Melaleucadines A and B: Two rare benzylic phloroglucinol-terpene hybrids from Melaleuca leucadendron |
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Authors: | Xin Xie Lin Wu Zhirong Cui Minghua Yang Yong Yin Jun Luo Lingyi Kong |
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Affiliation: | Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People’s Republic of China |
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Abstract: | Melaleucadines A and B (1 and 2), two rare benzylic phloroglucinol-terpene hybrids (meroterpenoids), have been isolated and identified from the branches and leaves of the Australian “tea tree” Melaleuca leucadendron L. Their structures including absolute configurations were determined by 1D/2D NMR, HR-MS, and the CD exciton chirality method. Compound 1 was a hybrid of a benzylic phloroglucinol and rearranged β-pinene via a rare 2,3,4,5-tetrahydrooxepine ring, and 2 was the adduct of a benzylic phloroglucinol and a humulene-type sesquiterpene via an oxa-heterocycle. Bioactivity screening revealed that compounds 1 and 2 exhibited neuroprotective effects at a concentration of 50.0?μM. |
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Keywords: | Melaleuca leucadendron Phloroglucinol-sesquiterpene hybrid Meroterpenoid Neuroprotection |
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