“…The presence of a flavanone skeleton was evident from the characteristic absorption bands at λ max 345 and 297 nm in the UV spectra, the ABX-type spin system (δ H 5.26, 1H, dd, J = 12.8, 3.0 Hz, H-2; 2.78, 1H, dd, J = 17.0, 3.0 Hz, H-3α; and 2.97, 1H, dd, J = 17.0, 12.8 Hz, H-3β) in the 1 H NMR spectrum (Table 1), conjugated with the oxygenated carbon resonance at δ C 78.8 (C-2), a methylene resonance at δ C 43.6 (C-3), and a carbonyl resonance at δ C 196.7 (C-4) in the 13 C NMR spectra [23][24][25]. The 13 The locations of these oxygenated substituents as well as the isoprenyl and methyl groups were determined by the HSQC and HMBC experiments (Fig. 2 Biogenetically, flavanones are formed by cyclization of chalcones mediated by the enzyme chalcone isomerase (CHI) in a highly stereospecific manner through a Michael nucleophilic reaction involving the 2′-OH group and the α, β-unsaturated ketone of the chalcone, leading almost exclusively to the (2S)-isomer [26,27].…”