Table 1.

Activity against HIV-1_IIIB strain, cytotoxicity and SI of the title compounds in C8166 cells^a.

Compd.	R1	R2	X	EC50b (μmol/L)	CC50c (μmol/L)	SId
I-01	Ph	Et	H	0.0068 ± 0.0017	84.48 ± 0.91	12,424
I-02	3′-Me-Ph	Et	H	0.0739 ± 0.0079	82.76 ± 2.20	1120
I-03	3′-Br-Ph	Et	H	0.0512 ± 0.0073	76.26 ± 3.09	1489
I-04	3′-Cl-Ph	Et	H	0.0665 ± 0.0388	80.99 ± 0.38	1218
I-05	3′-F-Ph	Et	H	0.0348 ± 0.0206	71.99 ± 8.86	2069
I-06	3′-CF3-Ph	Et	H	0.3016 ± 0.2135	34.42 ± 3.50	114
I-07	4′-Me-Ph	Et	H	0.0523 ± 0.0385	91.42 ± 1.90	1748
I-08	4′-Cl-Ph	Et	H	0.0178 ± 0.0112	83.86 ± 0.45	4711
I-09	4′-F-Ph	Et	H	0.0200 ± 0.0018	74.93 ± 4.82	3747
I-10	4′-MeO-Ph	Et	H	0.0232 ± 0.0071	>200	>8621
I-11	4′-OH-Ph	Et	H	0.0038 ± 0.0011	96.78 ± 8.17	25,468
I-12	4′-MeS-Ph	Et	H	0.0118 ± 0.0088	>200	>16,949
I-13	4′-(CH3)2CH-Ph	Et	H	0.1469 ± 0.0552	31.12 ± 3.81	212
I-14	3′,4′-diCl-Ph	Et	H	0.3102 ± 0.2008	75.35 ± 8.48	243
I-15	3′,4′-diF-Ph	Et	H	0.1617 ± 0.0371	86.43 ± 3.10	535
I-16	2′,4′-diMe-Ph	Et	H	0.4759 ± 0.4129	87.39 ± 1.87	184
I-17	2′,4′-diF-Ph	Et	H	0.0418 ± 0.0031	59.71 ± 8.78	1428
I-18	2′-N-pyridyl	Et	H	0.0228 ± 0.0017	79.44 ± 5.18	3484
I-19	H	Et	H	0.0334 ± 0.0056	75.01 ± 6.88	2246
I-20	Me	Et	H	0.0277 ± 0.0015	45.16 ± 10.71	1630
I-21	Cyclopropyl	Et	H	0.0245 ± 0.0027	47.19 ± 4.89	1926
I-22	C(CH3)3	Et	H	0.2965 ± 0.1034	67.93 ± 4.76	229
I-23	Ph	Et	Cl	0.0990 ± 0.0019	>200	>2020
I-24	3′-Me-Ph	Et	Cl	0.0860 ± 0.0152	77.10 ± 13.61	897
I-25	3′-Br-Ph	Et	Cl	0.1015 ± 0.0025	58.06 ± 9.84	572
I-26	3′-Cl-Ph	Et	Cl	0.0570 ± 0.0033	66.08 ± 31.43	1159
I-27	3′-F-Ph	Et	Cl	0.0713 ± 0.0436	>200	>2805
I-28	3′-CF3-Ph	Et	Cl	0.1819 ± 0.0116	55.05 ± 3.82	303
I-29	4′-Me-Ph	Et	Cl	0.1380 ± 0.0469	>200	>1449
I-30	4′-Cl-Ph	Et	Cl	0.0893 ± 0.0629	>200	>2240
I-31	4′-F-Ph	Et	Cl	0.0181 ± 0.0017	64.92 ± 14.55	3587
I-32	3′,4′-diCl-Ph	Et	Cl	0.3495 ± 0.0197	190.20 ± 13.85	544
I-33	3′,4′-diF-Ph	Et	Cl	0.1512 ± 0.0960	115.43 ± 19.05	763
I-34	4′-MeO-3′-Cl-Ph	Et	Cl	0.1299 ± 0.0508	49.84 ± 8.21	384
I-35	Ph	CH3	H	0.1865 ± 0.0936	54.62 ± 2.88	293
I-36	4′-MeO-Ph	CH3	H	0.1941 ± 0.0103	66.88 ± 0.86	345
I-37	4′-F-Ph	CH3	H	0.3552 ± 0.1654	42.23 ± 1.75	119
I-38	Ph	H	H	4.9825 ± 2.5257	79.06 ± 5.34	16
I-39	4′-MeO-Ph	H	H	3.9567 ± 2.0214	56.05 ± 0.89	14
I-40	4′-F-Ph	H	H	10.0751 ± 4.1284	61.62 ± 3.22	6
DB02	–	–	–	0.0067 ± 0.0021	>200	>29,851
ETR	–	–	–	0.0014 ± 0.0034	27.48 ± 5.69	19,628
NVP	–	–	–	0.0402 ± 0.0257	>200	>4975
AZT	–	–	–	0.0089 ± 0.0002	>200	>22,472

–Not applicable.

^aAll data represent as mean ± SD (n = 3).

^bEffective concentration required to protect C8166 cell against the cytopathogenicity of HIV by 50%.

^cCytostatic concentration required to reduce C8166 cell proliferation by 50% tested by MTT method.

^dSelectivity index: ratio CC₅₀/EC₅₀, a higher SI means a more selective compound.