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


ABSTRACT: From the aerial parts of Salvia ballotiflora, eleven diterpenoids were isolated; among them, four icetexanes and one abietane (1-5) are reported for the first time. Their structures were established by spectroscopic means, mainly ¹H- and 13C-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 6 and 3, which were the most active with IC50 (?M) = 0.27 ± 0.08 and 1.40 ± 0.03, respectively, for U251 (human glioblastoma) and IC50 (?M) = 0.0.46 ± 0.05 and 0.82 ± 0.06 for SKLU-1 (human lung adenocarcinoma), when compared with adriamycin (IC50 (?M) = 0.08 ± 0.003 and 0.05 ± 0.003, as the positive control), respectively. Compounds 3 and 10 showed significant reduction of the induced ear edema of 37.4 ± 2.8 and 25.4 ± 3.0% (at 1.0 ?mol/ear), respectively. Compound 4 was the sole active diterpenoid in the antioxidant assay (IC50 = 98. 4 ± 3.3), using ?-tocopherol as the positive control (IC50 (?M) = 31.7 ± 1.04). The diterpenoid profile found is of chemotaxonomic relevance and reinforces the evolutionary link of S. ballotiflora with other members of the section Tomentellae.

SUBMITTER: Esquivel B 

PROVIDER: S-EPMC6151488 | biostudies-literature | 2017 Oct

REPOSITORIES: biostudies-literature

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

Esquivel Baldomero B   Bustos-Brito Celia C   Sánchez-Castellanos Mariano M   Nieto-Camacho Antonio A   Ramírez-Apan Teresa T   Joseph-Nathan Pedro P   Quijano Leovigildo L  

Molecules (Basel, Switzerland) 20171018 10


From the aerial parts of <i>Salvia ballotiflora</i>, eleven diterpenoids were isolated; among them, four icetexanes and one abietane (<b>1</b>-<b>5</b>) are reported for the first time. Their structures were established by spectroscopic means, mainly ¹H- and <sup>13</sup>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  ...[more]

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