TY - JOUR
T1 - Transformed cell suspension culture of Galphimia glauca producing sedative nor-friedelanes
AU - Ortíz, Anabel
AU - Cardoso-Taketa, Alexandre
AU - Monroy, Mario Rodríguez
AU - Arellano, Jesús
AU - Hernández, Georgina
AU - Villarreal, María Luisa
PY - 2010
Y1 - 2010
N2 - The Mexican species Galphimia glauca (Cav.) Kuntze (Malphigiaceae) synthesises a family of sedative and anxiolytic nor-secofriedelanes, designated as galphimines. These active principles accumulate at low concentration in the aerial parts of plants from wild populations. Transformed calluses and cell suspension cultures of this species were established in order to induce a greater production of nor-friedelanes. The cell suspension line GgBa was selected and grown over a period of two years of continuous subculturing in MS nutrient medium in the absence of growth regulators. PCR and Southern blot analyses were employed in order to confirm that the rol A gene had been integrated into the plant genome. Batch cultures of the GgBa cell line were grown over a 32-day period and first-order growth kinetics was observed, reaching a specific growth rate () of 0.13d1. The production of glaucacetalin A (10), a triterpenoid related to the known galphimines, was quantified in the nutrient medium by HPLC. The transformed cell suspension culture GgBa also synthesised a novel nor-friedelane, given the name glaucacetalin D (13). High-resolution spectroscopic and spectrometric techniques were employed to elucidate the structure of 13. This triterpene has never been observed in wild plant tissues or in other in vitro cultures. Maslinic acid (14) was identified in cell biomasses. The triterpene production of the cell line GgBa was as follows: glaucacetalin A, 2.7mg/L; glaucacetalin D, 2.9mg/L and maslinic acid, 2.4mg/g dry weight. The sedative activity of compounds 10 and 13 was demonstrated in ICR mice by using the sodium pentobarbital-induced hypnosis model. No cytotoxicity of 10 and 13 was exhibited against KB, MCF-7 and HF6 human cancer cell lines.
AB - The Mexican species Galphimia glauca (Cav.) Kuntze (Malphigiaceae) synthesises a family of sedative and anxiolytic nor-secofriedelanes, designated as galphimines. These active principles accumulate at low concentration in the aerial parts of plants from wild populations. Transformed calluses and cell suspension cultures of this species were established in order to induce a greater production of nor-friedelanes. The cell suspension line GgBa was selected and grown over a period of two years of continuous subculturing in MS nutrient medium in the absence of growth regulators. PCR and Southern blot analyses were employed in order to confirm that the rol A gene had been integrated into the plant genome. Batch cultures of the GgBa cell line were grown over a 32-day period and first-order growth kinetics was observed, reaching a specific growth rate () of 0.13d1. The production of glaucacetalin A (10), a triterpenoid related to the known galphimines, was quantified in the nutrient medium by HPLC. The transformed cell suspension culture GgBa also synthesised a novel nor-friedelane, given the name glaucacetalin D (13). High-resolution spectroscopic and spectrometric techniques were employed to elucidate the structure of 13. This triterpene has never been observed in wild plant tissues or in other in vitro cultures. Maslinic acid (14) was identified in cell biomasses. The triterpene production of the cell line GgBa was as follows: glaucacetalin A, 2.7mg/L; glaucacetalin D, 2.9mg/L and maslinic acid, 2.4mg/g dry weight. The sedative activity of compounds 10 and 13 was demonstrated in ICR mice by using the sodium pentobarbital-induced hypnosis model. No cytotoxicity of 10 and 13 was exhibited against KB, MCF-7 and HF6 human cancer cell lines.
KW - Galphimia glauca
KW - Malpighiaceae
KW - Norfriedelanes
KW - Sedative
KW - Transformed suspension cell cultures
KW - Triterpenes
UR - http://www.scopus.com/inward/record.url?scp=77749316826&partnerID=8YFLogxK
U2 - 10.1055/s-0029-1186166
DO - 10.1055/s-0029-1186166
M3 - Artículo
C2 - 19809970
SN - 0032-0943
VL - 76
SP - 386
EP - 392
JO - Planta Medica
JF - Planta Medica
IS - 4
ER -