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Abietane Diterpenes from Hyptis crassifolia Mart. ex Benth. (Lamiaceae)

The phytochemical study of the ethanol extract from roots of Hyptis crassifolia Mart. ex Benth. (Lamiaceae) led to the isolation and structure elucidation of nine diterpenes identified as 11,12,15-trihydroxy-8,11,13-abietatrien-7-one, 6α,11,12,15-tetrahydroxy-8,11,13-abietatrien-7-one, 11,12,16-trihydroxy-17(15→16)-abeo-abieta-8,11,13-trien-7-one, (16S)-12,16-epoxy-11,14-dihydroxy-17(15→16)-abeo-abieta-8,11,13-trien-7-one, incanone, ferruginol, sugiol, 11-oxomanoyl oxide and 11β-hydroxymanoyl oxide. Compounds 11,12,16-trihydroxy-17(15→16)-abeo-abieta-8,11,13-trien-7-one and 6α,11,12,15-tetrahydroxy-8,11,13-abietatrien-7-one are new, 11,12,15-trihydroxy-8,11,13-abietatrien-7-one is being reported for the first time as a new natural abietane diterpene, while for (16S)-12,16-epoxy-11,14-dihydroxy-17(15→16)-abeo-abieta- 8,11,13‑trien-7-one, previously isolated from Teucrium divaricatum Subsp. villosum, a revision of the 1H and 13C nuclear magnetic resonance (NMR) data previously reported is proposed. Structure determination of all constituents was performed by mean of spectroscopic techniques such as high resolution mass spectrometry (HRMS), infrared (IR), 1H and 13C 1D and 2D NMR and comparison with literature data.

Hyptis crassifolia ; Lamiaceae; abietane diterpenes; rearranged abietane diterpenes; labdane diterpenes


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