Table 1 Anti-dengue activity and cytotoxicity of flavone analogs. Errors were calculated from three independent experiments.

Comp						%Inhibition^a	EC₅₀^b (µM)	%Viability^c
Comp	R¹	R²	R³	R⁴	R⁵	%Inhibition^a	EC₅₀^b (µM)	%Viability^c
1a	H	H	OH	H	H	90.0	–^e	69.50 ± 14.33
1b	H	H	OMe	H	H	77.0	–^e	95.16 ± 8.12
1c	H	H	OPp	H	H	73.0	–^e	89.18 ± 0.78
2a	H	OH	H	H	H	37.5	–^e	121.78 ± 7.21
2b	H	OMe	H	H	H	37.5	–^e	84.55 ± 3.34
2c	H	OPp	H	H	H	37.5	–^e	115.24 ± 1.55
3a	OH	OH	H	H	H	58.3	–^e	79.36 ± 3.20
3b	OCH₂O		H	H	H	NA^d	–^e	96.64 ± 1.01
4a	H	OH	H	OH	H	16.7	–^e	84.85 ± 2.03
4b	H	OMe	H	OH	H	16.7	–^e	97.47 ± 1.00
4c	H	OBn	H	OH	H	NA^d	–^e	86.14 ± 3.05
4d	Br	OH	Br	OH	H	83.0	1.47 ± 0.86^f	101.08 ± 0.44
4e	NO₂	OH	H	OH	H	33.3	–^e	52.54 ± 2.59
4f	NH₂	OH	H	OH	H	NA^d	–^e	93.38 ± 3.29
5a	H	OH	OH	OH	H	75.0	23.9^f	92.89 ± 1.44
5b	H	OMe	OMe	OH	H	80.0	–^e	97.47 ± 2.47
5c	H	OAc	OAc	OAc	H	100	0.41 ± 0.56	107 ± 7.34
5d	H	OPp	OPp	OPp	H	90.0	0.070 ± 0.015	83.79 ± 2.61
5e	H	OPp	OPp	OH	H	91.7	0.068 ± 0.040	89.62 ± 5.95
5f	Br	OH	OH	OH	H	100	0.88 ± 0.14^f	73.36 ± 14.80
5g	Br	OAc	OAc	OAc	H	100	0.26 ± 0.14	50.89 ± 3.22
5h	Br	OPp	OPp	OPp	H	NA^d	–^e	84.52 ± 6.56
5i	H	OMe	OMe	OMe	H	44.4	–^e	96.84 ± 11.95
5j	H	OMe	OMe	OMe	Br	70.4	–^e	101.13 ± 11.06
5k	H	OMe	OMe	OMe	NO₂	70.0	–^e	100.95 ± 1.97
5l	H	OMe	OMe	OMe	NH₂	62.0	–^e	93.00 ± 2.36
5m	H	OH	OH	OH	Br	100	0.52 ± 0.12	89.99 ± 6.61
5n	H	OH	OH	OH	NO₂	100	4.30 ± 0.56	78.55 ± 9.87
5o	H	OH	OH	OH	NH₂	NA^d	–^e	108.69 ± 2.53
5p	H	OMe	OMe	OH	Br	64.8	–^e	96.78 ± 5.28
5q	H	OMe	OMe	OH	NO₂	98.2	4.52 ± 0.76	84.73 ± 5.07
5r	H	OMe	OH	OH	NO₂	22.2	–^e	91.60 ± 0.89
6a	H	H	Me	H	H	NA^d	–^e	72.50 ± 2.41

^a%viral inhibition against DENV2 at 10 μM; ^bEC₅₀: 50% effective concentration against DENV2; ^c%viability in LLC/MK2 cell at 10 μM; ^dNA = not active; ^e– = not determined; ^fdata according to literature.

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