Targeting matrix metalloproteinases with novel diazepine substituted cinnamic acid derivatives: design, synthesis, in vitro and in silico studies

Table 1 Physiochemical properties of synthesized diazepine substituted cinnamic acid derivatives and cytotoxicity evaluation on A549 cell lines

C. no.	R1, R2	Y	Mol. wt	Rf value^a	M. Pt.	IC₅₀ (µM)^b
1	H, H	–COC₆H₅	393.443	0.57	210	13.1 ± 0.2
2	H, H	–COCH₂CH₂CH₃	359.426	0.51	121–123	12.5 ± 0.9
3	H, H	–COCH₃	331.372	0.46	164	17.8 ± 0.5
4	H, H	–COCH₂CH₃	345.399	0.55	190	13.5 ± 0.7
5	3-OH	–COCH₃	347.371	0.47	123	13.9 ± 0.6
6	3-OH	–COCH₂CH₃	361.398	0.52	125–127	11.2 ± 0.6
7	3-OH	–COC₆H₅	409.442	0.50	230–231.5	8.5 ± 0.8
8	3-OH	–COCH₂CH₂CH₃	375.425	0.60	255–255.3	7.7 ± 0.5
9	4-OH	–COCH₃	347.371	0.56	124–125	13.6 ± 0.4
10	4-OH	–COCH₂CH₃	361.398	0.80	135	12.8 ± 0.9
11	4-OH	–COC₆H₅	409.442	0.48	232–233	11.1 ± 0.7
12	4-OH	–COCH₂CH₂CH₃	375.425	0.30	251–252	10.3 ± 0.7
13	3, 4-di OH	–COCH₃	363.370	0.75	180	11.8 ± 0.6
14	3, 4-di OH	–COCH₂CH₃	377.397	0.40	200	10.1 ± 0.5
15	3, 4-di OH	–COC₆H₅	425.441	0.65	240–242	8.2 ± 0.7
16	3, 4-di OH	–COCH₂CH₂CH₃	391.424	0.75	266	7.3 ± 0.3
Pac^c	–	–	–	–	–	7.3 ± 0.7