(±)-Aspongamide A, an N-acetyldopamine trimer isolated from the insect Aspongopus chinensis, is an inhibitor of p-Smad3

  • Org Lett. 2014 Jan 17;16(2):532-5. doi: 10.1021/ol403409v.
Yong-Ming Yan  1 ,  Jun Ai ,  Yan-Ni Shi ,  Zhi-Li Zuo ,  Bo Hou ,  Jie Luo ,  Yong-Xian Cheng
Affiliations
  • 1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , 132 Lanhei Road, Kunming 650201, P. R. China.
PMID: 24383883 DOI: 10.1021/ol403409v
Abstract

(±)-Aspongamide A (1), an unusual trimer of N-acetyldopamine (NADA) bearing a novel tetrahydrobenzo[a]dibenzo[b,e][1,4]dioxine structure, and a pair of NADA dimeric enantiomers (2) were isolated from Aspongopus chinensis. The structures of compounds 1 and 2 were assigned using spectroscopic methods. Compound 1 was found to be an inhibitor of SMAD3 phosphorylation in transforming growth factor-β1 (TGF-β1) induced rat renal proximal tubular cells and suppressed extracellular matrix expression in mesangial cells under diabetic conditions.

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