Saudiarabicains A-E, bioactive 19-acetoxyingol diterpenoids from Euphorbia saudiarabica

Authors

Abdullatif Bin Muhsinah, University of Rhode Island
Alfarius Eko Nugroho, Hoshi University
Huifang Li, University of Rhode Island
Sarah Lazzaro, Pfizer Inc.
Nicholas A. DaSilva, University of Rhode Island
Dongli Li, Wuyi University
Hang Ma, University of Rhode Island
Abdulrhman Alsayari, King Khalid University
Hiroshi Morita, Hoshi University
Yongqiang Liu, University of Rhode Island
Navindra P. Seeram, University of Rhode Island

Document Type

Article

Date of Original Version

8-6-2020

Abstract

Five new 19-acetoxyingols were isolated from the aerial parts of Euphorbia saudiarabica. They included two uncommon pentacyclic acetoxyingols (1, 2) and two 2,3-diepimers (3, 4), representing the first report of 19-acetoxyingols epimers. Their structures were determined by analysis of extensive 1D and 2D NMR spectroscopic data. The absolute configurations were established by experimental and calculated CD analysis. Compounds 3–5 showed α-glucosidase inhibitory effects superior to the positive control, acarbose (IC50 9.1, 8.0, 1.8 vs 147 µM, respectively). Compounds 1, 2, 4, and 5 showed inhibitory effects on human P-glycoprotein comparable to the positive control, valspodar (IC50 0.1–1.4 vs 0.2 µM, respectively).

Publication Title, e.g., Journal

Tetrahedron Letters

Volume

61

Issue

32

Citation/Publisher Attribution

Bin Muhsinah, Abdullatif, Alfarius Eko Nugroho, Huifang Li, Sarah Lazzaro, Nicholas A. DaSilva, Dongli Li, Hang Ma, Abdulrhman Alsayari, Hiroshi Morita, Yongqiang Liu, and Navindra P. Seeram. "Saudiarabicains A-E, bioactive 19-acetoxyingol diterpenoids from Euphorbia saudiarabica." Tetrahedron Letters 61, 32 (2020). doi: 10.1016/j.tetlet.2020.152203.