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. Author manuscript; available in PMC: 2013 Mar 7.
Published in final edited form as: J Med Chem. 2012 Feb 28;55(5):1940–1956. doi: 10.1021/jm201006x

Table 1.

Summary of SAR Studies Performed on MIPP (Compound 2) and Related Compounds Generated in Schemes 1 and 2.

graphic file with name nihms358457u1.jpg
cmpd # R1 R2 R3 Ar Viability (MTT*) Colony Formation* Vacuoles?
2 (MIPP) H CH3 H graphic file with name nihms358457t1.jpg 24 ± 3 8 ± 4 yes
9 H H H graphic file with name nihms358457t2.jpg 109 ± 7 76 ± 7 no
10 H H H graphic file with name nihms358457t3.jpg 96 ± 9 53 ± 10 no
11 H H H graphic file with name nihms358457t4.jpg 72 ± 6 71 ± 10 no
12 H H H graphic file with name nihms358457t5.jpg 58 ± 7 22 ± 2 yes
13 CH3O H H graphic file with name nihms358457t6.jpg 58 ± 2 2 ± 1 yes
14 graphic file with name nihms358457t7.jpg H H graphic file with name nihms358457t8.jpg 56 ± 4 8 ± 2 yes
15 OH H H graphic file with name nihms358457t9.jpg 107 ± 22 72 ± 6 no
16 CH3O H H graphic file with name nihms358457t10.jpg 90 ± 8 99 ± 30 no
17 CH3O H H graphic file with name nihms358457t11.jpg 88 ± 8 96 ± 22 no
19 (MOMIPP) CH3O CH3 H graphic file with name nihms358457t12.jpg 12± 2 0 yes
20 CH3O H CH3 graphic file with name nihms358457t13.jpg 73 ± 13 52 ± 9 yes
21 OH CH3 H graphic file with name nihms358457t14.jpg 101 ± 13 43 ± 17 yes
26 graphic file with name nihms358457t15.jpg CH3 H graphic file with name nihms358457t16.jpg 79 ± 2 76 ± 8 no
27 graphic file with name nihms358457t17.jpg CH3 H graphic file with name nihms358457t18.jpg 79 ± 9 71 ± 11 no
*

Results are expressed as percent of controls that received vehicle alone (DMSO). Values are the mean ± SD of quadruplicate (MTT) or triplicate (colony formation) determinations.