Standard

Lupane-type conjugates with aminoacids, 1,3,4- oxadiazole and 1,2,5-oxadiazole-2-oxide derivatives : Synthesis, anti-inflammatory activity and in silico evaluation of target affinity. / Popov, Sergey A.; Semenova, Marya D.; Baev, Dmitry S. et al.

In: Steroids, Vol. 150, 108443, 01.10.2019.

Research output: Contribution to journal › Article › peer-review

Harvard

Popov, SA, Semenova, MD, Baev, DS, Sorokina, IV, Zhukova, NA, Frolova, TS, Tolstikova, TG, Shults, EE & Turks, M 2019, 'Lupane-type conjugates with aminoacids, 1,3,4- oxadiazole and 1,2,5-oxadiazole-2-oxide derivatives: Synthesis, anti-inflammatory activity and in silico evaluation of target affinity', Steroids, vol. 150, 108443. https://doi.org/10.1016/j.steroids.2019.108443

APA

Popov, S. A., Semenova, M. D., Baev, D. S., Sorokina, I. V., Zhukova, N. A., Frolova, T. S., Tolstikova, T. G., Shults, E. E., & Turks, M. (2019). Lupane-type conjugates with aminoacids, 1,3,4- oxadiazole and 1,2,5-oxadiazole-2-oxide derivatives: Synthesis, anti-inflammatory activity and in silico evaluation of target affinity. Steroids, 150, [108443]. https://doi.org/10.1016/j.steroids.2019.108443

Vancouver

Popov SA, Semenova MD, Baev DS, Sorokina IV, Zhukova NA, Frolova TS et al. Lupane-type conjugates with aminoacids, 1,3,4- oxadiazole and 1,2,5-oxadiazole-2-oxide derivatives: Synthesis, anti-inflammatory activity and in silico evaluation of target affinity. Steroids. 2019 Oct 1;150:108443. doi: 10.1016/j.steroids.2019.108443

Author

Popov, Sergey A. ; Semenova, Marya D. ; Baev, Dmitry S. et al. / Lupane-type conjugates with aminoacids, 1,3,4- oxadiazole and 1,2,5-oxadiazole-2-oxide derivatives : Synthesis, anti-inflammatory activity and in silico evaluation of target affinity. In: Steroids. 2019 ; Vol. 150.

BibTeX

@article{a1f6d0be203348b89e4b2088080373cd,
title = "Lupane-type conjugates with aminoacids, 1,3,4- oxadiazole and 1,2,5-oxadiazole-2-oxide derivatives: Synthesis, anti-inflammatory activity and in silico evaluation of target affinity",
abstract = "With the purpose to improve anti-inflammatory activity, the impact of introduction of 1,2,5- and 1,3,4-oxadiazole fragments to betulonic acid core as well as hybrids tethered with short ω-amino acids has been studied. The anti-inflammatory activity of synthesized compounds was tested in vivo using models of inflammation induced by concanavalin A and histamine. The majority of new compounds demonstrated higher anti-inflammatory activity compared with starting betulonic acid. To confirm the molecular targets of new derivatives in NRf2 and NFκB pathways the docking at Kelch and BTB active sites of Keap1 as well as IKK was done. The novelty of the present work is the development of new class of low toxic anti-inflammatory substances consisting of amino acid-linked betulonic acid - oxadiazole conjugates. These compounds can be considered as prospective chemopreventive agents.",
keywords = "Amino acid, Anti-inflammatory, Keap1- IKK- docking, Lupane conjugate, Oxadiazole, BETULONIC ACID, Keap1-IKK- docking, SMALL MOLECULES, TRITERPENOIDS, PREVENTION, ANTITUMOR, POTENT, INHIBITION, BETULINIC ACID, BIOLOGICAL EVALUATION, HYBRID",
author = "Popov, {Sergey A.} and Semenova, {Marya D.} and Baev, {Dmitry S.} and Sorokina, {Irina V.} and Zhukova, {Natalya A.} and Frolova, {Tatyana S.} and Tolstikova, {Tatyana G.} and Shults, {Elvira E.} and Māris Turks",
note = "Publisher Copyright: {\textcopyright} 2019 Elsevier Inc. Copyright: Copyright 2020 Elsevier B.V., All rights reserved.",
year = "2019",
month = oct,
day = "1",
doi = "10.1016/j.steroids.2019.108443",
language = "English",
volume = "150",
journal = "Steroids",
issn = "0039-128X",
publisher = "Elsevier Science Inc.",

}

RIS

TY - JOUR

T1 - Lupane-type conjugates with aminoacids, 1,3,4- oxadiazole and 1,2,5-oxadiazole-2-oxide derivatives

T2 - Synthesis, anti-inflammatory activity and in silico evaluation of target affinity

AU - Popov, Sergey A.

AU - Semenova, Marya D.

AU - Baev, Dmitry S.

AU - Sorokina, Irina V.

AU - Zhukova, Natalya A.

AU - Frolova, Tatyana S.

AU - Tolstikova, Tatyana G.

AU - Shults, Elvira E.

AU - Turks, Māris

N1 - Publisher Copyright: © 2019 Elsevier Inc. Copyright: Copyright 2020 Elsevier B.V., All rights reserved.

PY - 2019/10/1

Y1 - 2019/10/1

N2 - With the purpose to improve anti-inflammatory activity, the impact of introduction of 1,2,5- and 1,3,4-oxadiazole fragments to betulonic acid core as well as hybrids tethered with short ω-amino acids has been studied. The anti-inflammatory activity of synthesized compounds was tested in vivo using models of inflammation induced by concanavalin A and histamine. The majority of new compounds demonstrated higher anti-inflammatory activity compared with starting betulonic acid. To confirm the molecular targets of new derivatives in NRf2 and NFκB pathways the docking at Kelch and BTB active sites of Keap1 as well as IKK was done. The novelty of the present work is the development of new class of low toxic anti-inflammatory substances consisting of amino acid-linked betulonic acid - oxadiazole conjugates. These compounds can be considered as prospective chemopreventive agents.

AB - With the purpose to improve anti-inflammatory activity, the impact of introduction of 1,2,5- and 1,3,4-oxadiazole fragments to betulonic acid core as well as hybrids tethered with short ω-amino acids has been studied. The anti-inflammatory activity of synthesized compounds was tested in vivo using models of inflammation induced by concanavalin A and histamine. The majority of new compounds demonstrated higher anti-inflammatory activity compared with starting betulonic acid. To confirm the molecular targets of new derivatives in NRf2 and NFκB pathways the docking at Kelch and BTB active sites of Keap1 as well as IKK was done. The novelty of the present work is the development of new class of low toxic anti-inflammatory substances consisting of amino acid-linked betulonic acid - oxadiazole conjugates. These compounds can be considered as prospective chemopreventive agents.

KW - Amino acid

KW - Anti-inflammatory

KW - Keap1- IKK- docking

KW - Lupane conjugate

KW - Oxadiazole

KW - BETULONIC ACID

KW - Keap1-IKK- docking

KW - SMALL MOLECULES

KW - TRITERPENOIDS

KW - PREVENTION

KW - ANTITUMOR

KW - POTENT

KW - INHIBITION

KW - BETULINIC ACID

KW - BIOLOGICAL EVALUATION

KW - HYBRID

UR - http://www.scopus.com/inward/record.url?scp=85068956584&partnerID=8YFLogxK

U2 - 10.1016/j.steroids.2019.108443

DO - 10.1016/j.steroids.2019.108443

M3 - Article

C2 - 31295462

AN - SCOPUS:85068956584

VL - 150

JO - Steroids

JF - Steroids

SN - 0039-128X

M1 - 108443

ER -

ID: 20837501