Podoimbricatin A,a cytotoxic diterpenoid with an unprecedented 6/6/5/6-fused tetracyclic ring system from the twigs and leaves of Podocarpus imbricatus |
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Institution: | 1. Department of Pharmacognosy, University of Szeged, 6720 Szeged, Hungary;2. Department of Pharmacodynamics and Biopharmacy, University of Szeged, 6720 Szeged, Hungary;3. Department of Botany, University of West Hungary, 9200 Mosonmagyaróvár, Hungary;4. Interdisciplinary Centre of Natural Products, University of Szeged, 6720 Szeged, Hungary |
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Abstract: | Podoimbricatin A (1), a diterpenoid possessing an unprecedented 6/6/5/6-fused tetracyclic ring system, and podoimbricatin B (2), a new abietane-type diterpenoid, together with four previously reported diterpenoids and a cyclic peptide were isolated from the twigs and leaves of Podocarpus imbricatus. Their structures were established on the basis of extensive spectroscopic analyses and the relative configuration of 1 was confirmed by single-crystal X-ray diffraction analysis. A plausible biogenetic pathway involving hetero-Diels–Alder cycloaddition as a key reaction is proposed for 1. Compounds 1, 5, and 7 showed inhibitory effects against the A549 and NCI-H292 cancer cell lines. |
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Keywords: | Diterpenoid Podoimbricatin A Podoimbricatin B Cytotoxicity |
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