Abstract
Two new meroterpenoid hydroquinones,rel-(4bE,6Z,8E,9aS,10S)-1,4-dihydroxy-9a,10-dihydro-10,12-epoxy-5-methylbenzo[a]azulen-12-one andrel-(4bZ,6Z,8E,9aS,10S)-1-hydroxy-9a,10-dihydro-4,11:10,12-diepoxy-benzo[a]azulen-11,12-dione, along with the known peptide derivative (S)-N-benzoylphenylalanine-(S)-2-benzamide-3-phenylpropyl ester, were isolated from the roots of Cordia globosa. Their structures were determined by 1D and 2D nuclear magnetic resonance (NMR) spectrometry, Fourier transform infrared (FTIR) spectroscopy and high resolution atmospheric pressure chemical ionization mass spectrometry (HRAPCIMS) data analysis. The new compounds were tested against three human cancer cell lines (colon adenocarcinoma, ovarian carcinoma and glioblastoma), but none of them exhibited any activity.
Highlights
The Cordia genus (Boraginaceae) comprises approximately 300 species widespread worldwide,[1] many of which used in traditional medicine for different purposes as cicatrizing, anti-inflammatory, anthelmintic, antimalarial, diuretic and to treat urinary infections.[2,3,4] Cordia has proved to be a prolific source of meroterpenoid quinones, chromenes, hydroquinones and hydrochromenes.[5,6,7,8,9]Previously, we have investigated some plants belonging to the genus Cordia, including C. globosa and evaluated the antiproliferative properties of the isolated terpenoid quinones.[10,11,12] In the present work the EtOH extract from roots of C. globosa, an annual and aromatic shrub native to the northeast of Brazil, was investigated, which led to the isolation and characterization of two new terpenoid hydroquinones (1 and 2), and a known peptide derivative (3) (Figure 1)
In the present work the EtOH extract from roots of C. globosa, an annual and aromatic shrub native to the northeast of Brazil, was investigated, which led to the isolation and characterization of two new terpenoid hydroquinones (1 and 2), and a known peptide derivative (3) (Figure 1)
Signals at dH 7.03, 7.02 (d, J 11.4 Hz, H-6) and 6.77 were related to a coupling system of olefinic protons, while the signals at dH 6.17 (d, J 8.0 Hz, H-10) and 2.96 (d, J 8.0 Hz, H-9a) were associated with methines, one of which corresponding to an oxymethine proton
Summary
The Cordia genus (Boraginaceae) comprises approximately 300 species widespread worldwide,[1] many of which used in traditional medicine for different purposes as cicatrizing, anti-inflammatory, anthelmintic, antimalarial, diuretic and to treat urinary infections.[2,3,4] Cordia has proved to be a prolific source of meroterpenoid quinones, chromenes, hydroquinones and hydrochromenes.[5,6,7,8,9]Previously, we have investigated some plants belonging to the genus Cordia, including C. globosa and evaluated the antiproliferative properties of the isolated terpenoid quinones.[10,11,12] In the present work the EtOH extract from roots of C. globosa, an annual and aromatic shrub native to the northeast of Brazil, was investigated, which led to the isolation and characterization of two new terpenoid hydroquinones (1 and 2), and a known peptide derivative (3) (Figure 1). The EtOH extract (67.0 g) was fractionated over silica gel by elution with CH2Cl2, followed by EtOAc, to yield two main fractions weighting 24.0 and 9.0 g, respectively.
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
