Synthesis of new quinazoline-containing hydroxamic acids as potential HDAC/VEGFR inhibitors. Unusual rearrangements with pyrrolidone ring opening and dehydration of 3-N-hydroxyquinazoline fragment containing tetracycles
[Display omitted] Synthesis pathways were developed and new hydroxamic acids were obtained as potential inhibitors of HDAC/VEGFR2, including tetracycles containing quinazolinone fragment as a “cap”. Further biological testing of the obtained compounds will give an opportunity to estimate the real pr...
Saved in:
Published in: | Tetrahedron letters Vol. 60; no. 51; p. 151315 |
---|---|
Main Authors: | , , , |
Format: | Journal Article |
Language: | English |
Published: |
Elsevier Ltd
19-12-2019
|
Subjects: | |
Online Access: | Get full text |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
Abstract | [Display omitted]
Synthesis pathways were developed and new hydroxamic acids were obtained as potential inhibitors of HDAC/VEGFR2, including tetracycles containing quinazolinone fragment as a “cap”. Further biological testing of the obtained compounds will give an opportunity to estimate the real prospects of the chosen research direction. |
---|---|
AbstractList | [Display omitted]
Synthesis pathways were developed and new hydroxamic acids were obtained as potential inhibitors of HDAC/VEGFR2, including tetracycles containing quinazolinone fragment as a “cap”. Further biological testing of the obtained compounds will give an opportunity to estimate the real prospects of the chosen research direction. |
ArticleNumber | 151315 |
Author | Khachatryan, Derenik S. Kolotaev, Anton V. Osipov, Vasiliy N. Matevosyan, Karine R. |
Author_xml | – sequence: 1 givenname: Anton V. surname: Kolotaev fullname: Kolotaev, Anton V. organization: The Federal State Unitary Enterprise «Institute of Chemical Reagents and High Purity Chemical Substances of National Research Centre «Kurchatov Institute», Bogorodsky val 3, Moscow 107076, Russia – sequence: 2 givenname: Karine R. surname: Matevosyan fullname: Matevosyan, Karine R. organization: D.Mendeleev University of Chemical Technology of Russia, Miusskaya square 9, Moscow 125047, Russia – sequence: 3 givenname: Vasiliy N. surname: Osipov fullname: Osipov, Vasiliy N. organization: The Federal State Unitary Enterprise «Institute of Chemical Reagents and High Purity Chemical Substances of National Research Centre «Kurchatov Institute», Bogorodsky val 3, Moscow 107076, Russia – sequence: 4 givenname: Derenik S. surname: Khachatryan fullname: Khachatryan, Derenik S. email: derenik-s@yandex.ru organization: The Federal State Unitary Enterprise «Institute of Chemical Reagents and High Purity Chemical Substances of National Research Centre «Kurchatov Institute», Bogorodsky val 3, Moscow 107076, Russia |
BookMark | eNp9kc9u3CAQxlGVSN2kfYMeeAE7EIztvUSKNv8qRa3UJr0iDOPdWXlhA2xT51XzMsV1DzmFw3Bg5vt-zHdCjpx3QMgXzkrOeH22LROkAVJ5zviy5JILLj-QBW8bUQjZ8iOyYKxiRcXE8iM5iXHL8qlbtiCvP0eXNhAxUt9TB8_06YBOv_gBHRTGu6TRoVvTzWiD_6N3aKg2aCPVke59ApdQD_Tu6nJ19uv69uYHRbfBDpMPsaSP7hAP-TmADkG7Nexyf6TPmDZ0P4aQXWz-Cg2Tg9_DPyftLLUw-emE3k1covhWzADjGzzaB72eFOkbzryJoM1oBoifyHGvhwif_9-n5PHm-mF1V9x_v_26urwvjGB1KqxdNnk7dQey6hpozptmaSsDRlZ137WmrjmXGnIRUkCvbcel5cJ2RtrOmlackmrWNcHHGKBX-4A7HUbFmZoCUls1B6SmgNQcUB67mMcgs_1GCCoaBGfAYgCTlPX4vsBfk2Cl2g |
CitedBy_id | crossref_primary_10_3390_molecules28031443 crossref_primary_10_1016_j_molstruc_2023_135105 |
Cites_doi | 10.1021/jm100665z 10.1021/jm000352g 10.1021/jm400564j 10.1039/c2md00317a 10.3390/molecules23010024 10.1021/acs.jmedchem.6b01007 10.1016/j.bioorg.2017.12.007 10.1002/cbdv.201800027 10.1016/j.bmcl.2015.10.006 10.1158/1535-7163.MCT-12-1045 10.1021/acs.jmedchem.5b01342 10.3109/07388551.2015.1015957 10.2174/092986732501180122140757 10.1016/j.ejmech.2015.12.033 10.1016/S0960-894X(01)80244-4 10.1016/j.bmcl.2017.09.036 10.3390/molecules20033898 10.1101/cshperspect.a026831 10.1007/s11172-015-0875-9 10.1021/jm701274v 10.3390/ijms18071414 10.1248/cpb.c16-00386 10.1007/s11172-017-1852-2 10.1016/j.bmc.2016.09.009 10.2174/138945006777709593 10.1021/jm00312a007 10.1021/jm00273a034 10.1021/jm2013453 10.1021/acs.jmedchem.8b00050 10.1080/13543776.2017.1276565 |
ContentType | Journal Article |
Copyright | 2019 Elsevier Ltd |
Copyright_xml | – notice: 2019 Elsevier Ltd |
DBID | AAYXX CITATION |
DOI | 10.1016/j.tetlet.2019.151315 |
DatabaseName | CrossRef |
DatabaseTitle | CrossRef |
DatabaseTitleList | |
DeliveryMethod | fulltext_linktorsrc |
Discipline | Chemistry |
EISSN | 1873-3581 |
ExternalDocumentID | 10_1016_j_tetlet_2019_151315 S0040403919310998 |
GroupedDBID | --- --K --M -ET -~X .~1 0R~ 123 1B1 1RT 1~. 1~5 4.4 457 4G. 53G 5VS 7-5 71M 85S 8P~ 9JM 9JN AABNK AACTN AAEDT AAEDW AAIAV AAIKJ AAKOC AALRI AAOAW AAQFI AARLI AATCM AAXUO ABFNM ABFRF ABGSF ABJNI ABMAC ABPPZ ABUDA ABYKQ ABZDS ACBEA ACDAQ ACGFS ACNCT ACRLP ADBBV ADECG ADEZE ADUVX AEBSH AEFWE AEHWI AEKER AENEX AFKWA AFTJW AFXIZ AFZHZ AGHFR AGUBO AGYEJ AHHHB AIEXJ AIKHN AITUG AJOXV AJSZI ALCLG ALMA_UNASSIGNED_HOLDINGS AMFUW AMRAJ AXJTR BKOJK BLXMC CS3 DOVZS DU5 EBS EFJIC EFLBG EO8 EO9 EP2 EP3 F5P FDB FIRID FLBIZ FNPLU FYGXN G-Q GBLVA IH2 J1W K-O KOM M2Z M41 MO0 N9A O-L O9- OAUVE OGGZJ OZT P-8 P-9 P2P PC. Q38 RIG RNS ROL RPZ SCC SDF SDG SDP SES SPC SPCBC SSK SSP SSU SSZ T5K TN5 TWZ WH7 XPP XSW YK3 YR2 ZMT ~02 ~G- ~KM .GJ .HR 186 29Q 3EH 6TJ AAHBH AAQXK AAXKI AAYOK AAYXX ABXDB ACBNA ACKIV ACNNM ADMUD ADVLN AFFNX AFJKZ AGRDE AKRWK ASPBG AVWKF AZFZN CITATION D0S EJD FEDTE FGOYB G8K HMS HVGLF HZ~ IHE MVM OHT R2- SCB SEW SOC UQL WUQ XJT Y6R YQJ ZCG ZKB ZXP |
ID | FETCH-LOGICAL-c306t-dd970406be54b7e72779d4cec546fb8c66115ae115353efadb15d13dbc5dbdc83 |
ISSN | 0040-4039 |
IngestDate | Thu Sep 26 19:47:44 EDT 2024 Fri Feb 23 02:51:09 EST 2024 |
IsPeerReviewed | true |
IsScholarly | true |
Issue | 51 |
Keywords | HDAC/VEGFR2 Hydroxamic acids Quinazoline Targeted therapy Hybrid inhibitors |
Language | English |
LinkModel | OpenURL |
MergedId | FETCHMERGED-LOGICAL-c306t-dd970406be54b7e72779d4cec546fb8c66115ae115353efadb15d13dbc5dbdc83 |
ParticipantIDs | crossref_primary_10_1016_j_tetlet_2019_151315 elsevier_sciencedirect_doi_10_1016_j_tetlet_2019_151315 |
PublicationCentury | 2000 |
PublicationDate | 2019-12-19 |
PublicationDateYYYYMMDD | 2019-12-19 |
PublicationDate_xml | – month: 12 year: 2019 text: 2019-12-19 day: 19 |
PublicationDecade | 2010 |
PublicationTitle | Tetrahedron letters |
PublicationYear | 2019 |
Publisher | Elsevier Ltd |
Publisher_xml | – name: Elsevier Ltd |
References | Alaimo, Russell (b0030) 1972; 15 Kartal-Yandim, Adan-Gokbulut, Baran (b0010) 2016; 36 Levin, Chan, Bailey, Katocs, Venkatesan (b0040) 1994; 4 Bonola, Da Re, Magistretti, Massarani, Setnikar (b0035) 1968; 11 Apfel, Banner, Bur, Dietz, Hubschwerlen, Locher, Marlin, Masciadri, Pirson, Stalder (b0130) 2001; 44 Nara, Kaieda, Sato, Naito, Mototani, Oki, Yamamoto, Kuno, Santou, Kanzaki, Terauchi, Uchikawa, Kori (b0125) 2017; 60 Hieu, Anh, Hai, Huong, Park, Choi, Kang, Dung, Han, Nam (b0105) 2018; 15 Hemalatha, Girija (b0045) 2011; 3 Peng, Xuan, Wu, Xue, Ren, Liu, Wang, Chen, Zhang, Xu, Shi (b0055) 2016; 109 Khachatryan, Belus, Misyurin, Baryshnikova, Kolotaev, Matevosyan (b0150) 2017; 66 Wang, Pursell, Samson, Atoyan, Ma, Selmi, Xu, Cai, Voi, Savagner, Lai (b0060) 2013; 12 Nara, Sato, Kaieda, Oki, Kuno, Santou, Kanzaki, Terauchi, Uchikawa, Kori (b0120) 2016; 24 Kozar, Margue, Rothengatter, Haan, Kreis (b0005) 2019; 1871 Mottamal, Zheng, Huang, Wang (b0080) 2015; 20 Nobili, Landini, Giglioni, Mini (b0015) 2006; 7 Hieu, Anh, Tuan, Hai, Huong, Kim, Kang, Vu, Dung, Han, Nam, Hoa (b0110) 2018; 76 Eckschlager, Plch, Stiborova, Hrabeta (b0025) 2017; 18 Beckers, Mahboobi, Sellmer, Winkler, Eichhorn, Pongratz, Maier, Ciossek, Baer, Kelter, Fiebig, Schmidt (b0070) 2012; 3 Sun, Zhang, Wang, Kong, Fu, Wang, Yao (b0145) 2018; 23 Stankovic, Dinic, Podolski-Renic, Musso, Buric, Dallavalle, Pesic (b0020) 2018; 25 Lamaa, Lin, Zig (b0075) 2018; 61 Qin, Li, Liu (b0090) 2017; 27 Zhang, Li, Zhang, Lu, Li (b0100) 2017; 27 Garofalo, Farce, Ravez (b0140) 2012; 55 Mahboobi, Sellmer, Winkler, Eichhorn, Pongratz, Ciossek, Baer, Maier, Beckers (b0065) 2010; 53 Peng, Wu, Zeng, Xue, Shi (b0050) 2015; 25 Jie, Nahra, Johnson, Bunker, O' Brien, Yue, Ortwine, Man, Baragi, Kilgore, Dyer, Han (b0155) 2008; 51 Lu, Zhao, Liu (b0135) 2016; 64 Li, Seto (b0085) 2016; 6 Yu, Chang, Hsin, Chern (b0115) 2013; 56 Khachatryan, Razinov, Kolotaev, Belus, Matevosyan (b0160) 2015; 64 Yang, Wang, Wang, Niu (b0095) 2016; 59 Beckers (10.1016/j.tetlet.2019.151315_b0070) 2012; 3 Apfel (10.1016/j.tetlet.2019.151315_b0130) 2001; 44 Levin (10.1016/j.tetlet.2019.151315_b0040) 1994; 4 Nobili (10.1016/j.tetlet.2019.151315_b0015) 2006; 7 Li (10.1016/j.tetlet.2019.151315_b0085) 2016; 6 Sun (10.1016/j.tetlet.2019.151315_b0145) 2018; 23 Qin (10.1016/j.tetlet.2019.151315_b0090) 2017; 27 Yang (10.1016/j.tetlet.2019.151315_b0095) 2016; 59 Khachatryan (10.1016/j.tetlet.2019.151315_b0160) 2015; 64 Kozar (10.1016/j.tetlet.2019.151315_b0005) 2019; 1871 Kartal-Yandim (10.1016/j.tetlet.2019.151315_b0010) 2016; 36 Garofalo (10.1016/j.tetlet.2019.151315_b0140) 2012; 55 Jie (10.1016/j.tetlet.2019.151315_b0155) 2008; 51 Alaimo (10.1016/j.tetlet.2019.151315_b0030) 1972; 15 Lu (10.1016/j.tetlet.2019.151315_b0135) 2016; 64 Peng (10.1016/j.tetlet.2019.151315_b0050) 2015; 25 Wang (10.1016/j.tetlet.2019.151315_b0060) 2013; 12 Mottamal (10.1016/j.tetlet.2019.151315_b0080) 2015; 20 Hieu (10.1016/j.tetlet.2019.151315_b0105) 2018; 15 Lamaa (10.1016/j.tetlet.2019.151315_b0075) 2018; 61 Nara (10.1016/j.tetlet.2019.151315_b0125) 2017; 60 Mahboobi (10.1016/j.tetlet.2019.151315_b0065) 2010; 53 Nara (10.1016/j.tetlet.2019.151315_b0120) 2016; 24 Eckschlager (10.1016/j.tetlet.2019.151315_b0025) 2017; 18 Hemalatha (10.1016/j.tetlet.2019.151315_b0045) 2011; 3 Yu (10.1016/j.tetlet.2019.151315_b0115) 2013; 56 Khachatryan (10.1016/j.tetlet.2019.151315_b0150) 2017; 66 Stankovic (10.1016/j.tetlet.2019.151315_b0020) 2018; 25 Peng (10.1016/j.tetlet.2019.151315_b0055) 2016; 109 Hieu (10.1016/j.tetlet.2019.151315_b0110) 2018; 76 Zhang (10.1016/j.tetlet.2019.151315_b0100) 2017; 27 Bonola (10.1016/j.tetlet.2019.151315_b0035) 1968; 11 |
References_xml | – volume: 64 start-page: 395 year: 2015 end-page: 404 ident: b0160 publication-title: Russ. Chem. Bull. contributor: fullname: Matevosyan – volume: 1871 start-page: 313 year: 2019 end-page: 322 ident: b0005 publication-title: Cancer contributor: fullname: Kreis – volume: 25 start-page: 5137 year: 2015 end-page: 5141 ident: b0050 publication-title: Bioorg. Med. Chem. Lett. contributor: fullname: Shi – volume: 24 start-page: 6149 year: 2016 end-page: 6165 ident: b0120 publication-title: Bioorg. Med. Chem. contributor: fullname: Kori – volume: 44 start-page: 1847 year: 2001 end-page: 1852 ident: b0130 publication-title: J. Med. Chem. contributor: fullname: Stalder – volume: 27 start-page: 4885 year: 2017 end-page: 4888 ident: b0100 publication-title: Bioorg. Med. Chem. Lett. contributor: fullname: Li – volume: 109 start-page: 1 year: 2016 end-page: 12 ident: b0055 publication-title: Eur. J. Med. Chem. contributor: fullname: Shi – volume: 27 start-page: 621 year: 2017 end-page: 636 ident: b0090 publication-title: Expert Opin. Ther. Pat. contributor: fullname: Liu – volume: 56 start-page: 6775 year: 2013 end-page: 6791 ident: b0115 publication-title: J. Med. Chem. contributor: fullname: Chern – volume: 64 start-page: 1570 year: 2016 end-page: 1575 ident: b0135 publication-title: Chem. Pharm. Bull. contributor: fullname: Liu – volume: 12 start-page: 925 year: 2013 end-page: 936 ident: b0060 publication-title: Mol. Cancer Ther. contributor: fullname: Lai – volume: 3 start-page: 829 year: 2012 end-page: 835 ident: b0070 publication-title: Med. Chem. Comm. contributor: fullname: Schmidt – volume: 4 start-page: 1141 year: 1994 end-page: 1146 ident: b0040 publication-title: Bioorg. Med. Chem. Lett. contributor: fullname: Venkatesan – volume: 7 start-page: 861 year: 2006 end-page: 879 ident: b0015 publication-title: Curr. Drug Targets contributor: fullname: Mini – volume: 18 start-page: 1414 year: 2017 end-page: 1439 ident: b0025 publication-title: Int. J. Mol. Sci. contributor: fullname: Hrabeta – volume: 55 start-page: 1189 year: 2012 end-page: 1204 ident: b0140 publication-title: J. Med. Chem. contributor: fullname: Ravez – volume: 23 start-page: 24 year: 2018 end-page: 38 ident: b0145 publication-title: Molecules contributor: fullname: Yao – volume: 25 start-page: 1 year: 2018 end-page: 30 ident: b0020 publication-title: Curr. Med. Chem. contributor: fullname: Pesic – volume: 15 start-page: 335 year: 1972 end-page: 336 ident: b0030 publication-title: J. Med. Chem. contributor: fullname: Russell – volume: 11 start-page: 1136 year: 1968 end-page: 1139 ident: b0035 publication-title: J. Med. Chem. contributor: fullname: Setnikar – volume: 61 start-page: 6574 year: 2018 end-page: 6591 ident: b0075 publication-title: J. Med. Chem. contributor: fullname: Zig – volume: 6 year: 2016 ident: b0085 publication-title: Cold Spring Harb. Perspect. Med. contributor: fullname: Seto – volume: 53 start-page: 8546 year: 2010 end-page: 8555 ident: b0065 publication-title: J. Med. Chem. contributor: fullname: Beckers – volume: 66 start-page: 1044 year: 2017 end-page: 1058 ident: b0150 publication-title: Russ. Chem. Bull. contributor: fullname: Matevosyan – volume: 51 start-page: 835 year: 2008 end-page: 841 ident: b0155 publication-title: J. Med. Chem. contributor: fullname: Han – volume: 59 start-page: 1455 year: 2016 end-page: 1470 ident: b0095 publication-title: J. Med. Chem. contributor: fullname: Niu – volume: 20 start-page: 3898 year: 2015 end-page: 3941 ident: b0080 publication-title: Molecules contributor: fullname: Wang – volume: 3 start-page: 103 year: 2011 end-page: 106 ident: b0045 publication-title: Int. J. Pharm. Pharm. Sci. contributor: fullname: Girija – volume: 60 start-page: 608 year: 2017 end-page: 626 ident: b0125 publication-title: J. Med. Chem. contributor: fullname: Kori – volume: 36 start-page: 716 year: 2016 end-page: 726 ident: b0010 publication-title: Crit. Rev. Biotechnol. contributor: fullname: Baran – volume: 15 year: 2018 ident: b0105 publication-title: Chem. Biodivers. contributor: fullname: Nam – volume: 76 start-page: 258 year: 2018 end-page: 267 ident: b0110 publication-title: Bioorg. Chem. contributor: fullname: Hoa – volume: 53 start-page: 8546 year: 2010 ident: 10.1016/j.tetlet.2019.151315_b0065 publication-title: J. Med. Chem. doi: 10.1021/jm100665z contributor: fullname: Mahboobi – volume: 44 start-page: 1847 year: 2001 ident: 10.1016/j.tetlet.2019.151315_b0130 publication-title: J. Med. Chem. doi: 10.1021/jm000352g contributor: fullname: Apfel – volume: 3 start-page: 103 issue: 2 year: 2011 ident: 10.1016/j.tetlet.2019.151315_b0045 publication-title: Int. J. Pharm. Pharm. Sci. contributor: fullname: Hemalatha – volume: 56 start-page: 6775 issue: 17 year: 2013 ident: 10.1016/j.tetlet.2019.151315_b0115 publication-title: J. Med. Chem. doi: 10.1021/jm400564j contributor: fullname: Yu – volume: 3 start-page: 829 issue: 7 year: 2012 ident: 10.1016/j.tetlet.2019.151315_b0070 publication-title: Med. Chem. Comm. doi: 10.1039/c2md00317a contributor: fullname: Beckers – volume: 23 start-page: 24 year: 2018 ident: 10.1016/j.tetlet.2019.151315_b0145 publication-title: Molecules doi: 10.3390/molecules23010024 contributor: fullname: Sun – volume: 60 start-page: 608 issue: 2 year: 2017 ident: 10.1016/j.tetlet.2019.151315_b0125 publication-title: J. Med. Chem. doi: 10.1021/acs.jmedchem.6b01007 contributor: fullname: Nara – volume: 1871 start-page: 313 issue: 2 year: 2019 ident: 10.1016/j.tetlet.2019.151315_b0005 publication-title: Cancer contributor: fullname: Kozar – volume: 76 start-page: 258 year: 2018 ident: 10.1016/j.tetlet.2019.151315_b0110 publication-title: Bioorg. Chem. doi: 10.1016/j.bioorg.2017.12.007 contributor: fullname: Hieu – volume: 15 issue: 6 year: 2018 ident: 10.1016/j.tetlet.2019.151315_b0105 publication-title: Chem. Biodivers. doi: 10.1002/cbdv.201800027 contributor: fullname: Hieu – volume: 25 start-page: 5137 issue: 22 year: 2015 ident: 10.1016/j.tetlet.2019.151315_b0050 publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/j.bmcl.2015.10.006 contributor: fullname: Peng – volume: 12 start-page: 925 year: 2013 ident: 10.1016/j.tetlet.2019.151315_b0060 publication-title: Mol. Cancer Ther. doi: 10.1158/1535-7163.MCT-12-1045 contributor: fullname: Wang – volume: 59 start-page: 1455 issue: 4 year: 2016 ident: 10.1016/j.tetlet.2019.151315_b0095 publication-title: J. Med. Chem. doi: 10.1021/acs.jmedchem.5b01342 contributor: fullname: Yang – volume: 36 start-page: 716 issue: 4 year: 2016 ident: 10.1016/j.tetlet.2019.151315_b0010 publication-title: Crit. Rev. Biotechnol. doi: 10.3109/07388551.2015.1015957 contributor: fullname: Kartal-Yandim – volume: 25 start-page: 1 year: 2018 ident: 10.1016/j.tetlet.2019.151315_b0020 publication-title: Curr. Med. Chem. doi: 10.2174/092986732501180122140757 contributor: fullname: Stankovic – volume: 109 start-page: 1 year: 2016 ident: 10.1016/j.tetlet.2019.151315_b0055 publication-title: Eur. J. Med. Chem. doi: 10.1016/j.ejmech.2015.12.033 contributor: fullname: Peng – volume: 4 start-page: 1141 issue: 9 year: 1994 ident: 10.1016/j.tetlet.2019.151315_b0040 publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/S0960-894X(01)80244-4 contributor: fullname: Levin – volume: 27 start-page: 4885 year: 2017 ident: 10.1016/j.tetlet.2019.151315_b0100 publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/j.bmcl.2017.09.036 contributor: fullname: Zhang – volume: 20 start-page: 3898 issue: 3 year: 2015 ident: 10.1016/j.tetlet.2019.151315_b0080 publication-title: Molecules doi: 10.3390/molecules20033898 contributor: fullname: Mottamal – volume: 6 issue: 10 year: 2016 ident: 10.1016/j.tetlet.2019.151315_b0085 publication-title: Cold Spring Harb. Perspect. Med. doi: 10.1101/cshperspect.a026831 contributor: fullname: Li – volume: 64 start-page: 395 issue: 2 year: 2015 ident: 10.1016/j.tetlet.2019.151315_b0160 publication-title: Russ. Chem. Bull. doi: 10.1007/s11172-015-0875-9 contributor: fullname: Khachatryan – volume: 51 start-page: 835 issue: 4 year: 2008 ident: 10.1016/j.tetlet.2019.151315_b0155 publication-title: J. Med. Chem. doi: 10.1021/jm701274v contributor: fullname: Jie – volume: 18 start-page: 1414 issue: 7 year: 2017 ident: 10.1016/j.tetlet.2019.151315_b0025 publication-title: Int. J. Mol. Sci. doi: 10.3390/ijms18071414 contributor: fullname: Eckschlager – volume: 64 start-page: 1570 year: 2016 ident: 10.1016/j.tetlet.2019.151315_b0135 publication-title: Chem. Pharm. Bull. doi: 10.1248/cpb.c16-00386 contributor: fullname: Lu – volume: 66 start-page: 1044 issue: 6 year: 2017 ident: 10.1016/j.tetlet.2019.151315_b0150 publication-title: Russ. Chem. Bull. doi: 10.1007/s11172-017-1852-2 contributor: fullname: Khachatryan – volume: 24 start-page: 6149 year: 2016 ident: 10.1016/j.tetlet.2019.151315_b0120 publication-title: Bioorg. Med. Chem. doi: 10.1016/j.bmc.2016.09.009 contributor: fullname: Nara – volume: 7 start-page: 861 issue: 7 year: 2006 ident: 10.1016/j.tetlet.2019.151315_b0015 publication-title: Curr. Drug Targets doi: 10.2174/138945006777709593 contributor: fullname: Nobili – volume: 11 start-page: 1136 year: 1968 ident: 10.1016/j.tetlet.2019.151315_b0035 publication-title: J. Med. Chem. doi: 10.1021/jm00312a007 contributor: fullname: Bonola – volume: 15 start-page: 335 year: 1972 ident: 10.1016/j.tetlet.2019.151315_b0030 publication-title: J. Med. Chem. doi: 10.1021/jm00273a034 contributor: fullname: Alaimo – volume: 55 start-page: 1189 year: 2012 ident: 10.1016/j.tetlet.2019.151315_b0140 publication-title: J. Med. Chem. doi: 10.1021/jm2013453 contributor: fullname: Garofalo – volume: 61 start-page: 6574 year: 2018 ident: 10.1016/j.tetlet.2019.151315_b0075 publication-title: J. Med. Chem. doi: 10.1021/acs.jmedchem.8b00050 contributor: fullname: Lamaa – volume: 27 start-page: 621 issue: 5 year: 2017 ident: 10.1016/j.tetlet.2019.151315_b0090 publication-title: Expert Opin. Ther. Pat. doi: 10.1080/13543776.2017.1276565 contributor: fullname: Qin |
SSID | ssj0000680 |
Score | 2.367955 |
Snippet | [Display omitted]
Synthesis pathways were developed and new hydroxamic acids were obtained as potential inhibitors of HDAC/VEGFR2, including tetracycles... |
SourceID | crossref elsevier |
SourceType | Aggregation Database Publisher |
StartPage | 151315 |
SubjectTerms | HDAC/VEGFR2 Hybrid inhibitors Hydroxamic acids Quinazoline Targeted therapy |
Title | Synthesis of new quinazoline-containing hydroxamic acids as potential HDAC/VEGFR inhibitors. Unusual rearrangements with pyrrolidone ring opening and dehydration of 3-N-hydroxyquinazoline fragment containing tetracycles |
URI | https://dx.doi.org/10.1016/j.tetlet.2019.151315 |
Volume | 60 |
hasFullText | 1 |
inHoldings | 1 |
isFullTextHit | |
isPrint | |
link | http://sdu.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwtV1bb5swFLaa9GF7mXbVupv8sDcECwECPEZpum6VMqnJor4hg81CW0EGpCr7q_szOwdz8dZo2ibtxYpMjI98PtufzbkQ8tb0uPDi0NO58Ee67fgmzLmxqYf2mDGgx2PbRUfh06W7uPCO5_b8YNDm5uvr_qumoQ50jZ6zf6Ht7qVQAb9B51CC1qH8I70vqxQ4XRNmBDiz9nWXpOwb5uYROhqmy5QQ2qbieXaL2eg1FiW8wIQz26xE4yGMN3w8nYEM6_n7k3MtSTdJmGBaHgM46q7Y1ckAWJ6jY4LiIretcswBxDMgrrVZH6bmap0gucAeO4Jq6QtdilApAmpxzr7U5gmKpKUocxZVaL6nUukVVm8EvCLVrmunpP67FKzoJYORk9ER4A9ro796L8VNVlTy4veMofejdt49_lQk26xuuGZFcp1U2qJ7drZh0QYNw1mzVKOl4pW2NNSrE7PO-6As0J1PT29AVe8RNoB2JEMsGUJuC55r6RgpTt03ZB6EZn7IqLl39iN5NXJpwEjBSKAloW8Ax7KkC-svkb6X2DX2DKQaP1h6A3I4hvXTGZLD6Yf5xUeFYnij1hwUG7Q-obXh4t2-9nMuhUetHpIHzQGITiVyH5EDkT4m92Zt3sEn5HuHYJrFFBBM9yOY9gimNYIpK2iHYIoIflfjlyr4pQ1-6c_4pYhfquCXIn5pg18K-KUKflGu_filLX6pIqeC36fk88l8NTvVmxQkegRn6VLn3HdhkCehcOzQFUD2XZ_bkYgcewIrXATs1nSYgMJyLBEzHpoONy0eRg4PeeRZz8gwBamfE4pnce5M_Ig5DGM4eXaMsZYi0PY4duz4iOitkoKtjDQTtCaYl4FUaoBKDaRSj4jbajJo2LJkwQGA77ctX_xzy5fkfj-PXpFhme_EazIo-O5NA9Ef2_nyog |
link.rule.ids | 315,782,786,27935,27936 |
linkProvider | Elsevier |
openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Synthesis+of+new+quinazoline-containing+hydroxamic+acids+as+potential+HDAC%2FVEGFR+inhibitors.+Unusual+rearrangements+with+pyrrolidone+ring+opening+and+dehydration+of+3-N-hydroxyquinazoline+fragment+containing+tetracycles&rft.jtitle=Tetrahedron+letters&rft.au=Kolotaev%2C+Anton+V.&rft.au=Matevosyan%2C+Karine+R.&rft.au=Osipov%2C+Vasiliy+N.&rft.au=Khachatryan%2C+Derenik+S.&rft.date=2019-12-19&rft.pub=Elsevier+Ltd&rft.issn=0040-4039&rft.eissn=1873-3581&rft.volume=60&rft.issue=51&rft_id=info:doi/10.1016%2Fj.tetlet.2019.151315&rft.externalDocID=S0040403919310998 |
thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0040-4039&client=summon |
thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0040-4039&client=summon |
thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0040-4039&client=summon |