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Sulfur-Containing Aristoloxazines and Other Constituents of the Roots of Aristolochia orbicularis
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    Sulfur-Containing Aristoloxazines and Other Constituents of the Roots of Aristolochia orbicularis
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    Centro de Investigaciones Químicas, IICBA, Universidad Autónoma del Estado de Morelos, Cuernavaca 62209, Morelos, México
    Laboratorio de Microbiología, Centro de Investigación Biomédica del Sur (IMSS), Xochitepec 62790, Morelos, México
    § Facultad de Medicina, Universidad Autónoma del Estado de Morelos, Cuernavaca 62350, Morelos, México
    *Tel (M. Y. Rios): +52 (777) 329-7000, ext. 6024. Fax: +52 (777) 329-7997. E-mail: [email protected]
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    Journal of Natural Products

    Cite this: J. Nat. Prod. 2017, 80, 12, 3112–3119
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    https://doi.org/10.1021/acs.jnatprod.7b00226
    Published December 6, 2017
    Copyright © 2017 The American Chemical Society and American Society of Pharmacognosy

    Abstract

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    Six new compounds, aristoloxazine A (1), aristoloxazine B (2), 7-methoxytaliscanine (3), humul-7-en-1,4,11-triol (4), 8-hydroxy-β-logipinene (5), and 1β-hydroxy-4(14)-eudesmene (6), corresponding to two sulfur-containing aristoloxazines (1 and 2), an aristolactam (3), and three sesquiterpenes (46) were isolated, along with 26 known compounds, from the roots of Aristolochia orbicularis. The structures of the new compounds were established based on their spectroscopic and spectrometric data and in the case of aristoloxazine A (1) by single-crystal X-ray crystallography. This is the first report of sulfur-containing aristoloxazines from a natural source. Furthermore, aristoloxazine A (1) was found to possess potent in vitro antimicrobial activity against all resistant Staphylococcus aureus and several fungal strains in which it was evaluated.

    Copyright © 2017 The American Chemical Society and American Society of Pharmacognosy

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.jnatprod.7b00226.

    • 1D and 2D NMR spectra of 16; Tables S1–S6; ECD, MS, and elemental analysis data of 1 (PDF)

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    Journal of Natural Products

    Cite this: J. Nat. Prod. 2017, 80, 12, 3112–3119
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.jnatprod.7b00226
    Published December 6, 2017
    Copyright © 2017 The American Chemical Society and American Society of Pharmacognosy

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