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New Benzophenone and Diphenylmethane Glycosides from Psidium littorale

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The methanol extract from the fresh leaves of P. littorale was subjected to various column chromatography. This resulted in the isolation of four benzophenone glycoside derivatives: one new benzophenone glycoside, 2,6-dihydroxy-3-methyl-4-O-β-D-glucopyranosyl-benzophenone (1), one new diphenylmethane glycoside, 2,6-dihydroxy-3-methyl-4-O-(6″-O-galloyl-β-D-glucopyranosyl)-diphenylmethane (2), along with two known benzophenones, 2,6-dihydroxy-4-O-β-D-glucopyranosyl-benzophenone (3) and 2,6-dihydroxy-3-methyl-4-O-(6″-O-galloyl-β-D-glucopyranosyl)-benzophenone (4). Their structures were elucidated using data obtained from FAB-MS, 1H, and 13C NMR spectra and correlation experiments (HMQC and HMBC), as well as by comparison with published data. The activity of compounds 1–4 against five fungal species was investigated: the antimicrobial activity of all isolated compounds increased with concentration and varied according to the following rank: 1 ≥ 4 > 3 > 2, thereby showing some structure–activity relationships.

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Acknowledgment

This research was supported by the National Natural Science Foundation of China (Grant Nos. 81360630, 81102788), the Natural Science Foundation of Jiangxi Province (Grant No. 20142BCB23023), the foundation of Education of Jiangxi Province (Grant No. GJJ13585), and the foundation of Health of Jiangxi Provice (Grant No. 2012A025).

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Authors and Affiliations

  1. Key Laboratory of Modern Preparation of TCM, Ministry of Education, Jiangxi University of Traditional Chinese Medicine, No. 18 Yunwan Road, 330004, Nanchang, Jiangxi Province, P. R. China

    Ji-Cheng Shu, Cai-Ying Peng, Jian-Qun Liu & Rui Zhang

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  1. Ji-Cheng Shu
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  2. Cai-Ying Peng
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  3. Jian-Qun Liu
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  4. Rui Zhang
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Correspondence to Ji-Cheng Shu.

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Published in Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2015, pp. 743–746.

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Shu, JC., Peng, CY., Liu, JQ. et al. New Benzophenone and Diphenylmethane Glycosides from Psidium littorale . Chem Nat Compd 51, 865–869 (2015). https://doi.org/10.1007/s10600-015-1435-0

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  • DOI: https://doi.org/10.1007/s10600-015-1435-0

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