Structure, Absolute Configuration, and Antiproliferative Activity of Abietane and Icetexane Diterpenoids from Salvia ballotiflora

From the aerial parts of , eleven diterpenoids were isolated; among them, four icetexanes and one abietane ( - ) are reported for the first time. Their structures were established by spectroscopic means, mainly ¹H- and C-NMR, including 1D and 2D homo- and hetero-nuclear experiments. Most of the isol...

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Veröffentlicht in:Molecules (Basel, Switzerland) Switzerland), 2017-10, Vol.22 (10), p.1690
Hauptverfasser: Esquivel, Baldomero, Bustos-Brito, Celia, Sánchez-Castellanos, Mariano, Nieto-Camacho, Antonio, Ramírez-Apan, Teresa, Joseph-Nathan, Pedro, Quijano, Leovigildo
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Sprache:eng
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Zusammenfassung:From the aerial parts of , eleven diterpenoids were isolated; among them, four icetexanes and one abietane ( - ) are reported for the first time. Their structures were established by spectroscopic means, mainly ¹H- and C-NMR, including 1D and 2D homo- and hetero-nuclear experiments. Most of the isolated diterpenoids were tested for their antiproliferative, anti-inflammatory, and radical scavenging activities using the sulforhodamine B assay on six cancer cell lines, the TPA-induced ear edema test in mice, and the reduction of the DPPH assay, respectively. Some diterpenoids showed anti-proliferative activity, these being icetexanes and , which were the most active with IC (μM) = 0.27 ± 0.08 and 1.40 ± 0.03, respectively, for U251 (human glioblastoma) and IC (μM) = 0.0.46 ± 0.05 and 0.82 ± 0.06 for SKLU-1 (human lung adenocarcinoma), when compared with adriamycin (IC (μM) = 0.08 ± 0.003 and 0.05 ± 0.003, as the positive control), respectively. Compounds and showed significant reduction of the induced ear edema of 37.4 ± 2.8 and 25.4 ± 3.0% (at 1.0 μmol/ear), respectively. Compound was the sole active diterpenoid in the antioxidant assay (IC = 98. 4 ± 3.3), using α-tocopherol as the positive control (IC (μM) = 31.7 ± 1.04). The diterpenoid profile found is of chemotaxonomic relevance and reinforces the evolutionary link of with other members of the section Tomentellae.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules22101690