Presentation Title

The structure determination of rhamnocrocin, a novel metabolite from Rhamnus crocea, the spiny redberry plant

Faculty Mentor

Jacqueline A. Trischman

Start Date

23-11-2019 9:15 AM

End Date

23-11-2019 9:30 AM

Location

Markstein 205

Session

oral 1

Type of Presentation

Oral Talk

Subject Area

physical_mathematical_sciences

Abstract

The spiny redberry plant (Rhamnus crocea) is where the Hermes Copper butterfly (Lycaena hermes), a local to Southern California and Mexico, lays its eggs. Unfortunately, the butterfly does not lay eggs on all spiny redberry plants in its usual habitat, but rather selectively. It is one of the many species that is considered endangered due to the wildfires that have been occurring in recent years. In conjunction with limiting where they lay eggs, this reduces the population further. To establish a connection between regions of redberry plants where eggs are laid and the chemistry of the plants in that region, 60 small samples from regions where they lay eggs and where they don’t were collected and analyzed using the LC-MS instrument. To help determine which compounds may have been produced at different levels in these two groups, a large amount of spiny redberry leaves from several plants was dried and extracted. An HPLC method was developed to fractionate the samples and to identify compounds from the spiny redberry plant as this species had never been studied for secondary metabolite production. In performing the separations, the major component was seen to be a novel compound that we named rhamnocrocin. The proposed structure includes kaempferol aglycone and three sugar moieties. The structure elucidation of this new compound will be presented and the strategy for the establishment of the stereochemistry of the glycosides will be discussed.

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Nov 23rd, 9:15 AM Nov 23rd, 9:30 AM

The structure determination of rhamnocrocin, a novel metabolite from Rhamnus crocea, the spiny redberry plant

Markstein 205

The spiny redberry plant (Rhamnus crocea) is where the Hermes Copper butterfly (Lycaena hermes), a local to Southern California and Mexico, lays its eggs. Unfortunately, the butterfly does not lay eggs on all spiny redberry plants in its usual habitat, but rather selectively. It is one of the many species that is considered endangered due to the wildfires that have been occurring in recent years. In conjunction with limiting where they lay eggs, this reduces the population further. To establish a connection between regions of redberry plants where eggs are laid and the chemistry of the plants in that region, 60 small samples from regions where they lay eggs and where they don’t were collected and analyzed using the LC-MS instrument. To help determine which compounds may have been produced at different levels in these two groups, a large amount of spiny redberry leaves from several plants was dried and extracted. An HPLC method was developed to fractionate the samples and to identify compounds from the spiny redberry plant as this species had never been studied for secondary metabolite production. In performing the separations, the major component was seen to be a novel compound that we named rhamnocrocin. The proposed structure includes kaempferol aglycone and three sugar moieties. The structure elucidation of this new compound will be presented and the strategy for the establishment of the stereochemistry of the glycosides will be discussed.