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Maoeriocalysins A–D, four novel ent-kaurane diterpenoids from Isodon eriocalyx and their structure determination utilizing quantum chemical calculation in conjunction with quantitative interproton distances analysis

Abstract

Maoeriocalysin A (1), a novel rearranged ent-kaurane diterpenoid with an unprecedented 4,5-seco-3,5-cyclo-7,20-epoxy-ent-kaurane scaffold, together with three rare 9,10-seco-7,20-epoxy-ent-kaurane diterpenoids, maoeriocalysins B–D (2–4), were isolated from the aerial parts of Isodon eriocalyx. Their structures were elucidated by comprehensive spectroscopic analysis, quantum chemical calculation of NMR parameters and electronic circular dichroism, quantitative interproton distance analysis, and single crystal X-ray diffraction experiment. The plausible biosynthetic pathway of 1–4 was also proposed.

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Publication details

The article was received on 18 Sep 2018, accepted on 04 Nov 2018 and first published on 06 Nov 2018


Article type: Research Article
DOI: 10.1039/C8QO01007B
Citation: Org. Chem. Front., 2018, Accepted Manuscript
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    Maoeriocalysins A–D, four novel ent-kaurane diterpenoids from Isodon eriocalyx and their structure determination utilizing quantum chemical calculation in conjunction with quantitative interproton distances analysis

    Q. Yang, K. Hu, B. Yan, M. Liu, X. Li, H. Sun and P. Puno, Org. Chem. Front., 2018, Accepted Manuscript , DOI: 10.1039/C8QO01007B

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