New applications of ninhydrin in the synthesis of polyheterocyclic compounds
- Authors: Velikorodov A.V1,2, Zukhairaeva A.S2, Kutlalieva E.N1,2, Shustova E.A2, Nosachev S.B1
-
Affiliations:
- Astrakhan State University
- Astrakhan State Medical University
- Issue: Vol 59, No 1 (2023)
- Pages: 7-37
- Section: Articles
- URL: https://aspvestnik.ru/0514-7492/article/view/666431
- DOI: https://doi.org/10.31857/S0514749223010019
- EDN: https://elibrary.ru/PEVSCV
- ID: 666431
Cite item
Abstract
About the authors
A. V Velikorodov
Astrakhan State University;Astrakhan State Medical University
Email: avelikorodov@mail.ru
A. S Zukhairaeva
Astrakhan State Medical University
Email: avelikorodov@mail.ru
E. N Kutlalieva
Astrakhan State University;Astrakhan State Medical University
Email: avelikorodov@mail.ru
E. A Shustova
Astrakhan State Medical University
Email: avelikorodov@mail.ru
S. B Nosachev
Astrakhan State University
Email: avelikorodov@mail.ru
References
- Ijaj F., Shafqat S.S., Ahamd H.A., Munawar M.A., Khan M.A. J. Heterocycl. Chem. 2019, 56, 1231-1238. doi: 10.1002/jhet.3506
- Sahu K., Banerjee M., Ghosh S., Maity A., Mondal S., Paira R., Hazra A., Karmakar S., Samanta A., Mondal N. Med. Chem. Res. 2013, 22, 2023-2037. doi: 10.1007/s00044-012-0202-z
- Li X., Yang L., Peng C., Xie X., Leng H.-J., Wang B., Tang Z.-W., He G., Ouyang L., Huang W., Han B. Chem. Commun. 2013, 49, 8692-8694. doi: 10.1039/c3cc44004
- Yao W., Liu Q., Shi Y., Tang J. Heterocycles. 2012, 85, 1077-1088. doi: 10.3987/COM-12-12427
- Das S. RSC Adv. 2020, 10, 18875-18906. doi: 10.1039/d0ra02930k
- Коротаев В., Кутяшев И., Барков А., Сосновских В. ХГС. 2017, 53, 1192-1198.
- Korotaev V., Kutyashev I., Barkov A., Sosnovskikh V. Chem. Heterocycl. Compd. 2017, 53, 1192-1198. doi: 10.1007/s10593-018-2193-2
- Su T.L., Lee T.C., Kakadiya R. Eur. J. Med. Chem. 2013, 69, 609-621. doi: 10.1016/j.ejmech.2013.09.016
- Kashyap M., Das D., Preet R., Mohapatra P., Satapathy S.R., Siddharth S., Kundu C.N., Guchhait S.K. Bioorg. Med. Chem. Lett. 2012, 22, 2474-2479. doi: 10.1016/j.bmcl.2012.02.007
- Rahimi F., Hosseini H., Bayat M. Tetrahedron Lett. 2018, 59, 818-822. doi: 10.1016/j.tetlet.2018.01.050
- Rezvanian A., Moradi F., Zadsirjan V., Mohammadnejad M., Heravi M.M. Mol. Divers. 2020, 24, 1313-1325. doi: 10.1007/s11030-019-09996-7
- Olyaei A., Taheri N., Sadeghpour M. Res. Chem. Intermed. 2021, 47, 1211-1219 doi: 10.1007/s11164-020-04325-2
- Karami H., Hossaini Z., Sabbaghan M., Rostami-Charati F. Chem. Heterocycl. Compd. 2018, 54, 1040-1044. doi: 10.1007/s10593-018-2388-6
- Kochia K., Bayat M., Nasri S., Mohammadi A. Mol. Divers. 2020, 24, 1015-1024. doi: 10.1007/s11030-019-10009-w
- Alizadeh A., Sanjari E., Roosta A., Halvagar M.R. Mol. Divers. 2021, 25, 2063-2072. doi: 10.1007/s11030-020-10097-z
- Alizadeh A., Noaparast Z., Sabahnoo H., Zohreh N. Synlett. 2010, 10, 1469-1472. doi: 10.1055/s-0029-1219934
- Mal K., Naskar B., Mondal A., Goswami S., Prodhan C., Chaudhuri K., Mukhopadhyay C. Org. Biomol. Chem. 2018, 16, 5920-5931. doi: 10.1039/c8ob01411f
- Kaur M., Bhardwaj M., Sharma H., Paul S., Clark J.H. New J. Chem. 2017, 41, 5521-5532. doi: 10.1039/C7NJ00361G
- Moradi A.V. J. Chem. Res. 2017, 41, 403-405. doi: 10.3184/174751917X14967701767021
- Kalluraya B., Mallya S., Kumar A.K. J. Heterocycl. Chem. 2018, 55, 2075-2081. doi: 10.1002/JHET.3247
- Narayanarao M., Koodlur L., Gopal S., Reddy S.Y., Kamila S. Synth. Commun. 2018, 48, 2441-2451. doi: 10.1080/00397911.2018.1508722
- Alizadeh A., Roosta A., Halvagar M. ChemistrySelect. 2019, 4, 71-74. doi: 10.1002/SLCT.201803418
- Nayak S., Panda P., Mohapatra S., Raiguru B., Baral N. J. Heterocycl. Chem. 2019, 56, 1757-1770. doi: 10.1002/jhet.3534
- Filatov A.S., Wang S., Khoroshilova O.V., Lozovskiy S.V., Larina A. G., Boitsov V.M., Stepakov A.V. J. Org. Chem. 2019, 84, 7017-7036. doi: 10.1021/acs.joc.9b00753
- Hegde S.G., Koodlur L., Narayanarao M. Synth. Commun. 2019, 49, 3453-3464. doi: 10.1080/00397911.2019.1672746
- Palchykov V.A., Chabanenko R.M., Konshin V.V., Dotsenko V.V., Krivokolysko S.G., Chigorina E.A., Horak Y.I., Lytvyn R.Z., Vakhula A.A., Obushak M.D., Mazepa A.V. New J. Chem. 2018, 42, 1403-1412. doi: 10.1039/C7NJ03846A
- Deivasigamani G., Rajukrishnan S.B.A. Synth. Commun. 2021, 51, 2063-2076. doi: 10.1080/00397911.2021.1919901
- Deivasigamani G., Rajukrishnan S.B.A. Synth. Commun. 2020, 50, 3820-3829. doi: 10.1080/00397911.2020.1812081
- Alizadeh A., Ghasemzadeh H., Roosta A., Halvagar M.R. ChemistrySelect. 2019, 4, 4483-4486. doi: 10.1002/SLCT.201900639
- Mani K.S., Kaminsky W., Rajendran S.P. New J. Chem. 2018, 42, 301-310. doi: 10.1039/C7NJ02993D
- Mani K.S., Murugesapandian B., Kaminsky W., Rajendran S.P. Tetrahedron Lett. 2018, 59, 2921-2929. doi: 10.1016/j.tetlet.2018.06.035
- Wen R., Cen L., Ma Y., Wang J., Zhu S. Tetrahedron Lett. 2018, 59, 1686-1690. doi: 10.1016/j.tetlet.2018.03.059
- Gupta S., Khurana J.M. ChemistrySelect. 2019, 4, 7200-7203. doi: 10.1002/slct.201901531
- Reddy M.S., Chowhan L.R., Kumar N.S., Ramesh P., Mukkamala S.B. Tetrahedron Lett. 2018, 59, 1366-1371. doi: 10.1016/j.tetlet.2018.02.044
- Arumugan N., Almansour A.I., Kumar R.S., Kotresha D., Saiswaroop R., Venketesh S. Bioorg. Med. Chem. 2019, 27, 2621-2638. doi: 10.1016/j.bmc.2019.03.058
- Singh R., Bhardwaj D., Saini M.R. RSC Adv. 2021, 11, 4760-4804. doi: 10.1039/d0ra09130h
- Shirsat P.K., Narasimhulu V., Kumbhare R.M. ChemistrySelect. 2019, 4, 8550-8553. doi: 10.1002/slct.201901831
- Shirsat P.K., Khomane N.B., Meshram S.H., Sridhar B., Meshram H.M., Kumbhare R.M. Synthesis. 2019, 51, 1473-1481. doi: 10.1055/s-0037-1610999
- Shinde S.S., Laha S., Tiwari D.K., Sridhar B., Likhar P.R. Org. Biomol. Chem. 2019, 17, 4121-4128. doi: 10.1039/C9OB00560A
- Sathi V., Deepthi A., Thomas N.V. J. Heterocycl. Chem. 2019, 56, 2333-2340. doi: 10.1002/jhet.3619
- Boraei A.T.A. Arkivoc. 2016, 2016, 71-81. doi: 10.3998/ark.5550190.p009.399
- Boraei A.T.A., Ghabbour H.A., Sarhan A.A.M., Barakat A. ACS Omega. 2020, 5, 5436-5442. doi: 10.1021/acsomega.0c00045
- Debnath K., Pathak S., Pramanik A. Tetrahedron Lett. 2014, 55, 1743-1748. doi: 10.1016/j.tetlet.2014.01.109
- Das S., Dutta A. Heterocycles. 2016, 92, 701-707. doi: 10.3987/COM-15-13385
- Великородов А.В., Степкина Н.Н., Осипова В.П., Зухайраева А.С., Шустова Е.А. ЖОрХ. 2021, 57, 562-570.
- Velikorodov A.V., Stepkina N.N., Osipova V.P., Zukhairaeva A.S., Shustova E.A. Russ. J. Org. Chem. 2021, 57, 575-581. doi: 10.1134/S1070428021040114
- Das S., Dutta A., Maity S.,Ghosh P., Mahali K. Synlett. 2018, 29, 581-584. doi: 10.1055/s-0036-1589146
- Das S., Das P., Maity S., Ghosh P., Dutta A. J. Mol. Struct. 2020, 1224, 129033. doi: 10.1016/j.molstruc.2020.129033
- Malti S., Roy N., Thilak Babu L., Moharana P., Athira S.S., Sreedhar E.D., De S., Kumar S.K.A., Paira P. New J. Chem. 2020, 44, 920-931. doi: 10.1039/C9NJ03131F
- Великородов А.В., Зухайраева А.С., Чабакова А.К., Ковалев В.Б. ЖОрХ. 2018, 54, 1497-1502.
- Velikorodov A.V., Zukhairaeva A.S., Chabakova A.K., Kovalev V.B. Russ. J. Org. Chem. 2018, 54, 1509-1514. doi: 10.1134/S1070428018100123
- Kundu A., Pathak S., Debnath K., Pramanik A. Tetrahedron Lett. 2014, 55, 3960-3968. doi: 10.1016/j.tetlet.2014.04.027
- Kundu A., Pramanik A. Terahedron Lett. 2014, 55, 4466-4474. doi: 10.1016/j.tetlet.2014.06.064
- Das S., Dutta A. ChemistrySelect. 2020, 5, 11361-11377. doi: 10.1002/slkt.202003245
- Sirouspour M., Souri S. J. Heterocycl. Chem. 2016, 53, 147-152. doi: 10.1002/jhet.2283
- Tang Y.Z., Liu Y.H., Chen J.X. Mini-Rev Med Chem. 2012, 12, 53-61. doi: 10.2174/138955712798868968
- El-Sayed H.A., Assy M.G., Mahmoud W.M., El-Sheakh A.A., Morsy H.A. J. Heterocyclic. Chem. 2019, 57, 1-8. doi: 10.1002/jhet.3825
- Huang J.-M., Yokoyama R., Yang C.-S., Fukuyama Y. Tetrahedron Lett. 2000, 41, 6111-6114. doi: 10.1016/S0040-4039(00)01023-6
- Lobo G., Monasterios M., Rodrigues J., Camboa N., Capparelli M. V., Martínez-Cuevas J., Lein M., Jung K., Abramjuk C., Charris J. Eur. J. Med. Chem. 2015, 96, 281-295. doi: 10.1016/j.ejmech.2015.04.023
- Gozzi G. J., Bouaziz Z., Winter E., Daflon-Yunes N., Aichele D., Nacereddine A., Marminon C., Valdameri G., Zeinyeh W., Bollacke A., Guillon J., Lacoudre A., Pinaud N., Cadena S.M., Jose J., Le Borgne M., Di Pietro A. J. Med. Chem. 2015, 58, 265-277. doi: 10.1021/jm500943z
- Rostami-Charati F. Chin. Chem. Lett. 2014, 25, 169-171. doi: 10.1016/j.cclet.2013.09.016
- Azizian J., Hatamjafari F., Karimi A.R., Shaabanzadeh M. Synthesis. 2006, 37, 765-767. doi: 10.1055/s-2006-926327
- Yavari I., Seyfi S., Nematpour M., Hossaini Z. Helv. Chim. Acta. 2010, 93, 1413-1417. doi: 10.1002/hlca.200900408
- Hemmerling H.-J., Reiss G. Synthesis. 2009, 40, 985-999. doi: 10.1055/s-0028-1087983
- Liu C.-Z., Han Y., Qi W.-J., Yan C.-G. Heterocycl. Commun. 2016, 22, 301-306. doi: 10.1515/hc-2016-0123
- Mousavi S.H., Mohammadizadeh M.R., Roshan Z., Jamaleddini A., Arimitsu S. ACS Omega. 2020, 5, 18273-18288. doi: 10.1021/acsomega.0c01934
- Yang C., Schanne F.A.X., Yoganathan S., Stephani R.A. Bioorg. Med. Chem. Lett. 2016, 26, 2912-2914. doi: 10.1016/j.bmcl.2016.04.040
- Shtamburg V.G., Shtamburg V.V., Anishchenko A.A., Shishkina S.V., Mazepa A.V., Konovalova I.S. Eur. Chem. Bull. 2020, 95, 125-131. doi: 10.17628/ecb.2020.125-131
- Shtamburg V.G., Shtamburg V.V., Anishchenko A.A., Mazepa A.V., Rusanov E.B. J. Mol. Struct. 2021, 1248, 131443. doi: 10.1016/j.molstruc.2021.131443
- Shtamburg V.G., Shtamburg V.V., Anishchenko A.A., Rusanov E.B., Kravchenko S.V. J. Chem. Technol. 2021, 29, 232-239. doi: 10.15421/jchemtech.v29i2.231195
- El-Abadelah M.M., Awwadi F.F., Abdullah A.H., Voelter W. Z. Naturforsch. 2020, 75, 559-565. doi: 10.1515/znb.2020-0027
- Hamed E.O., Assy M.G., Galahom M.M. Russ. J. Org. Chem. 2020, 56, 1062-1069. doi: 10.1134/S1070428020060159
- El-Sayed H.A., Assy M.G., Mahmoud W.M., El-Sheakt A.A., Morsy H.A. Russ. J. Org. Chem. 2020, 90, 148-153. doi: 10.1134/S1070363220010235
- Mandal S., Pramanik A. Tetrahedron. 2019, 76, 130817. doi: 10.1016/j.tet.2019.130817
- Wang J., Zhang M.M., Wang X.S. Res. Chem. Intermed. 2017, 43, 2985-3005. doi: 10.1007/s11164-016-2807-1
- Marthy V.N., Nikumbh S.P., Kumar S.P., Chiranjeevi Y., Rao L.V., Raghunadh A. Synlett. 2016, 27, 2362-2367. doi: 10.1055/s-0035-1562465
- Devi R.V., Garande A.M., Maity D.K., Bhate P.M. J. Org. Chem. 2016, 81, 1689-1695. doi: 10.1021/acs.joc.5b02327
- Доценко В.В., Муравьев В.С., Лукина Д.Ю., Стрелков В.Д., Аксенов Н.А., Аксенова И.В., Крапивин Г.Д., Дядюченко Л.В. ЖОХ. 2020, 90, 843-847.
- Dotsenko V.V., Muraviev V.S., Lukina D.Yu., Strelkov V.D., Aksenov N.A., Aksenova I.V., Krapivin G.D., Dyadyuchenko L.V. Russ. J. Gen. Chem. 2020, 90, 948-960. doi: 10.1134/S1070363220060043
- Akbarzadeh P., Koukabi N. Appl. Organometall. Chem. 2020, e5746. doi: 10.1002/aoc.5474
- Gonzalez-Onate A., Quevedo R. J. Chem. Sci. 2020, 132, 49. doi: 10.1007/s12039-020-1751-1
Supplementary files
