Home / Publications / Synthesis of novel purin-6-yl conjugates with heterocyclic amines linked via 6-aminohexanoyl fragment

Synthesis of novel purin-6-yl conjugates with heterocyclic amines linked via 6-aminohexanoyl fragment

Victor Pavlovich Krasnov 1
Victor Pavlovich Krasnov
Dmitry Andreevich Gruzdev 1
Dmitry Andreevich Gruzdev
Evgeny Nikolaevich Chulakov 1
Evgeny Nikolaevich Chulakov
Alexey Yur'evich Vigorov 1
Alexey Yur'evich Vigorov
Vera Vasil'evna Musiyak 1
Vera Vasil'evna Musiyak
Tatyana Victorovna Matveeva 1
Tatyana Victorovna Matveeva
Andrey Arturovich Tumashov 1
Andrey Arturovich Tumashov
Galina L'vovna Levit 1
Galina L'vovna Levit
Published 2015-11-09
CommunicationVolume 25, Issue 6, 412-414
11
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Krasnov V. P. et al. Synthesis of novel purin-6-yl conjugates with heterocyclic amines linked via 6-aminohexanoyl fragment // Mendeleev Communications. 2015. Vol. 25. No. 6. pp. 412-414.
GOST all authors (up to 50) Copy
Krasnov V. P., Gruzdev D. A., Chulakov E. N., Vigorov A. Y., Musiyak V. V., Matveeva T. V., Tumashov A. A., Levit G. L., Charushin V. N. Synthesis of novel purin-6-yl conjugates with heterocyclic amines linked via 6-aminohexanoyl fragment // Mendeleev Communications. 2015. Vol. 25. No. 6. pp. 412-414.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2015.11.003
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2015.11.003
TI - Synthesis of novel purin-6-yl conjugates with heterocyclic amines linked via 6-aminohexanoyl fragment
T2 - Mendeleev Communications
AU - Krasnov, Victor Pavlovich
AU - Gruzdev, Dmitry Andreevich
AU - Chulakov, Evgeny Nikolaevich
AU - Vigorov, Alexey Yur'evich
AU - Musiyak, Vera Vasil'evna
AU - Matveeva, Tatyana Victorovna
AU - Tumashov, Andrey Arturovich
AU - Levit, Galina L'vovna
AU - Charushin, Valery Nikolaevich
PY - 2015
DA - 2015/11/09
PB - Mendeleev Communications
SP - 412-414
IS - 6
VL - 25
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2015_Krasnov,
author = {Victor Pavlovich Krasnov and Dmitry Andreevich Gruzdev and Evgeny Nikolaevich Chulakov and Alexey Yur'evich Vigorov and Vera Vasil'evna Musiyak and Tatyana Victorovna Matveeva and Andrey Arturovich Tumashov and Galina L'vovna Levit and Valery Nikolaevich Charushin},
title = {Synthesis of novel purin-6-yl conjugates with heterocyclic amines linked via 6-aminohexanoyl fragment},
journal = {Mendeleev Communications},
year = {2015},
volume = {25},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2015.11.003},
number = {6},
pages = {412--414},
doi = {10.1016/j.mencom.2015.11.003}
}
MLA
Cite this
MLA Copy
Krasnov, Victor Pavlovich, et al. “Synthesis of novel purin-6-yl conjugates with heterocyclic amines linked via 6-aminohexanoyl fragment.” Mendeleev Communications, vol. 25, no. 6, Nov. 2015, pp. 412-414. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2015.11.003.

Abstract

Novel conjugates of purine and 2-aminopurine linked with heterocyclic amines, including chiral derivatives of 3,4-dihydro-2H-[1,4]benzoxazine, 3,4-dihydro-2H-[1,4]benzothiazine and 1,2,3,4-tetrahydroquinoline, by 6-aminohexanoyl fragment at the 6-position of purine moiety were obtained. For this purpose, replacement of the chlorine atom in 2-amino-6-chloropurine or 6-chloropurine by direct nucleophilic substitution reaction with 6-aminohexanamides or the coupling of 6-(purin-6-ylamino)-6-hexanoic acid with nitrogen heterocycles were used.

References

4.
Exploiting Chemical Libraries, Structure, and Genomics in the Search for Kinase Inhibitors
Gray N.S., Wodicka L., Thunnissen A.W., Norman T.C., Kwon S., Espinoza F.H., Morgan D.O., Barnes G., LeClerc S., Meijer L., Kim S., Lockhart D.J., Schultz P.G.
Science, 1998
6.
10.1016/j.mencom.2015.11.003_bib0030
Roecker
Clin. Med. Insights: Oncol., 2010
7.
Synthesis of novel substituted purine derivatives and identification of the cell death mechanism
Demir Z., Guven E.B., Ozbey S., Kazak C., Atalay R.C., Tuncbilek M.
European Journal of Medicinal Chemistry, 2015
8.
2,N 6 -Disubstituted Adenosine Analogs with Antitrypanosomal and Antimalarial Activities
Rodenko B., van der Burg A.M., Wanner M.J., Kaiser M., Brun R., Gould M., de Koning H.P., Koomen G.
Antimicrobial Agents and Chemotherapy, 2007
9.
Gene expression signatures and small-molecule compounds link a protein kinase to Plasmodium falciparum motility
Kato N., Sakata T., Breton G., Le Roch K.G., Nagle A., Andersen C., Bursulaya B., Henson K., Johnson J., Kumar K.A., Marr F., Mason D., McNamara C., Plouffe D., Ramachandran V., et. al.
Nature Chemical Biology, 2008
10.
F. B. Pallier and J. L. Haesslein, FR Patent, 2851248, C07D, 2004 (Chem. Abstr., 2004, 141, 206968).
11.
G. Chen, T.D. Cushing, B. Fisher, X. He, K. Li, Z. Li, L.R. McGee, V. Pattaropong, P. Faulder, J.L. Seganish and Y. Shin, PCT Patent, WO 2009158011, C07D, 2009.(Chem. Abstr., 2009, 152, 119631).
12.
C. Guibourdenche, S. Hintermann, K. Hurth, S. Jacquier, C. Kalis, H. Moebitz and N. Soldermann, PCT Patent, WO 2014128612, C07D, 2014.(Chem. Abstr., 2014, 161, 433034).
13.
Synthesis and evaluation of cell-permeable biotinylated PU-H71 derivatives as tumor Hsp90 probes
Taldone T., Rodina A., DaGama Gomes E.M., Riolo M., Patel H.J., Alonso-Sabadell R., Zatorska D., Patel M.R., Kishinevsky S., Chiosis G.
Beilstein Journal of Organic Chemistry, 2013
15.
Identification of a Peptoid Inhibitor of the Proteasome 19S Regulatory Particle
Lim H., Archer C.T., Kodadek T.
Journal of the American Chemical Society, 2007
16.
Rapid identification of the pharmacophore in a peptoid inhibitor of the proteasome regulatory particle
Lim H., Archer C.T., Kim Y., Hutchens T., Kodadek T.
Chemical Communications, 2008
17.
Discovery of an Aurora kinase inhibitor through site-specific dynamic combinatorial chemistry
Cancilla M.T., He M.M., Viswanathan N., Simmons R.L., Taylor M., Fung A.D., Cao K., Erlanson D.A.
Bioorganic and Medicinal Chemistry Letters, 2008
20.
6-Bromopurine Nucleosides as Reagents for Nucleoside Analogue Synthesis
Véliz E.A., Beal P.A.
Journal of Organic Chemistry, 2001
22.
A simple method for C-6 modification of guanine nucleosides
Lakshman M.K., Frank J.
Organic and Biomolecular Chemistry, 2009
23.
Synthesis and evaluation of new N6-substituted adenosine-5′-N-methylcarboxamides as A3 adenosine receptor agonists
Devine S.M., Gregg A., Figler H., McIntosh K., Urmaliya V., Linden J., Pouton C.W., White P.J., Bottle S.E., Scammells P.J.
Bioorganic and Medicinal Chemistry, 2010
24.
2,6,9-trisubstituted purines: optimization towards highly potent and selective CDK1 inhibitors.
Imbach P., Capraro H., Furet P., Mett H., Meyer T., Zimmermann J.
Bioorganic and Medicinal Chemistry Letters, 1999
25.
Holý A., Votruba I., Tloušťová E., Masojídková M.
Collection of Czechoslovak Chemical Communications, 2002
26.
An efficient synthesis of substituted cytosines and purines under focused microwave irradiation
Huang L., Cherng Y., Cheng Y., Jang J., Chao Y., Cherng Y.
Tetrahedron, 2007
27.
10.1016/j.mencom.2015.11.003_bib0135
Hu
J. Mex. Chem. Soc., 2010
28.
Vigorov A.Y., Krasnov V.P., Gruzdev D.A., Men'shikova A.A., Demin A.M., Levit G.L., Charushin V.N.
Mendeleev Communications, 2014
29.
Syntheses of Phosphonic Esters of Alendronate, Pamidronate and Neridronate
Guénin E., Monteil M., Bouchemal N., Prangé T., Lecouvey M.
European Journal of Organic Chemistry, 2007