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Molecules 2018, 23(6), 1391; https://doi.org/10.3390/molecules23061391

Isolation, Structural Elucidation, and α-Glucosidase Inhibitory Activities of Triterpenoid Lactones and Their Relevant Biogenetic Constituents from Ganoderma resinaceum

1
State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Macau 999078, China
2
Innovative Institute of Chinese Medicine and Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu 611730, China
3
Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Jiangsu Key Laboratory for High Technology Research of TCM Formulae, National and Local Collaborative Engineering Center of Chinese Medicinal Resources Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China
*
Authors to whom correspondence should be addressed.
Received: 15 May 2018 / Revised: 31 May 2018 / Accepted: 5 June 2018 / Published: 8 June 2018
(This article belongs to the Special Issue Natural Products in Prevention and Treatment of Metabolic Syndrome)
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Abstract

Ganoderma resinaceum has been used as an ethnomedicine for lowering blood sugar. To clarify the bioactive chemical constituents contributing to lower blood sugar, chemical investigation on the fruiting bodies of Ganoderma resinaceum was conducted by chromatographic techniques, and led to the isolation of 14 compounds. Their structures were elucidated as triterpenoid lactones (14 and 8) and ganoderma acids (57 and 914) based on the analysis of extensive spectroscopy (mass spectrometry (MS), nuclear magnetic resonance (NMR), infrared (IR), and ultraviolet (UV)) and comparison with literature data. Compounds 3, 5, 6, and 914 were evaluated for α-glucosidase inhibitory activity. Compounds 17 are new compounds. Compounds 14 and 8 were characteristic of an oxaspirolactone moiety, consisting of a five-membered ether ring, a five-membered lactone ring, and a characteristic C-23 spiro carbon. It is rare for natural products that such an oxaspirolactone moiety occurred in the lanostane-type triterpenoids. Compounds 57 and 914 may be important intermediates of the biosynthetic pathways of 14 and 8. Compounds 1 and 2 showed more potent inhibitory activity against α-glucosidase compared with the positive control drug acarbose with IC50 value of 0.75 ± 0.018 mM and 1.64 ± 0.022 mM, respectively. View Full-Text
Keywords: Ganoderma resinaceum; triterpenoid; triterpenoid lactone; oxaspirolactone; α-glucosidase inhibitory activity Ganoderma resinaceum; triterpenoid; triterpenoid lactone; oxaspirolactone; α-glucosidase inhibitory activity
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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. (CC BY 4.0).

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Chen, X.-Q.; Lin, L.-G.; Zhao, J.; Chen, L.-X.; Tang, Y.-P.; Luo, D.-L.; Li, S.-P. Isolation, Structural Elucidation, and α-Glucosidase Inhibitory Activities of Triterpenoid Lactones and Their Relevant Biogenetic Constituents from Ganoderma resinaceum. Molecules 2018, 23, 1391.

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