Sanguinarine and Dihydrosanguinarine Accumulation in Argemone mexicana (L) Cell Suspension Cultures Exposed to Yeast Extract

Abstract

Alkaloid contents in <em>Argemone mexicana</em> cell line AMMiF were analyzed during a 36-day culture cycle. The benzophenanthridine sanguinarine (SA) represented the main alkaloid. Dihydrosanguinarine (DHSA), a SA biosynthetic precursor and a less toxic benzophenanthridine, was also identified, based on chromatographic properties and further confirmed by gas chromatography coupled to mass spectrometry. Along the culture cycle, SA contents increased simultaneously while DHSA decrease, suggesting their biosynthetic conversion. Upon exposure to yeast extract as an inducer of secondary metabolism, there was an increase in SA content, which was preceded by DHS accumulation. However, after a long exposure (72 h), contents of both SA and DHSA were noticeable elevated, with close to 20% of the total alkaloid produced being recovered from the external medium. These results suggest the operation of a cell mechanism to avoid damage inflicted by the excessive accumulation of SA.

Yeast extract induction of sanguinarine biosynthesis is partially dependent on the octadecanoic acid pathway in cell cultures of Argemone mexicana L., the Mexican poppy

“…This trait has remained stable since AmMiF cell line was generated in 2008 (Trujillo-Villanueva et al 2010). Responsiveness to MeJa and YE has also been maintained through time (Trujillo-Villanueva et al 2010Guízar-González et al 2012) and it is periodically assayed to confirm it. In this way, and in order to set the elicitor optimal doses, cultures were exposed to MeJa and YE in concentrations up to 200 lM and 300 mg l -1 , respectively.…”

Alkaloid Distribution in Seeds of Argemone mexicana L. (Papaveraceae)

“…After chromatographic separation, alkaloids were quantified by in situ fluorescence, using a Camag TLC Scanner 4 (Muttenz Switzerland) controlled by the WinCATS 1.4.10 planar chromatography manager [11]. When required, alkaloids were retrieved from aqueous solutions increasing pH > 10 with NH 4 OH and extracting with equals volumes of EtOAc [12]. Identity of the chromatographic bands has been previously established by LC-MS [8,12].…”

“…When required, alkaloids were retrieved from aqueous solutions increasing pH > 10 with NH 4 OH and extracting with equals volumes of EtOAc [12]. Identity of the chromatographic bands has been previously established by LC-MS [8,12].…”

Intraspecific and interspecific variation in prickly poppy resistance to non-native generalist caterpillars

“…Argemone (Papaveraceae) includes approximately 35 species native to the arid regions of the Americas (Schwarzbach & Kadereit 1999). Many of these species, including A. mexicana L. and A. glauca Pope, have been used in traditional medicine (Capasso et al 1997, Guizar-Gonzalez et al 2012, Brahmachari et al 2013. Prickly poppies are generally erect herbaceous annuals or short-lived perennials.…”