliação: China

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Doença pelo Vírus Ebola / Isodon / Diterpenos Idioma: En Revista: Molecules Assunto da revista: BIOLOGIA Ano de publicação: 2022 Tipo de documento: Article País de afiliação: China