Planta Med 2011; 77(13): 1545-1550
DOI: 10.1055/s-0030-1270930
Natural Product Chemistry
Letters
© Georg Thieme Verlag KG Stuttgart · New York

New Sesquiterpenoids from Ainsliaea macrocephala and Their Nitric Oxide Inhibitory Activity

Zhi-Jun Wu1 , 2 , Xi-Ke Xu1 , Hua-Wu Zeng1 , Yun-Heng Shen1 , Jun-Mian Tian1 , Juan Su1 , Hui-Liang Li1 , Lei Shan1 , Run-Hui Liu1 , Wei-Dong Zhang1 , 3
  • 1Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai, People's Republic of China
  • 2Department of Pharmacy, Changzheng Hospital, Shanghai, People's Republic of China
  • 3School of Pharmacy, Shanghai Jiao Tong University, Shanghai, People's Republic of China
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Publikationsverlauf

received October 7, 2010 revised February 16, 2011

accepted February 22, 2011

Publikationsdatum:
16. März 2011 (online)

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Abstract

Investigation of the ethanol extract of the whole plant of Ainsliaea macrocephala led to the isolation of five new sesquiterpenoids, namely ainsliadimer C (1), ainsliadimer D (2), ainsliaolide B (3), ainsliatone B (4), and ainsliaolide C (5), together with seventeen known sesquiterpenes and sesquiterpene glycosides (622). Their structures were elucidated by spectroscopic methods. The relative stereochemistry of ainsliadimers C (1) and D (2) were further confirmed by single crystal X-ray diffraction analysis. Total extract of A. macrocephala and compounds 122 were tested for inhibitory activity against the production of nitric oxide in RAW 264.7 cells stimulated by LPS, as well as for cytotoxicity against RAW 264.7 macrophages. Of all samples tested, purified compounds 4, 7, and 12 strongly inhibited the production of nitric oxide with IC50 values of 8.78, 2.50, and 7.11 µM, and simultaneously showed low cytotoxicity against RAW 264.7 macrophages.

References

Reference (Erratum)

  • 1 Wang Y, Shen Y H, Jin H Z, Fu J J, Hu X J, Qin J J, Liu J H, Chen M, Yan S K, Zhang W D. Ainsliatrimers A and B, the first two guaianolide trimers from Ainsliaea fulvioides.  Org Lett. 2008;  10 5517-5520

Prof. Dr. Wei-Dong Zhang

Department of Phytochemistry
School of Pharmacy
Second Military Medical University

No. 325 Guohe Rd

Shanghai 200433

People's Republic of China

Telefon: +86 21 81 87 12 44

Fax: +86 21 81 87 12 44

eMail: wdzhangy@hotmail.com

Dr. Yun-Heng Shen

Department of Phytochemistry
School of Pharmacy
Second Military Medical University

No. 325 Guohe Rd

Shanghai 200433

People's Republic of China

Telefon: +86 21 81 87 12 45

Fax: +86 21 81 87 12 45

eMail: shenyunheng9217018@yahoo.com.cn