Isolation and characterization of alkaloids from Lupinus albifrons and Tecoma capensis

Presentation Type

Poster

Department

Chemistry

Major

Chemistry

Abstract

Within natural products research, alkaloids remain a promising source of new medicinal compounds due to their extensive biological activities. Thus, exploring the alkaloid constituents of unstudied plants has great potential for the discovery medicinally relevant compounds. Among these unstudied plants are Lupinus albifronsand Tecoma capensis, both flowering shrubs that are cultivated as ornamental plants in Southern California. There are no existing reports describing the alkaloid constituents of T. capensis or L. albifrons. Plant material from each species was extracted with methanol and an alkaloid fraction was generated from each plant using acid-base extractions. These crude alkaloid extracts were further fractionated using a combination of flash chromatography and high-performance liquid chromatography. Isolated compounds were characterized using LCMS and 1H-, 13C-, HSQC, HMBC and TOCSY-NMR, leading to the identification of anagyrine as the primary alkaloid from L. albifrons. The identification of this compound confirms the similarity of the alkaloid profile of L. albifrons to other species in this genus.

Faculty Mentor

Matt Joyner

Funding Source or Research Program

Academic Year Undergraduate Research Initiative

Location

Waves Cafeteria

Start Date

23-3-2018 2:00 PM

End Date

23-3-2018 3:30 PM

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Mar 23rd, 2:00 PM Mar 23rd, 3:30 PM

Isolation and characterization of alkaloids from Lupinus albifrons and Tecoma capensis

Waves Cafeteria

Within natural products research, alkaloids remain a promising source of new medicinal compounds due to their extensive biological activities. Thus, exploring the alkaloid constituents of unstudied plants has great potential for the discovery medicinally relevant compounds. Among these unstudied plants are Lupinus albifronsand Tecoma capensis, both flowering shrubs that are cultivated as ornamental plants in Southern California. There are no existing reports describing the alkaloid constituents of T. capensis or L. albifrons. Plant material from each species was extracted with methanol and an alkaloid fraction was generated from each plant using acid-base extractions. These crude alkaloid extracts were further fractionated using a combination of flash chromatography and high-performance liquid chromatography. Isolated compounds were characterized using LCMS and 1H-, 13C-, HSQC, HMBC and TOCSY-NMR, leading to the identification of anagyrine as the primary alkaloid from L. albifrons. The identification of this compound confirms the similarity of the alkaloid profile of L. albifrons to other species in this genus.