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Ent-16alpha,17-dihydroxykauran-19-oic acid isolated from Oratea semiserrata and the stereochemistry defiances of the chiral carbons C-4 and C-16

Phytochemical investigation of the leaves and branches of a specimen of Ouratea semiserrata led to the isolation and characterization of ent-16alpha,17-dihydroxykauran-19-oic acid, along with other natural products. This diterpenoid and its derivatives were used to unambiguous ¹H and 13C chemical shifts assignments and to indicate some mistake data described in the literature as consequence mainly of the stereochemicals of the chiral carbons C-4 and C-16. The HRMS spectra were also analysed.

Ouratea semiserrata; Ochnaceae; ent-16alpha,17-dihydroxykauran-19-oic acid; ¹H and 13C spectral data; HRMS spectra


Sociedade Brasileira de Química Instituto de Química, Universidade Estadual de Campinas (Unicamp), CP6154, 13083-0970 - Campinas - SP - Brazil
E-mail: quimicanova@sbq.org.br