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Beilstein J. Org. Chem. 2020, 16, 1606–1616, doi:10.3762/bjoc.16.133
Graphical Abstract
Scheme 1: Preparation of functionalized-BER, -DHBER and -THBER derivatives.
Scheme 2: Substrate scope of hydrazono-DHBER. Reaction conditions: DHBER (1.0 mmol), 1 (1.0 mmol), DCM 3.0 mL...
Figure 1: 1H,1H-COSY spectrum of DHBER 2a [65].
Scheme 3: Synthesis of hydrazono-THBERs 3a–n. Reaction conditions: DHBER (0.5 mmol), NaBH4 (2.0 mmol), MeOH, ...
Figure 2: Detail of the hydrazone signal in the HMBC spectrum of THBER 3a.
Figure 3: Comparison between 1H NMR spectra of DHBER 2a and of THBER 3a.
Figure 4: NOE correlation between C13−H and C13a−H of THBER 3a.
Figure 5: Effects of 25 µM hydrazono-DHBERs 2a–n (A) and hydrazono-THBERs 3a–g,i–n [70] (B) on NCI-H1975 cell pro...
Figure 6: Effects of 25 µM hydrazono-DHBERs 2a–n and hydrazono-THBERs 3a–g,i–n [70] on NCI-H1975 cell proliferati...