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Molecules 2014, 19(4), 4301-4312; doi:10.3390/molecules19044301
Article

Bioactive 30-Noroleanane Triterpenes from the Pericarps of Akebia trifoliata

1,2,3, 2, 1,3, 1,3, 1,3, 1, 1, 1 and 1,*
1 Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, China 2 Biotechnology Division, Guangdong Academy of Forestry, Guangzhou 510520, China 3 College of Life Sciences, University of Chinese Academy of Sciences, Beijing 100049, China
* Author to whom correspondence should be addressed.
Received: 20 February 2014 / Revised: 27 March 2014 / Accepted: 28 March 2014 / Published: 4 April 2014
(This article belongs to the Section Metabolites)
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Abstract

Two new 30-noroleanane triterpenes, 2α,3β,20α-trihydroxy-30-norolean-12-en-28-oic acid (1), 2α,3β-dihydroxy-23-oxo-30-norolean-12,20(29)-dien-28-oic acid (2), were isolated from the pericarps of Akebia trifoliata, together with four known ones, 3β-akebonoic acid (3), 2α,3β-dihydroxy-30-noroleana-12,20(29)-dien-28-oic acid (4), 3α-akebonoic acid (5) and quinatic acid (6). Their structures were established on the basis of detailed spectroscopic analysis, and they were all isolated from the pericarps of A. trifoliata for the first time. Compounds 36 showed in vitro bacteriostatic activity against four assayed Gram-positive bacterial strains. In particular 3 showed antibacterial activity toward MRSA with a MIC value 25 μg/mL, which was more potent than kanamycin (MIC 125 μg/mL). No compounds showed antibacterial activity toward the three Gram-negative bacteria tested. Compounds 4 and 5 showed interesting in vitro growth inhibitory activity against human tumor A549 and HeLa cell lines, with IC50 values ranging from 8.8 and 5.6 μM, respectively. Compounds 1, 2, 5 and 6 were further revealed to show significant in vitro α-glucosidase inhibitory activity with IC50 values from 0.035 to 0.367 mM, which were more potent than the reference compound acarbose (IC50 0.409 mM).
Keywords: Akebia trifoliata; nortriterpenoids; bacteriostatic activity; cytotoxicity; α-glucosidase inhibitor Akebia trifoliata; nortriterpenoids; bacteriostatic activity; cytotoxicity; α-glucosidase inhibitor
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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MDPI and ACS Style

Wang, J.; Xu, Q.-L.; Zheng, M.-F.; Ren, H.; Lei, T.; Wu, P.; Zhou, Z.-Y.; Wei, X.-Y.; Tan, J.-W. Bioactive 30-Noroleanane Triterpenes from the Pericarps of Akebia trifoliata. Molecules 2014, 19, 4301-4312.

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