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Structure, Absolute Configuration, and Antiproliferative Activity of Abietane and Icetexane Diterpenoids from Salvia ballotiflora.
Esquivel, Baldomero; Bustos-Brito, Celia; Sánchez-Castellanos, Mariano; Nieto-Camacho, Antonio; Ramírez-Apan, Teresa; Joseph-Nathan, Pedro; Quijano, Leovigildo.
Afiliação
  • Esquivel B; Instituto de Química, Universidad Nacional Autónoma de México (UNAM), Circuito Exterior, Ciudad Universitaria, Mexico City 04510, Mexico. baldo@unam.mx.
  • Bustos-Brito C; Instituto de Química, Universidad Nacional Autónoma de México (UNAM), Circuito Exterior, Ciudad Universitaria, Mexico City 04510, Mexico. bustosbritocelia@comunidad.unam.mx.
  • Sánchez-Castellanos M; Facultad de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Mexico City 04510, Mexico. msanchezcastellanos@gmail.com.
  • Nieto-Camacho A; Instituto de Química, Universidad Nacional Autónoma de México (UNAM), Circuito Exterior, Ciudad Universitaria, Mexico City 04510, Mexico. anieto@unam.mx.
  • Ramírez-Apan T; Instituto de Química, Universidad Nacional Autónoma de México (UNAM), Circuito Exterior, Ciudad Universitaria, Mexico City 04510, Mexico. mtrapan@unam.mx.
  • Joseph-Nathan P; Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Apartado 14-740, Mexico City 07000, Mexico. pjoseph@nathan.cinvestav.mx.
  • Quijano L; Instituto de Química, Universidad Nacional Autónoma de México (UNAM), Circuito Exterior, Ciudad Universitaria, Mexico City 04510, Mexico. quijano@unam.mx.
Molecules ; 22(10)2017 Oct 18.
Article em En | MEDLINE | ID: mdl-29057832
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 (µM) = 0.27 ± 0.08 and 1.40 ± 0.03, respectively, for U251 (human glioblastoma) and IC50 (µM) = 0.0.46 ± 0.05 and 0.82 ± 0.06 for SKLU-1 (human lung adenocarcinoma), when compared with adriamycin (IC50 (µM) = 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 µmol/ear), respectively. Compound 4 was the sole active diterpenoid in the antioxidant assay (IC50 = 98. 4 ± 3.3), using α-tocopherol as the positive control (IC50 (µM) = 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.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Medicamentos de Ervas Chinesas / Proliferação de Células / Neoplasias / Antineoplásicos Fitogênicos Limite: Animals / Humans Idioma: En Revista: Molecules Assunto da revista: BIOLOGIA Ano de publicação: 2017 Tipo de documento: Article País de afiliação: México País de publicação: Suíça

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Medicamentos de Ervas Chinesas / Proliferação de Células / Neoplasias / Antineoplásicos Fitogênicos Limite: Animals / Humans Idioma: En Revista: Molecules Assunto da revista: BIOLOGIA Ano de publicação: 2017 Tipo de documento: Article País de afiliação: México País de publicação: Suíça