Bioactive 30-Noroleanane Triterpenes from the Pericarps of Akebia trifoliata
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...
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| Format: | Article |
| Language: | English |
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MDPI AG
2014-04-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/19/4/4301 |
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| author | Jing Wang Qiao-Lin Xu Meng-Fei Zheng Hui Ren Ting Lei Ping Wu Zhong-Yu Zhou Xiao-Yi Wei Jian-Wen Tan |
| author_facet | Jing Wang Qiao-Lin Xu Meng-Fei Zheng Hui Ren Ting Lei Ping Wu Zhong-Yu Zhou Xiao-Yi Wei Jian-Wen Tan |
| author_sort | Jing Wang |
| collection | DOAJ |
| description | 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 3−6 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). |
| first_indexed | 2024-12-22T09:47:09Z |
| format | Article |
| id | doaj.art-02c9597293d54b63ad65b68f848875ea |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-22T09:47:09Z |
| publishDate | 2014-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-02c9597293d54b63ad65b68f848875ea2022-12-21T18:30:29ZengMDPI AGMolecules1420-30492014-04-011944301431210.3390/molecules19044301molecules19044301Bioactive 30-Noroleanane Triterpenes from the Pericarps of Akebia trifoliataJing Wang0Qiao-Lin Xu1Meng-Fei Zheng2Hui Ren3Ting Lei4Ping Wu5Zhong-Yu Zhou6Xiao-Yi Wei7Jian-Wen Tan8Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, ChinaBiotechnology Division, Guangdong Academy of Forestry, Guangzhou 510520, ChinaKey Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, ChinaKey Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, ChinaKey Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, ChinaKey Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, ChinaKey Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, ChinaKey Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, ChinaKey Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, ChinaTwo 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 3−6 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).http://www.mdpi.com/1420-3049/19/4/4301Akebia trifoliatanortriterpenoidsbacteriostatic activitycytotoxicityα-glucosidase inhibitor |
| spellingShingle | Jing Wang Qiao-Lin Xu Meng-Fei Zheng Hui Ren Ting Lei Ping Wu Zhong-Yu Zhou Xiao-Yi Wei Jian-Wen Tan Bioactive 30-Noroleanane Triterpenes from the Pericarps of Akebia trifoliata Molecules Akebia trifoliata nortriterpenoids bacteriostatic activity cytotoxicity α-glucosidase inhibitor |
| title | Bioactive 30-Noroleanane Triterpenes from the Pericarps of Akebia trifoliata |
| title_full | Bioactive 30-Noroleanane Triterpenes from the Pericarps of Akebia trifoliata |
| title_fullStr | Bioactive 30-Noroleanane Triterpenes from the Pericarps of Akebia trifoliata |
| title_full_unstemmed | Bioactive 30-Noroleanane Triterpenes from the Pericarps of Akebia trifoliata |
| title_short | Bioactive 30-Noroleanane Triterpenes from the Pericarps of Akebia trifoliata |
| title_sort | bioactive 30 noroleanane triterpenes from the pericarps of akebia trifoliata |
| topic | Akebia trifoliata nortriterpenoids bacteriostatic activity cytotoxicity α-glucosidase inhibitor |
| url | http://www.mdpi.com/1420-3049/19/4/4301 |
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