Organic CO Prodrugs: Structure–CO‐Release Rate Relationship Studies
Carbon monoxide (CO) is an endogenously produced gasotransmitter in mammals, and may have signaling roles in bacteria as well. It has many recognized therapeutic effects. A significant challenge in this field is the development of pharmaceutically acceptable forms of CO delivery with controllable an...
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| Published in: | Chemistry : a European journal Vol. 23; no. 41; pp. 9838 - 9845 |
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| Main Authors: | , , , , , , , |
| Format: | Journal Article |
| Language: | English |
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21-07-2017
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| Abstract | Carbon monoxide (CO) is an endogenously produced gasotransmitter in mammals, and may have signaling roles in bacteria as well. It has many recognized therapeutic effects. A significant challenge in this field is the development of pharmaceutically acceptable forms of CO delivery with controllable and tunable release rates. Herein, the structure–release rate studies of the first class of organic CO prodrugs that release CO in aqueous solution at neutral pH is described.
Structure–CO‐release rate relationship studies of organic CO prodrugs reveal that CO releasing rate can be tuned by modifying the nature of the linker, substituents on dienone ring or linker, and the length of the linker. |
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| AbstractList | Carbon monoxide (CO) is an endogenously produced gasotransmitter in mammals, and may have signaling roles in bacteria as well. It has many recognized therapeutic effects. A significant challenge in this field is the development of pharmaceutically acceptable forms of CO delivery with controllable and tunable release rates. Herein, we describe the structure-release rate studies of the first class of organic CO-prodrugs that release CO in aqueous solution at neutral pH.
Structure CO-release rate relationship studies of organic CO prodrugs reveals that CO releasing rate can be tuned by modifying the nature of the linker, substituents on dienone ring or linker, and the length of the linker. Carbon monoxide (CO) is an endogenously produced gasotransmitter in mammals, and may have signaling roles in bacteria as well. It has many recognized therapeutic effects. A significant challenge in this field is the development of pharmaceutically acceptable forms of CO delivery with controllable and tunable release rates. Herein, the structure-release rate studies of the first class of organic CO prodrugs that release CO in aqueous solution at neutral pH is described. Carbon monoxide (CO) is an endogenously produced gasotransmitter in mammals, and may have signaling roles in bacteria as well. It has many recognized therapeutic effects. A significant challenge in this field is the development of pharmaceutically acceptable forms of CO delivery with controllable and tunable release rates. Herein, the structure–release rate studies of the first class of organic CO prodrugs that release CO in aqueous solution at neutral pH is described. Structure–CO‐release rate relationship studies of organic CO prodrugs reveal that CO releasing rate can be tuned by modifying the nature of the linker, substituents on dienone ring or linker, and the length of the linker. |
| Author | Wang, Binghe Pan, Zhixiang Ji, Kaili Zhu, Mengyuan Li, Wei Zhang, Jun Chittavong, Vayou Ji, Xingyue |
| Author_xml | – sequence: 1 givenname: Zhixiang surname: Pan fullname: Pan, Zhixiang organization: Georgia State University – sequence: 2 givenname: Vayou surname: Chittavong fullname: Chittavong, Vayou organization: Georgia State University – sequence: 3 givenname: Wei surname: Li fullname: Li, Wei organization: Jining Medical University – sequence: 4 givenname: Jun surname: Zhang fullname: Zhang, Jun organization: Tianjin Medical University – sequence: 5 givenname: Kaili surname: Ji fullname: Ji, Kaili organization: Georgia State University – sequence: 6 givenname: Mengyuan surname: Zhu fullname: Zhu, Mengyuan organization: Georgia State University – sequence: 7 givenname: Xingyue surname: Ji fullname: Ji, Xingyue email: xji@gsu.edu organization: Georgia State University – sequence: 8 givenname: Binghe surname: Wang fullname: Wang, Binghe email: wang@gsu.edu organization: Georgia State University |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/28544290$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1002/open.201500167 10.1021/ar500172f 10.1021/ja00546a048 10.1002/jcc.540050204 10.1002/ange.201502445 10.1002/med.20234 10.1002/ange.201409344 10.1002/chem.201403901 10.1002/ange.201104236 10.1172/JCI72853 10.1039/C4CC07748B 10.1016/S0040-4039(00)81801-8 10.1021/acs.bioconjchem.6b00135 10.1002/ange.201608732 10.1021/ic102038v 10.1056/NEJMsa063904 10.1103/PhysRevB.37.785 10.1021/acs.inorgchem.6b02999 10.1039/C5BM00210A 10.1016/j.jvs.2006.04.004 10.1021/acs.biomac.5b00716 10.1039/C6CS00212A 10.1038/74680 10.1002/anie.201506738 10.1039/C3TB21649G 10.1089/ars.2013.5667 10.1002/ange.201511244 10.1039/c3dt51848e 10.1021/ar00006a001 10.1002/anie.201608732 10.1016/j.xphs.2015.10.018 10.1063/1.464913 10.1021/ic101230j 10.1021/acs.joc.6b02654 10.1021/ol4021089 10.1038/nrd3228 10.1002/anie.201104236 10.1111/j.1432-1033.1997.00725.x 10.1002/anie.201511244 10.1039/C6CC08844A 10.1002/ange.201506738 10.1016/j.tibs.2006.09.001 10.1351/pac200072071365 10.1021/jacs.5b10800 10.1161/01.RES.0000084381.86567.08 10.1021/ic100458j 10.1021/acs.orglett.6b03805 10.1158/0008-5472.CAN-13-1075 10.1002/jcc.540110404 10.1021/cr940337h 10.1002/ejoc.201000859 10.1002/anie.201502445 10.1021/ja307017b 10.1002/anie.201409344 10.1074/jbc.R115.642926 10.1039/c3ob41385c 10.1021/jacs.6b03780 10.1039/C3CC49196J 10.1021/om300360c |
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| Copyright | 2017 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim |
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| Issue | 41 |
| Keywords | carbon monoxide click and release release rate prodrugs metal free |
| Language | English |
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| References | 1990; 11 2006; 31 2015; 16 2015; 4 2017; 82 2015; 3 2000; 6 2010 1988; 37 2000; 72 2014; 47 1970; 75 2016; 105 2003; 93 2012; 32 2012; 31 2014; 43 2006; 355 2014; 20 1997; 247 2017; 53 2010; 49 2013; 15 2015; 290 2016 2016; 55 128 2012; 134 2014; 2 2013; 11 1991; 24 2006; 44 2013; 73 1993; 98 2005; 105 2011; 50 2017; 56 1984; 5 2015 2015; 54 127 2017; 19 2016 2016; 138 2011 2011; 50 123 2014; 50 2016; 27 1983; 24 2010; 9 2016; 45 1980; 102 2014; 124 e_1_2_7_5_2 e_1_2_7_9_2 e_1_2_7_7_2 e_1_2_7_19_2 e_1_2_7_17_1 e_1_2_7_62_1 e_1_2_7_15_2 e_1_2_7_60_2 e_1_2_7_1_1 e_1_2_7_13_2 e_1_2_7_41_2 e_1_2_7_43_1 e_1_2_7_64_2 e_1_2_7_11_1 e_1_2_7_45_2 e_1_2_7_47_2 e_1_2_7_26_2 e_1_2_7_49_2 e_1_2_7_28_2 e_1_2_7_50_1 e_1_2_7_25_2 e_1_2_7_52_2 e_1_2_7_23_2 e_1_2_7_31_2 e_1_2_7_54_2 e_1_2_7_31_3 e_1_2_7_21_2 e_1_2_7_33_2 e_1_2_7_56_1 e_1_2_7_35_2 e_1_2_7_37_1 e_1_2_7_58_1 e_1_2_7_39_2 e_1_2_7_4_1 e_1_2_7_2_2 e_1_2_7_8_2 e_1_2_7_6_2 e_1_2_7_18_1 e_1_2_7_16_1 e_1_2_7_61_1 e_1_2_7_14_2 e_1_2_7_40_2 e_1_2_7_63_2 e_1_2_7_42_1 e_1_2_7_42_2 e_1_2_7_12_1 e_1_2_7_44_2 e_1_2_7_10_1 e_1_2_7_44_3 e_1_2_7_46_2 Sarajlic S. (e_1_2_7_65_1) 2016 e_1_2_7_46_3 e_1_2_7_48_2 e_1_2_7_27_2 e_1_2_7_29_2 e_1_2_7_29_3 Tenhunen R. (e_1_2_7_3_2) 1970; 75 e_1_2_7_24_2 e_1_2_7_30_2 e_1_2_7_51_2 e_1_2_7_30_3 e_1_2_7_22_2 e_1_2_7_32_2 e_1_2_7_53_2 e_1_2_7_57_1 e_1_2_7_20_2 e_1_2_7_34_2 e_1_2_7_55_2 e_1_2_7_36_1 e_1_2_7_38_2 e_1_2_7_59_2 |
| References_xml | – volume: 105 start-page: 406 year: 2016 end-page: 416 publication-title: J. Pharm. Sci. – volume: 72 start-page: 1365 year: 2000 end-page: 1372 publication-title: Pure. Appl. Chem. – volume: 50 123 start-page: 9672 9846 year: 2011 2011 end-page: 9675 9849 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 53 start-page: 1370 year: 2017 end-page: 1373 publication-title: Chem. Commun. – volume: 9 start-page: 728 year: 2010 end-page: 743 publication-title: Nat. Rev. Drug Discovery – volume: 105 start-page: 1735 year: 2005 end-page: 1766 publication-title: Chem. Rev. – volume: 11 start-page: 6671 year: 2013 end-page: 6674 publication-title: Org. Biomol. Chem. – volume: 45 start-page: 6108 year: 2016 end-page: 6117 publication-title: Chem. Soc. Rev. – volume: 138 start-page: 7256 year: 2016 end-page: 7259 publication-title: J. Am. Chem. Soc. – start-page: 1 year: 2016 end-page: 5 – start-page: 6303 year: 2010 end-page: 6314 publication-title: Eur. J. Org. Chem. – volume: 44 start-page: 151 year: 2006 end-page: 158 publication-title: J. Vasc. Surg. – volume: 124 start-page: 4926 year: 2014 end-page: 4940 publication-title: J. Clin. Invest. – volume: 93 start-page: 2e year: 2003 end-page: 8 publication-title: Circ. Res. – volume: 55 128 start-page: 4514 4590 year: 2016 2016 end-page: 4518 4594 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 19 start-page: 818 year: 2017 end-page: 821 publication-title: Org. Lett. – volume: 24 start-page: 159 year: 1991 end-page: 164 publication-title: Acc. Chem. Res. – volume: 31 start-page: 5810 year: 2012 end-page: 5822 publication-title: Organometallics – volume: 102 start-page: 7816 year: 1980 end-page: 7817 publication-title: J. Am. Chem. Soc. – volume: 98 start-page: 5648 year: 1993 end-page: 5652 publication-title: J. Chem. Phys. – volume: 54 127 start-page: 1172 1188 year: 2015 2015 end-page: 1175 1191 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 11 start-page: 431 year: 1990 end-page: 439 publication-title: J. Comput. Chem. – volume: 6 start-page: 422 year: 2000 end-page: 428 publication-title: Nat. Med. – volume: 50 start-page: 3644 year: 2014 end-page: 3660 publication-title: Chem. Commun. – volume: 37 start-page: 785 year: 1988 end-page: 789 publication-title: Phys. Rev. B – volume: 3 start-page: 1423 year: 2015 end-page: 1438 publication-title: Biomater. Sci. – volume: 55 128 start-page: 1056 1068 year: 2016 2016 end-page: 1060 1072 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 24 start-page: 1901 year: 1983 end-page: 1904 publication-title: Tetrahedron Lett. – volume: 54 127 start-page: 12314 12489 year: 2015 2015 end-page: 12318 12493 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 82 start-page: 1471 year: 2017 end-page: 1476 publication-title: J. Org. Chem. – volume: 31 start-page: 614 year: 2006 end-page: 621 publication-title: Trends Biochem. Sci. – volume: 16 start-page: 2776 year: 2015 end-page: 2786 publication-title: Biomacromolecules – volume: 47 start-page: 2603 year: 2014 end-page: 2611 publication-title: Acc. Chem. Res. – volume: 20 start-page: 14698 year: 2014 end-page: 14704 publication-title: Chem. Eur. J. – volume: 49 start-page: 8941 year: 2010 end-page: 8952 publication-title: Inorg. Chem. – volume: 355 start-page: 2003 year: 2006 end-page: 2011 publication-title: N. Engl. J. Med. – volume: 2 start-page: 1454 year: 2014 end-page: 1463 publication-title: J. Mater. Chem. B – volume: 4 start-page: 590 year: 2015 end-page: 594 publication-title: ChemistryOpen – volume: 5 start-page: 129 year: 1984 end-page: 145 publication-title: J. Comput. Chem. – volume: 32 start-page: 1093 year: 2012 end-page: 1130 publication-title: Med. Res. Rev. – volume: 138 start-page: 126 year: 2016 end-page: 133 publication-title: J. Am. Chem. Soc. – volume: 56 start-page: 2863 year: 2017 end-page: 2873 publication-title: Inorg. Chem. – volume: 27 start-page: 1500 year: 2016 end-page: 1508 publication-title: Bioconjugate Chem. – volume: 290 start-page: 18999 year: 2015 end-page: 19007 publication-title: J. Biol. Chem. – volume: 20 start-page: 1709 year: 2014 end-page: 1722 publication-title: Antioxid. Redox Signaling – volume: 134 start-page: 15668 year: 2012 end-page: 15671 publication-title: J. Am. Chem. Soc. – volume: 15 start-page: 4552 year: 2013 end-page: 4555 publication-title: Org. Lett. – volume: 55 128 start-page: 15846 16078 year: 2016 2016 end-page: 15851 16083 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 247 start-page: 725 year: 1997 end-page: 732 publication-title: Eur. J. Biochem. – volume: 50 start-page: 15890 year: 2014 end-page: 15893 publication-title: Chem. Commun. – volume: 75 start-page: 410 year: 1970 end-page: 421 publication-title: J. Lab. Clin. Med. – volume: 49 start-page: 7313 year: 2010 end-page: 7322 publication-title: Inorg. Chem. – volume: 73 start-page: 7009 year: 2013 end-page: 7021 publication-title: Cancer Res. – volume: 50 start-page: 2334 year: 2011 end-page: 2345 publication-title: Inorg. Chem. – volume: 43 start-page: 9986 year: 2014 end-page: 9997 publication-title: Dalton Trans. – volume: 75 start-page: 410 year: 1970 ident: e_1_2_7_3_2 publication-title: J. Lab. Clin. Med. contributor: fullname: Tenhunen R. – ident: e_1_2_7_28_2 doi: 10.1002/open.201500167 – ident: e_1_2_7_26_2 doi: 10.1021/ar500172f – ident: e_1_2_7_51_2 doi: 10.1021/ja00546a048 – ident: e_1_2_7_64_2 doi: 10.1002/jcc.540050204 – ident: e_1_2_7_30_3 doi: 10.1002/ange.201502445 – ident: e_1_2_7_9_2 doi: 10.1002/med.20234 – ident: e_1_2_7_29_3 doi: 10.1002/ange.201409344 – ident: e_1_2_7_27_2 doi: 10.1002/chem.201403901 – ident: e_1_2_7_44_3 doi: 10.1002/ange.201104236 – ident: e_1_2_7_13_2 doi: 10.1172/JCI72853 – ident: e_1_2_7_45_2 doi: 10.1039/C4CC07748B – ident: e_1_2_7_4_1 – ident: e_1_2_7_52_2 doi: 10.1016/S0040-4039(00)81801-8 – ident: e_1_2_7_41_2 doi: 10.1021/acs.bioconjchem.6b00135 – ident: e_1_2_7_46_3 doi: 10.1002/ange.201608732 – ident: e_1_2_7_22_2 doi: 10.1021/ic102038v – ident: e_1_2_7_5_2 doi: 10.1056/NEJMsa063904 – ident: e_1_2_7_61_1 doi: 10.1103/PhysRevB.37.785 – ident: e_1_2_7_35_2 doi: 10.1021/acs.inorgchem.6b02999 – ident: e_1_2_7_39_2 doi: 10.1039/C5BM00210A – ident: e_1_2_7_10_1 doi: 10.1016/j.jvs.2006.04.004 – ident: e_1_2_7_59_2 – ident: e_1_2_7_40_2 doi: 10.1021/acs.biomac.5b00716 – start-page: 1 volume-title: Proceedings of the XSEDE16 Conference on Diversity, Big Data, and Science at Scale year: 2016 ident: e_1_2_7_65_1 contributor: fullname: Sarajlic S. – ident: e_1_2_7_8_2 doi: 10.1039/C6CS00212A – ident: e_1_2_7_11_1 doi: 10.1038/74680 – ident: e_1_2_7_31_2 doi: 10.1002/anie.201506738 – ident: e_1_2_7_25_2 doi: 10.1039/C3TB21649G – ident: e_1_2_7_43_1 – ident: e_1_2_7_7_2 doi: 10.1089/ars.2013.5667 – ident: e_1_2_7_42_2 doi: 10.1002/ange.201511244 – ident: e_1_2_7_15_2 doi: 10.1039/c3dt51848e – ident: e_1_2_7_53_2 doi: 10.1021/ar00006a001 – ident: e_1_2_7_46_2 doi: 10.1002/anie.201608732 – ident: e_1_2_7_17_1 doi: 10.1016/j.xphs.2015.10.018 – ident: e_1_2_7_60_2 doi: 10.1063/1.464913 – ident: e_1_2_7_20_2 doi: 10.1021/ic101230j – ident: e_1_2_7_37_1 – ident: e_1_2_7_49_2 doi: 10.1021/acs.joc.6b02654 – ident: e_1_2_7_24_2 doi: 10.1021/ol4021089 – ident: e_1_2_7_62_1 – ident: e_1_2_7_6_2 doi: 10.1038/nrd3228 – ident: e_1_2_7_44_2 doi: 10.1002/anie.201104236 – ident: e_1_2_7_2_2 doi: 10.1111/j.1432-1033.1997.00725.x – ident: e_1_2_7_42_1 doi: 10.1002/anie.201511244 – ident: e_1_2_7_47_2 doi: 10.1039/C6CC08844A – ident: e_1_2_7_31_3 doi: 10.1002/ange.201506738 – ident: e_1_2_7_36_1 doi: 10.1016/j.tibs.2006.09.001 – ident: e_1_2_7_1_1 – ident: e_1_2_7_54_2 doi: 10.1351/pac200072071365 – ident: e_1_2_7_32_2 doi: 10.1021/jacs.5b10800 – ident: e_1_2_7_19_2 doi: 10.1161/01.RES.0000084381.86567.08 – ident: e_1_2_7_21_2 doi: 10.1021/ic100458j – ident: e_1_2_7_48_2 doi: 10.1021/acs.orglett.6b03805 – ident: e_1_2_7_16_1 doi: 10.1158/0008-5472.CAN-13-1075 – ident: e_1_2_7_63_2 doi: 10.1002/jcc.540110404 – ident: e_1_2_7_56_1 doi: 10.1021/cr940337h – ident: e_1_2_7_58_1 – ident: e_1_2_7_55_2 doi: 10.1002/ejoc.201000859 – ident: e_1_2_7_30_2 doi: 10.1002/anie.201502445 – ident: e_1_2_7_57_1 doi: 10.1021/ja307017b – ident: e_1_2_7_29_2 doi: 10.1002/anie.201409344 – ident: e_1_2_7_14_2 doi: 10.1074/jbc.R115.642926 – ident: e_1_2_7_38_2 doi: 10.1039/c3ob41385c – ident: e_1_2_7_33_2 doi: 10.1021/jacs.6b03780 – ident: e_1_2_7_34_2 doi: 10.1039/C3CC49196J – ident: e_1_2_7_18_1 – ident: e_1_2_7_50_1 – ident: e_1_2_7_12_1 – ident: e_1_2_7_23_2 doi: 10.1021/om300360c |
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| Snippet | Carbon monoxide (CO) is an endogenously produced gasotransmitter in mammals, and may have signaling roles in bacteria as well. It has many recognized... |
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| SubjectTerms | Animals Aqueous solutions Bacteria Carbon monoxide Carbon Monoxide - chemistry Carbon Monoxide - metabolism Cell Survival - drug effects Chemical compounds Chemistry click and release Drug Design Drugs Hydrogen-Ion Concentration Kinetics Mammals metal free Mice Microscopy, Fluorescence Myoglobin - chemistry Myoglobin - metabolism Prodrugs Prodrugs - chemical synthesis Prodrugs - chemistry Prodrugs - toxicity RAW 264.7 Cells release rate Water - chemistry |
| Title | Organic CO Prodrugs: Structure–CO‐Release Rate Relationship Studies |
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