Table 1.

Anti-HIV-1 (IIIB and K103N/Y181C) activity, cytotoxicity and SI values of 9a‒h, 10, 15a‒h and 16.

Compd.	R	R1	EC50 (nmol/L)a		CC50 (μmol/L)b	SIc
			IIIB	RES056		IIIB	RES056
9a			2.20 ± 0.33	257 ± 95.2	215 ± 1.17	97,727	837
9b	CN	OCH3	3.63 ± 1.15	193 ± 40.4	54.5 ± 1.29	15,014	282
9c	CN	OCH2CH3	6.90 ± 1.92	445 ± 109	117 ± 7.75	16,957	263
9d	CN	O(CH2)3CH3	125 ± 39.0	6504 ± 483	7.80 ± 1.53	62	1
9e	CN	OCH2CF3	33.0 ± 7.63	1295 ± 120	17.4 ± 2.85	527	13
9f	CN	OCH(CH3)2	24.8 ± 14.8	514 ± 57.1	111 ± 33.6	4476	216
9g	CN	OC(CH3)3	99.3 ± 37.0	>16,264	16.3 ± 4.28	164	<1
9h	CN	OCH2CH(CH3)2	90.9 ± 50.8	13,201 ± 10,152	8.78 ± 9.12	97	1
10	CN	OH	16,495 ± 4081	>227,442	>227	>14	<1
15a	CV	CH3	1.75 ± 0.64	15.8 ± 2.62	117 ± 23.9	66,857	7405
15b	CV	OCH3	19.1 ± 13.9	603 ± 139	34.9 ± 2.86	1827	58
15c	CV	OCH2CH3	26.4 ± 15.1	110 ± 27.2	8.15 ± 0.64	309	74
15d	CV	O(CH2)3CH3	173 ± 54.0	1427 ± 173	12.2 ± 3.91	71	9
15e	CV	OCH2CF3	138 ± 55.8	747 ± 242	15.6 ± 2.67	113	21
15f	CV	OCH(CH3)2	29.2 ± 9.12	401 ± 321	4.45 ± 0.57	152	11
15g	CV	OC(CH3)3	20.6 ± 8.31	197 ± 30.5	7.40 ± 2.25	359	38
15h	CV	OCH2CH(CH3)2	151 ± 48.4	2198 ± 360	16.5 ± 2.05	109	8
16	CV	OH	3809 ± 1524	169,839 ± 16,344	>217	>57	>1
ETR	–	–	2.81 ± 1.08	83.3 ± 21.1	>4.59	>1633	>55
RPVd	–	–	1.00 ± 0.27	10.7 ± 7.96	3.98	3989	371
DORd	–	–	8.46 ± 3.64	128 ± 60.6	>294	>36,750	>2296

^aEC₅₀: concentration of compound required to achieve 50% protection of MT-4 cell cultures against HIV-1-induced cytotoxicity.

^bCC₅₀: concentration required to reduce the viability of mock-infected cell cultures by 50%.

^cSI: the ratio of CC₅₀/EC₅₀.

^dThe data were obtained from the same laboratory with the same method.