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Okubo, K., Kudou, S., Uchida, T., Yoshiki, Y., Yoshikoshi, M. and Tonomura, M. (1994) Soybean Saponins and Isoflavonoids: Structure and Antiviral Activity against Human Immunodeficiency Virus in Vitro. In: Food Phytochemicals for Cancer Prevention I, ACS Symposium Series, Vol. 546, American Chemical Society, Washington DC, Chapter 26, 330-339.
https://doi.org/10.1021/bk-1994-0546.ch026

has been cited by the following article:

• TITLE: New Hemisynthetic Oleanane Saponin with Antimicrobial Activities

  AUTHORS: Cyrille Ngoufack Tagousop, Jean-De-Dieu Tamokou, Leonel Donald Tsamo Feugap, Dominique Harakat, Laurence Voutquenne-Nazabadioko, David Ngnokam

  KEYWORDS: Saponin, Acetylation, Methylation, Antimicrobial Activities

  JOURNAL NAME: Advances in Biological Chemistry, Vol.11 No.1, January 14, 2021

  ABSTRACT: A new hemisynthetic oleanane saponin: 4',2",3",4",6"-penta-O-acetyl-6'-O- methyl-3-O-β-D-glucopyranosyl-(1→2)-β-D-glucuronopyranosyl oleanolic acid (2) was obtained after acetylation and methylation reaction on 3-O-β-D- glucopyranosyl-(1→2)-β-D-glucuronopyranosyl oleanolic acid (1). Its structure was established by extensive analysis of 1D-(1H, 13C), 2D-(COSY, HSQC and HMBC) NMR data in conjunction with mass spectrometry (HR- TOFESIMS). The evaluation of antimicrobial activities using microdilution method showed that, reaction product (2) presented the lowest values of MIC against E. coli (MIC = 16 μg/mL), S. aureus (MIC = 8 μg/mL), C. tropicalis (MIC = 16 μg/mL) C. albicans (MIC = 8 μg/mL) compare to the substrate (1) against the same microbial strains: E. coli (MIC = 32 μg/mL), S. aureus (MIC = 16 μg/mL), C. tropicalis (MIC = 32 μg/mL), C. albicans (MIC = 16 μg/mL). These results indicate that, acetylation and methylation reactions of compound 1 increase its antimicrobial activities against the tested microorganisms.