Journal
NATURAL PRODUCT RESEARCH
Volume -, Issue -, Pages -Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/14786419.2022.2118742
Keywords
Eucalyptus camaldulensis; Myrtaceae; acylphloroglucinol; benzene derivative
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Funding
- cholarship Awards for Thai Ph.D. Students under Thailand's Education Hub for Southern Region of ASEAN Countries [TEH2560-006]
- Ph.D. overseas thesis research scholarship [ORT2563-001]
- National Research Council of Thailand [N41A640071]
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Acylphloroglucinols are secondary metabolites of Eucalyptus trees with various structures and bioactivities. Two new acylphloroglucinols, eucalypcamals O and P, were discovered in a crude acetone extract of Eucalyptus camaldulensis leaves, along with other compounds. Their chemical structures were determined using NMR spectroscopy and mass spectroscopy, and their absolute configurations were confirmed through experimental and calculated ECD data.
Acylphloroglucinols are well-known Eucalyptus secondary metabolites which exhibit a variety of structures and bioactivities. The investigation of a crude acetone extract of Eucalyptus camaldulensis leaves led to the isolation of two new acylphloroglucinols, eucalypcamals O and P (1 and 2) together with seven phloroglucinols (3-9), and a benzene derivative (10). Their chemical structures were elucidated by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy and mass spectroscopy. The absolute configurations of compounds 1 and 2 were established by comparison of experimental and calculated electronic circular dichroism (ECD) data. In the putative biosynthetic pathway, eucalypcamals O and P should be derived from hetero-Diels-Alder reaction between grandinol and trans-isoeugenol.
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