Bioactive ent-isopimarane diterpenoids from Euphorbia neriifolia.

Jian-Chun Li, Wei-Feng Dai, Dan Liu, Ming-Yan Jiang, Zhi-Jun Zhang, Xuan-Qin Chen, Chin-Ho Chen, Rong-Tao Li, Hong-Mei Li

Journal: Phytochemistry 2020;175():112373

PMID: 32305684

Full Text on Elsevier Science View on PubMed

Abstract

Twelve ent-isopimarane diterpenoids, including six undescribed ones, eupnerias J-O, were isolated from the stem barks of Euphorbia neriifolia L. Structurally, eupnerias J-M were the first examples of 18 (or 19)-norditerpenoid with ent-isopimarane skeleton from E. neriifolia. The absolute configuration of eupneria J was established based on the X-ray diffraction analysis and the experimental and calculated electronic circular dichroism (ECD), while the absolute configuration of eupnerias K-N were determined by the experimental and calculated ECD. In addition, the absolute configuration of the known compound, 3β-hydroxysandaracopimaric acid, was determined by comparing its ECD spectrum with eupneria J, and renamed as eupneria P. Furthermore, eupneria J and eurifoloid H showed significant anti-HIV-1 activities with IC values of 0.31 and 6.70 μg/mL, respectively, and ent-isopimara-8(14),15-dien-3β,12β-diol possessed obvious anti-influenza virus activity against A/Puerto Rico/8/1934, with an IC at 3.86 μg/mL.

Address: Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming, 650500, Yunnan, P.R. China.; Surgical Science, Department of Surgery, Duke University Medical Center, Durham, NC, 27710, USA.; Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming, 650500, Yunnan, P.R. China. Electronic address: [email protected].; Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming, 650500, Yunnan, P.R. China. Electronic address: [email protected].

DOI: 10.1016/j.phytochem.2020.112373

Link outs

Free resources

Miscellaneous:

https://assays.cancer.gov/non-CPTAC-3848

Research Materials:

https://antibodies.cancer.gov/detail/CPTC-NT5E-1

Subscription / membership required

Full Text Sources:

https://linkinghub.elsevier.com/retrieve/pii/S0031...

MeSH Terms: Abietanes, Circular Dichroism, Diterpenes, Euphorbia, HIV-1, Molecular Structure