Isolation and structural elucidation of two new labdane diterpenoids from the aerial part of Roylea cinerea |
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| Affiliation: | 1. Instituto de Ciencias Químicas, Facultad de Ciencias, Universidad Austral de Chile, Casilla 567, Valdivia, Chile;2. Departamento de Química, Facultad de Ciencias Exactas, Universidad Andrés Bello, Quillota 910, Viña del Mar, Chile;3. Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Apartado 14-740, México, D.F. 07000, Mexico;1. Fakulteta za kemijo in kemijsko tehnologijo, Univerza v Ljubljani, Aškerčeva c. 5, 1000 Ljubljana, Slovenia;2. Ruđer Bošković Institute, Zagreb, Croatia;3. Institut des Matériaux Jean Rouxel, Université de Nantes, Cedex 3, France;4. Leiden Institute of Chemistry, Leiden University, Leiden, The Netherlands;5. Department of Chemistry, King Saud University, Riyadh, Saudi Arabia;1. College of Pharmacy, Yonsei Institute of Pharmaceutical Sciences, Yonsei University, Incheon 21983, South Korea;2. Institute of Pharmaceutical Sciences, College of Pharmacy, CHA University, Sungnam 13844, South Korea;3. Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, South Korea |
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| Abstract: | Two new labdane diterpenoids, cinereanoid A (1) and cinereanoid B (2), along with five known compounds, calyone (3), pilloin (4), 1-methylindole-3-carboxaldehyde (5), β-sitosterol (6) and stigmasterol (7) were isolated from the aerial parts of Roylea cinerea (Lamiaceae). The new structures were determined by using IR, MS, 1D, 2D NMR spectroscopy. The structure of both new compounds was further confirmed by single crystal X-ray crystallographic analysis. In this study we have also reported single crystal X-ray structure of compound 3 which unambiguously confirmed the relative stereochemistry of tertiary hydroxyl and methyl groups, as it was not established by earlier report. Compounds 4 and 5 were isolated for the first time from this plant. In view of very few reports about this species, this report has increased the phytochemical knowledge about R. cinerea. |
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| Keywords: | 2D NMR Labdane diterpenoids Lamiaceae X-ray diffraction |
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