Citation: | SHEN Xinxin, ZHANG Yihua, HUANG Zhangjian. Research advances in hydrogen sulfide donors[J]. Journal of China Pharmaceutical University, 2019, 50(3): 265-272. DOI: 10.11665/j.issn.1000-5048.20190302 |
[1] |
Abe K, Kimura H. The possible role of hydrogen sulfide as an endogenous neuromodulator[J].J Neurosci,1996,16(3):1066-1071.
|
[2] |
Wang R.Two′s company,three′s a crowd:can H2S be the third endogenous gaseous transmitter[J].FASEB J,2002,16(13):1792-1798.
|
[3] |
Kamoun P.Endogenous production of hydrogen sulfide in mammals[J].Amino Acids,2004,26(3):243-254.
|
[4] |
Mikami Y,Shibuya N,Kimura Y,et al.Thioredoxin and dihydrolipoic acid are required for 3-mercaptopyruvate sulfurtransferase to produce hydrogen sulfide[J].Biochem J,2011,439(3):479-485.
|
[5] |
Olas B.Hydrogen sulfide in signaling pathways[J].Clin Chim Acta,2015,439:212-218.
|
[6] |
Nagy P.Mechanistic chemical perspective of hydrogen sulfide signaling[J].Methods Enzymol,2015,554:3-29.
|
[7] |
Ariyaratnam P,Loubani M,Morice AH.Hydrogen sulphide vasodilates human pulmonary arteries:a possible role in pulmonary hypertension[J].Microvasc Res,2013,90:135-137.
|
[8] |
Lefer DJ.A new gaseous signaling molecule emerges:cardioprotective role of hydrogen sulfide[J].Proc Natl Acad Sci U S A,2007,104(46):17907-17908.
|
[9] |
Li L,Bhatia M,Zhu YZ,et al.Hydrogen sulfide is a novel mediator of lipopolysaccharide-induced inflammation in the mouse[J].FASEB J,2005,19(9):1196-1198.
|
[10] |
Kimura Y,Kimura H.Hydrogen sulfide protects neurons from oxidative stress[J].FASEB J,2004,18(10):1165-1167.
|
[11] |
Lee ZW,Zhou J,Chen CS,et al.The slow-releasing hydrogen sulfide donor,GYY4137,exhibits novel anti-cancer effects in vitro and in vivo[J].PLoS One,2011,6(6):e21077.
|
[12] |
Kashfi K.Anti-cancer activity of new designer hydrogen sulfide-donating hybrids[J].Antioxid Redox Signal,2014,20(5):831-846.
|
[13] |
Beltowski J. Hydrogen sulfide in pharmacology and medicine-An update[J].Pharmacol Rep,2015,67(3):647-658.
|
[14] |
Filipovic MR,Miljkovic JL,Nauser T,et al.Chemical characterization of the smallest S-nitrosothiol,HSNO;cellular cross-talk of H2S and S-nitrosothiols[J].J Am Chem Soc,2012,134(29):12016-12027.
|
[15] |
Haouzi P,Bell H,Philmon M.Hydrogen sulfide oxidation and the arterial chemoreflex:effect of methemoglobin[J].Respir Physiol Neurobiol,2011,177(3):273-283.
|
[16] |
Holwerda KM,Burke SD,Faas MM,et al.Hydrogen sulfide attenuates sFlt1-induced hypertension and renal damage by upregulating vascular endothelial growth factor[J].J Am Soc Nephrol,2014,25(4):717-725.
|
[17] |
Hellmich MR,Coletta C,Chao C,et al.The therapeutic potential of cystathionine β-synthetase/hydrogen sulfide inhibition in cancer[J].Antioxid Redox Signal,2015,22(5):424-448.
|
[18] |
Ma Z,Bi Q,Wang Y.Hydrogen sulfide accelerates cell cycle progression in oral squamous cell carcinoma cell lines[J].Oral Dis,2015,21(2):156-162.
|
[19] |
Pan Y,Ye S,Yuan D,et al.Hydrogen sulfide(H2S)/cystathionine γ-lyase(CSE)pathway contributes to the proliferation of hepatoma cells[J].Mutat Res,2014,763/764:10-18.
|
[20] |
Wu DD,Si WR,Wang MJ,et al.Hydrogen sulfide in cancer:friend or foe[J].Nitric Oxide,2015,50:38-45.
|
[21] |
Jin HF,Du JB,Tang CS.“Waste gas is not waste”:advance in the research of hydrogen sulfide[J].Acta Physiol Sin(生理学报),2010,62(6):495-504.
|
[22] |
Zhao Y,Wang H,Xian M.Cysteine-activated hydrogen sulfide(H2S)donors[J].J Am Chem Soc,2011,133(1):15-17.
|
[23] |
Cerda MM,Hammers MD,Earp MS,et al.Applications of synthetic organic tetrasulfides as H2S donors[J].Org Lett,2017,19(9):2314-2317.
|
[24] |
Benavides GA,Squadrito GL,Mills RW,et al.Hydrogen sulfide mediates the vasoactivity of garlic[J].Proc Natl Acad Sci U S A,2007,104(46):17977-17982.
|
[25] |
Liang D,Wu HX,Wong MV,et al.Diallyl trisulfide is a fast H2S donor,but diallyl disulfide is a slow one:the reaction pathways and intermediates of glutathione with polysulfides[J].Org Lett,2015,17(17):4196-4199.
|
[26] |
Li L,Whiteman M,Guan YY,et al.Characterization of a novel,water-soluble hydrogen sulfide-releasing molecule(GYY4137):new insights into the biology of hydrogen sulfide[J].Circulation,2008,117(18):2351-2360.
|
[27] |
Whiteman M,Li L,Rose P,et al.The effect of hydrogen sulfide donors on lipopolysaccharide-induced formation of inflammatory mediators in macrophages[J].Antioxid Redox Signal,2010,12(10):1147-1154.
|
[28] |
Moore PK,Whiteman M.Chemistry,biochemistry and pharmacology of hydrogen sulfide[M].Handb Exp Pharmacol,2015,230:344-354.
|
[29] |
Powell CR,Dillon KM,Matson JB.A review of hydrogen sulfide(H2S)donors:chemistry and potential therapeutic applications[J]. Biochem Pharmacol,2018,149:110-123.
|
[30] |
Li L,Rossoni G,Sparatore A,et al.Anti-inflammatory and gastrointestinal effects of a novel diclofenac derivative[J].Free Radical Biol Med,2007,42(5):706-719.
|
[31] |
Yin W,Lan L,Huang ZJ,et al.Discovery of a ring-opened derivative of 3-n-butylphthalide bearing NO/H2S-donating moieties as a potential anti-ischemic stroke agent[J].Eur J Med Chem,2016,115:369-380.
|
[32] |
Zhao Y,Wang H,Xian M.Cysteine-activated hydrogen sulfide(H2S)donors[J].J Am Chem Soc,2011,133(1):15-17.
|
[33] |
Zhao Y,Yang CT,Organ C,et al.Design,synthesis,and cardioprotective effects of N-mercapto-based hydrogen sulfide donors[J].J Med Chem,2015,58(18):7501-7511.
|
[34] |
Zheng YQ,Yu BC,Ji KL,et al.Esterase-sensitive prodrugs with tunable release rates and direct generation of hydrogen sulfide[J].Angew Chem Int Ed,2016,55(14):4514-4518.
|
[35] |
Zheng YQ, Yu BC, Li Z. An esterase-sensitive prodrug approach for controllable delivery of persulfide species[J].Angew Chem Int Ed,2017,56(39):11749-11753.
|
[36] |
Fukushima N,Ieda N,Sasakura K,et al.Synthesis of a photocontrollable hydrogen sulfide donor using ketoprofenate photocages[J].Chem Commun,2014,50(5):587-589.
|
[37] |
Fukushima N,Ieda N,Kawaguchi M,et al.Development of photo-controllable hydrogen sulfide donor applicable in live cells[J].Bioorg Med Chem Lett,2015,25(2):175-178.
|
[38] |
Venkatesh Y,Das J,Chaudhuri A,et al.Light triggered uncaging of hydrogen sulfide(H2S)with real-time monitoring[J].Chem Commun,2018,54(25):3106-3109.
|
[39] |
Luo XJ,Wu JB,Lv T,et al.Synthesis and evaluation of novel O2-derived diazeniumdiolates as photochemical and real-time monitoring nitric oxide delivery agents[J].Org Chem Front,2017,4(12):2445-2449.
|
[40] |
Steiger AK,Pardue S,Kevil CG,et al.Self-immolative thiocarbamates provide access to triggered H2S donors and analyte replacement fluorescent probes[J].J Am Chem Soc,2016,138(23):7256-7259.
|
[41] |
Chauhan P,Bora P,Ravikumar G,et al.Esterase activated carbonyl sulfide/hydrogen sulfide(H2S)donors[J].Org Lett,2017,19(1):62-65.
|
[42] |
Alouane A,Labruere R,Schmidt F,et al.Self-immolative spacers:kinetic aspects,structure-property relationships,and applications[J].Angew Chem Int Ed,2015,54(26):7492-7509.
|
[43] |
Steiger AK,Marcatti M,Szabo C,et al. Inhibition of mitochondrial bioenergetics by esterase-triggered COS/H2S donors[J].ACS Chem Biol,2017,12(8):2117-2123.
|
[44] |
Zhao Y,Pluth MD.Hydrogen sulfide donors activated by reactive oxygen species[J].Angew Chem Int Ed,2016,55(47):14638-14642.
|
[45] |
Li J, Chen PR. Development and application of bond cleavage reactions in bioorthogonal chemistry[J].Nat Chem Biol,2016,12(3):129-137.
|
[46] |
Steiger AK,Yang Y,Royzen M,et al.Bio-orthogonal “click-and-release” donation of caged carbonyl sulfide(COS)and hydrogen sulfide(H2S)[J].Chem Commun,2017,53(8):1378-1380.
|
[47] |
Zhao Y,Bolton SG,Pluth MD.Light-activated COS/H2S donation from photocaged thiocarbamates[J].Org Lett,2017,19(9):2278-2281.
|
[48] |
Sharma AK, Nair M, Chauhan P, et al. Visible-light-triggered uncaging of carbonyl sulfide for hydrogen sulfide(H2S)release[J].Org Lett,2017,19(18):4822-4825.
|
[49] |
Hirschmann R,Dewey RS,Schoenewaldt EF,et al.Synthesis of peptides in aqueous medium.VII.Preparation and use of 2,5-thiazolidinediones in peptide synthesis[J].J Org Chem,1971,36(1):49-59.
|
[50] |
Powell CR,Foster JC,Okyere B,et al.Therapeutic delivery of H2S via COS:small molecule and polymeric donors with benign byproducts[J].J Am Chem Soc,2016,138(41):13477-13480.
|
[51] |
Feng S,Zhao Y,Xian M,et al.Biological thiols-triggered hydrogen sulfide releasing microfibers for tissue engineering applications[J].Acta Biomater,2015,27:205-213.
|
[52] |
Wu J,Li Y,He C,et al.Novel H2S releasing nanofibrous coating for in vivo dermal wound regeneration[J].ACS Appl Mater Interfaces,2016,8(41):27474-27481.
|