Chemoinformatics Profiling of the Bioactive Fraction of Bizzy Nut

Abstract

Bizzy Nut status as a traditional natural medicine resulted from its reputation as a stimulant, increasing energy and strength, staving off hunger and a multitude of biological activities such as anti‐oxidation, anti‐cancer, and prevention of certain diseases. We have developed a method for fingerprinting and quantifying the anti‐prostatic activity existing in Bizzy Nut using liquid chromatography (LC) with a diode array detector and LC‐MS. Using this method, the chemical fingerprint of Biz‐2Fr.3 extract was established, in which the separation of more than five analytes were realized in about 30 mins, and 6–8 distinctive peaks were identified by LC/MS analysis. The linearity, precision, stability, repeatability, and accuracy of the method will clearly reveal any variations of Bizzy Nut samples produced in Jamaica in different years. To provide clues to the chemical identity of bioactive peaks (Biz‐2Fr.3), we applied LC‐MS because of its sensitivity, reproducibility, speed, and versatility. Analysis of Biz‐2Fr.3 using an Agilent 6210 Quadrupole LC‐MS with an Agilent Ultra‐2 fused silica capillary MS column in the negative ion mode resulted in three major peaks with retention times of 1.1, 5.8 and 7.5 minutes. Characterization of the molecular ions in peak one revealed the presence of the analyte, with m/z ranging from 120 m/z to 445 m/z. Peaks two and three, on the other hand, contained a single molecular ion with m/z of 181. The 1H NMR spectrum of Biz‐2Fr.3 contained peaks with the following chemical shifts, in ppm, and assignments: a stretch of H between 3.5–4ppm indicating the presence of straight chains CH, CH2 or CH3. Methyl hydrogens that are bonded to oxygen (eg. ROCH3) were observed between chemical shifts between 2.9–3.6 ppm. There is a possibility of the presence of C=C (eg. R2C=CHR) due to the shift between 4.0–4.5 ppm. The absence of the chemical shift between 6–8ppm indicates the absence of any aromatic hydrogen. The LC‐MS and NMR data suggested that we have three groups of compounds in the Biz‐2Fr.3 fraction.Support or Funding InformationGrant support: U.S. Public Health Service grants R15AT006821, awarded by the National Center for Complementary and Integrative Health.This abstract is from the Experimental Biology 2018 Meeting. There is no full text article associated with this abstract published in The FASEB Journal.