Devendra Rao, S., Nageswara Rao, B., Uma Devi, P. and Karteek Rao, A. (2017) Isolation of Lupeol, Design and Synthesis of Lupeol Derivatives and Their Biological Activity. Oriental Journal of Chemistry, 33, 173-180.
https://doi.org/10.13005/ojc/330119

has been cited by the following article:

• TITLE: Chemical Constituents from Ethyl Acetate Extract of Graptophyllum glandulosum Turrill and New Semi-Synthetic Derivative with Antimicrobial Activities

  AUTHORS: Cyrille Ngoufack Tagousop, Donald Léonel Feugap Tsamo, Arnaud Joseph Nguetse Dongmo, Dominique Harakat, Laurence Voutquenne-Nazabadioko, Jean-de-Dieu Tamokou, David Ngnokam

  KEYWORDS: Graptophyllum glandulosum Turrill, Lupeol, Oxidation Reaction, Antimicrobial Activities

  JOURNAL NAME: Advances in Biological Chemistry, Vol.15 No.1, February 18, 2025

  ABSTRACT: From the ethyl acetate extract of the medicinal plant Graptophyllum glandulosum Turrill, five known compounds: Lupeol (1), Oleanolic acid (2), Chrysoeriol (3), N-methyl-isonicotinamide (4) and β-sitosterol 3-O-β-D-glucopyranoside (5) were isolated. In addition, oxidation reactions carried out on lupeol (1) yielded two semi-synthetic compounds, including a previously unreported: (20R)-formyloxy-29-nor-lupan-3-one (1b) and one other well-known Lupenone (1a). The structures of natural and semi-synthetic compounds were determined by analysis of 1D-(1H, 13C), 2D-(COSY, HSQC and HMBC) NMR data in conjunction with mass spectrometry (TOFESIMS and HR-TOFESIMS) and by comparison with the reported data. The evaluation of antimicrobial activities of substrate (1) as well as semi-synthetic derivatives (1a and 1b) using broth microdilution method showed that compound 1b was the most active (16 ≤ MIC ≤ 32 μg/mL) against Escherichia coli, Staphylococcus aureus and Candida albicans compared to the starting material 1 (16 ≤ MIC ≤ 64 μg/mL) and derivative 1a (32 ≤ MIC ≤ 64 μg/mL).