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Molecules 2013, 18(8), 9727-9734; doi:10.3390/molecules18089727
Article

Uncarilic Acid and Secouncarilic Acid, Two New Triterpenoids from Uucaria sessilifructus

1,2,†, 1,5,†, 3, 1,* , 2,* , 1,2 and 4
1 Key Laboratory of Tropical Plant Resource Science, Xishuangbanna Tropical Botanical Garden, Chinese Academy of Sciences, Mengla 666303, Yunnan, China 2 College of Traditional Chinese Medicine, Yunnan University of Traditional Chinese Medicine, Chenggong, Kunming 650200, Yunnan, China 3 Engineering Research Center for the Development and Application of Ethnic Medicines and TCM, School of Pharmacy, Guiyang Medical College, 9 Beijing Road, Guiyang 550004, Guizhou, China 4 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, Yunnan, China 5 Graduate University of Chinese Academy of Sciences, 19 Yuquan Road, Beijing 100049, China These authors contributed equally to this work.
* Authors to whom correspondence should be addressed.
Received: 29 May 2013 / Revised: 26 July 2013 / Accepted: 29 July 2013 / Published: 14 August 2013
(This article belongs to the Section Metabolites)
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Abstract

Two new compounds, the 6-oxo oleanane-type triterpenoid uncarilic acid, and its 5,6-secotriterpenoid derivative, secouncarilic acid, were isolated from the hooks and stems of Uucaria sessilifructus together with seven known ursane-type triterpenoids. Uncarilic acid is the second 6-oxo oleanane-type triterpenoid ever reported, while secouncarilic acid is the first oleanane-type 5,6-secotriterpenoid. A plausible biosynthetic pathway from uncarilic acid to secouncarilic acid was also postulated. The inhibitory activities of all the nine compounds against LPS-induced nitric oxide production in RAW264.7 macrophages were evaluated.
Keywords: Uncaria sessilifructus; uncarilic acid; secouncarilic acid; triterpenoids Uncaria sessilifructus; uncarilic acid; secouncarilic acid; triterpenoids
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Zhang, M.-J.; Liu, B.; Liao, S.-G.; Xu, Y.-K.; Feng, D.-Q.; Ji, K.-L.; Li, Y. Uncarilic Acid and Secouncarilic Acid, Two New Triterpenoids from Uucaria sessilifructus. Molecules 2013, 18, 9727-9734.

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