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Exploring bulky natural and natural-like periphery in the design of p-(benzyloxy)phenylpropionic acid agonists of free fatty acid receptor 1 (GPR40). / Kuranov, Sergey O.; Luzina, Olga A.; Onopchenko, Oleksandra; Pishel, Iryna; Zozulya, Sergey; Gureev, Maxim; Salakhutdinov, Nariman F.; Krasavin, Mikhail.

In: Bioorganic Chemistry, Vol. 99, 103830, 06.2020.

Research output: Contribution to journalArticlepeer-review

Harvard

Kuranov, SO, Luzina, OA, Onopchenko, O, Pishel, I, Zozulya, S, Gureev, M, Salakhutdinov, NF & Krasavin, M 2020, 'Exploring bulky natural and natural-like periphery in the design of p-(benzyloxy)phenylpropionic acid agonists of free fatty acid receptor 1 (GPR40)', Bioorganic Chemistry, vol. 99, 103830. https://doi.org/10.1016/j.bioorg.2020.103830

APA

Kuranov, S. O., Luzina, O. A., Onopchenko, O., Pishel, I., Zozulya, S., Gureev, M., Salakhutdinov, N. F., & Krasavin, M. (2020). Exploring bulky natural and natural-like periphery in the design of p-(benzyloxy)phenylpropionic acid agonists of free fatty acid receptor 1 (GPR40). Bioorganic Chemistry, 99, [103830]. https://doi.org/10.1016/j.bioorg.2020.103830

Vancouver

Author

Kuranov, Sergey O. ; Luzina, Olga A. ; Onopchenko, Oleksandra ; Pishel, Iryna ; Zozulya, Sergey ; Gureev, Maxim ; Salakhutdinov, Nariman F. ; Krasavin, Mikhail. / Exploring bulky natural and natural-like periphery in the design of p-(benzyloxy)phenylpropionic acid agonists of free fatty acid receptor 1 (GPR40). In: Bioorganic Chemistry. 2020 ; Vol. 99.

BibTeX

@article{b8e8a8d853f441d4ab2f0bfc2282704a,
title = "Exploring bulky natural and natural-like periphery in the design of p-(benzyloxy)phenylpropionic acid agonists of free fatty acid receptor 1 (GPR40)",
abstract = "Six derivatives of 3-phenylpropionic acid bearing various natural and natural-like, spatially defined peripheral motifs have been synthesized and evaluated in vitro for free fatty acid receptor 1 (FFA1) activation. Two frontrunner compounds (bearing a bornyl and cytosine groups) were evaluated in an oral glucose tolerance test in mice where both demonstrated the ability to sustain blood glucose levels following a glucose challenge. The bornyl compound displayed a somewhat superior, dose-dependent efficacy and, therefore, can be regarded as a lead compounds for further development as a therapeutic agent for type 2 diabetes mellitus. Its high affinity to FFA1 was rationalized by docking experiments.",
keywords = "Free fatty acid receptor 1, Glucose tolerance, Natural products, Natural-likeness, Three-dimensional structure, Type 2 diabetes mellitus",
author = "Kuranov, {Sergey O.} and Luzina, {Olga A.} and Oleksandra Onopchenko and Iryna Pishel and Sergey Zozulya and Maxim Gureev and Salakhutdinov, {Nariman F.} and Mikhail Krasavin",
year = "2020",
month = jun,
doi = "10.1016/j.bioorg.2020.103830",
language = "English",
volume = "99",
journal = "Bioorganic Chemistry",
issn = "0045-2068",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Exploring bulky natural and natural-like periphery in the design of p-(benzyloxy)phenylpropionic acid agonists of free fatty acid receptor 1 (GPR40)

AU - Kuranov, Sergey O.

AU - Luzina, Olga A.

AU - Onopchenko, Oleksandra

AU - Pishel, Iryna

AU - Zozulya, Sergey

AU - Gureev, Maxim

AU - Salakhutdinov, Nariman F.

AU - Krasavin, Mikhail

PY - 2020/6

Y1 - 2020/6

N2 - Six derivatives of 3-phenylpropionic acid bearing various natural and natural-like, spatially defined peripheral motifs have been synthesized and evaluated in vitro for free fatty acid receptor 1 (FFA1) activation. Two frontrunner compounds (bearing a bornyl and cytosine groups) were evaluated in an oral glucose tolerance test in mice where both demonstrated the ability to sustain blood glucose levels following a glucose challenge. The bornyl compound displayed a somewhat superior, dose-dependent efficacy and, therefore, can be regarded as a lead compounds for further development as a therapeutic agent for type 2 diabetes mellitus. Its high affinity to FFA1 was rationalized by docking experiments.

AB - Six derivatives of 3-phenylpropionic acid bearing various natural and natural-like, spatially defined peripheral motifs have been synthesized and evaluated in vitro for free fatty acid receptor 1 (FFA1) activation. Two frontrunner compounds (bearing a bornyl and cytosine groups) were evaluated in an oral glucose tolerance test in mice where both demonstrated the ability to sustain blood glucose levels following a glucose challenge. The bornyl compound displayed a somewhat superior, dose-dependent efficacy and, therefore, can be regarded as a lead compounds for further development as a therapeutic agent for type 2 diabetes mellitus. Its high affinity to FFA1 was rationalized by docking experiments.

KW - Free fatty acid receptor 1

KW - Glucose tolerance

KW - Natural products

KW - Natural-likeness

KW - Three-dimensional structure

KW - Type 2 diabetes mellitus

UR - http://www.scopus.com/inward/record.url?scp=85083018442&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/a50409d2-5495-346b-9ef7-55a8dd366b4c/

U2 - 10.1016/j.bioorg.2020.103830

DO - 10.1016/j.bioorg.2020.103830

M3 - Article

AN - SCOPUS:85083018442

VL - 99

JO - Bioorganic Chemistry

JF - Bioorganic Chemistry

SN - 0045-2068

M1 - 103830

ER -

ID: 52865527