Abstract
In recent decades, much attention has been given to cyclopropyl scaffolds, which commonly exist in natural products and synthetic organic molecules. Clinical drug molecules with cyclopropyl rings are an area of focus in therapeutic research due to their interesting chemical properties and unique pharmacology activity. These molecular drugs against different targets are applicable in some therapeutic treatment fields including cancer, infection, respiratory disorder, cardiovascular and cerebrovascular diseases, dysphrenia, nervous system disorders, endocrine and metabolic disorders, skin disease, digestive disorders, urogenital diseases, otolaryngological and dental diseases, and eye diseases. This review is a guide for pharmacologists who are in search of valid preclinical/clinical drug compounds where the progress, from 1961 to the present day, of approved marketed drugs containing cyclopropyl scaffold is examined.
Keywords: Cyclopropyl, clinical drug, disease, chemical property, pharmacology, activity, cancer, respiratory disorder, eye disease.
Graphical Abstract
[http://dx.doi.org/10.1021/acs.chemrev.6b00798] [PMID: 28467054]
[http://dx.doi.org/10.1002/prac.18820260125]
[http://dx.doi.org/10.1002/anie.198603121]
[http://dx.doi.org/10.1002/anie.197908093]
[http://dx.doi.org/10.1080/00304940903507788]
[http://dx.doi.org/10.1021/ml400045j] [PMID: 24900702]
[http://dx.doi.org/10.1016/j.bmcl.2006.11.063] [PMID: 17169560]
[http://dx.doi.org/10.1021/ml200004g] [PMID: 24900312]
[http://dx.doi.org/10.1016/j.bmcl.2008.12.005] [PMID: 19117759]
[http://dx.doi.org/10.1021/ar030255s] [PMID: 16846207]
[http://dx.doi.org/10.1021/acs.jmedchem.5b00217] [PMID: 25953512]
[http://dx.doi.org/10.1039/c1cs15119c] [PMID: 21837344]
[http://dx.doi.org/10.1016/j.bmcl.2009.11.092] [PMID: 19963375]
[http://dx.doi.org/10.1021/jm4016894] [PMID: 24397558]
[http://dx.doi.org/10.1039/C8OB01187G] [PMID: 30229776]
[http://dx.doi.org/10.1021/acs.jmedchem.6b00472] [PMID: 27299736]
[http://dx.doi.org/10.1038/nbt.2020] [PMID: 22068541]
[http://dx.doi.org/10.1021/jm060325b] [PMID: 17004721]
[http://dx.doi.org/10.1021/jm401507s] [PMID: 24446688]
[http://dx.doi.org/10.1002/cpdd.315] [PMID: 28263460]
[http://dx.doi.org/10.1021/jm9015526] [PMID: 20163176]
[http://dx.doi.org/10.1021/ml300017p] [PMID: 24900473]
[http://dx.doi.org/10.1021/ml9000276] [PMID: 24900178]
[http://dx.doi.org/10.1021/jm400164c] [PMID: 23672640]
[http://dx.doi.org/10.2165/00003495-198835040-00003 ] [PMID: 3292209]
[http://dx.doi.org/10.1021/jm00015a021] [PMID: 7636859]
[http://dx.doi.org/10.2147/OPTH.S1666] [PMID: 19668391]
[http://dx.doi.org/10.2165/00003495-199958040-00010] [PMID: 10551438]
[http://dx.doi.org/10.1128/AAC.37.3.384] [PMID: 8460909]
[http://dx.doi.org/10.1345/aph.1E003] [PMID: 15187209]
[http://dx.doi.org/10.1128/AAC.43.5.1077] [PMID: 10223917]
[http://dx.doi.org/10.2165/00126839-200304010-00013 ] [PMID: 12568642]
[http://dx.doi.org/10.1080/14787210.2019.1573671 ] [PMID: 30686133]
[http://dx.doi.org/10.1007/BF03259093]
[http://dx.doi.org/10.1016/S0969-2126(00)00513-X] [PMID: 11080630]
[http://dx.doi.org/10.1128/AAC.41.5.1082] [PMID: 9145874]
[http://dx.doi.org/10.1016/0002-9343(85)90097-X] [PMID: 3859213]
[http://dx.doi.org/10.1007/s40265-018-0967-6] [PMID: 30120738]
[http://dx.doi.org/10.1128/AAC.01197-09] [PMID: 20065058]
[http://dx.doi.org/10.1128/AAC.01407-05] [PMID: 16723601]
[http://dx.doi.org/10.1016/S0140-6736(05)17708-3 ] [PMID: 15639300]
[http://dx.doi.org/10.1016/j.pupt.2008.02.002] [PMID: 18374614]
[http://dx.doi.org/10.1016/0960-894X(95)00023-M]
[http://dx.doi.org/10.1111/j.1527-3466.2003.tb00116.x ] [PMID: 12931254]
[http://dx.doi.org/10.1016/S0968-0896(01)00198-5 ] [PMID: 11557359]
[http://dx.doi.org/10.1586/erc.09.172] [PMID: 20136601]
[http://dx.doi.org/10.2147/IJN.S190426] [PMID: 30863054]
[PMID: 10440419]
[http://dx.doi.org/10.1016/0002-9149(88)90474-2] [PMID: 2894168]
[PMID: 8545441]
[http://dx.doi.org/10.1016/0014-2999(92)90113-I] [PMID: 1516637]
[http://dx.doi.org/10.1038/sj.bjp.0704422] [PMID: 11739241]
[http://dx.doi.org/10.1021/jm00389a008] [PMID: 2884312]
[http://dx.doi.org/10.1016/j.bmcl.2008.04.025] [PMID: 18445525]
[http://dx.doi.org/10.1016/j.neuropharm.2013.02.024 ] [PMID: 23499664]
[http://dx.doi.org/10.1021/jm00385a013] [PMID: 3806614]
[http://dx.doi.org/10.1002/bdd.2510020107] [PMID: 6786389]
[http://dx.doi.org/10.1007/BF03190114] [PMID: 2633923]
[http://dx.doi.org/10.1016/j.euroneuro.2017.05.007 ] [PMID: 28655495]
[http://dx.doi.org/10.1016/j.ejmech.2017.12.001] [PMID: 29247860]
[http://dx.doi.org/10.1016/j.ejphar.2014.05.044] [PMID: 24886878]
[http://dx.doi.org/10.1038/sj.npp.1300790] [PMID: 15956985]
[http://dx.doi.org/10.2217/fon.13.128] [PMID: 23902240]
[http://dx.doi.org/10.1001/jamadermatol.2015.1745 ] [PMID: 26200476]
[http://dx.doi.org/10.1038/srep12670] [PMID: 26234720]
[http://dx.doi.org/10.1007/s40261-014-0217-y] [PMID: 25022720]
[http://dx.doi.org/10.1080/10837450.2019.1596133 ] [PMID: 30889371]
[http://dx.doi.org/10.2165/00003495-199141030-00002 ] [PMID: 1711441]
[http://dx.doi.org/10.1021/acs.molpharmaceut.9b00337 ] [PMID: 31070927]
[http://dx.doi.org/10.1016/j.bmc.2013.02.061] [PMID: 23623674]
[http://dx.doi.org/10.1021/jm050261p] [PMID: 16033281]
[http://dx.doi.org/10.1517/14728214.2012.736488] [PMID: 23126250]
[http://dx.doi.org/10.1093/toxsci/kfy142] [PMID: 29893952]
[http://dx.doi.org/10.1021/acs.jmedchem.6b01418 ] [PMID: 28051300]
[http://dx.doi.org/10.1016/j.jdermsci.2013.11.012 ] [PMID: 24373565]
[http://dx.doi.org/10.1093/jme/tjx198] [PMID: 29186579]
[http://dx.doi.org/10.1111/j.1365-2036.2010.04244.x ] [PMID: 20096019]
[http://dx.doi.org/10.1016/j.dmpk.2018.12.002] [PMID: 30770183]
[http://dx.doi.org/10.3109/00498259209053127] [PMID: 1441588]
[http://dx.doi.org/10.1038/srep10720] [PMID: 26030712]
[http://dx.doi.org/10.1016/j.ejogrb.2018.03.015] [PMID: 29573626]
[http://dx.doi.org/10.1016/j.biopha.2016.06.024] [PMID: 27470557]
[http://dx.doi.org/10.1021/jm031016d] [PMID: 14761195]
[http://dx.doi.org/10.3109/00498254.2011.582894] [PMID: 21657966]
[http://dx.doi.org/10.1128/AAC.00082-17]