Synthesis, hypolipidemic and antifungal activity of tetrahydroberberrubine sulfonates

Standard

Synthesis, hypolipidemic and antifungal activity of tetrahydroberberrubine sulfonates. / Nechepurenko, I. V.; Shirokova, E. D.; Khvostov, M. V. et al.

In: Russian Chemical Bulletin, Vol. 68, No. 5, 01.05.2019, p. 1052-1060.

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

BibTeX

@article{6720030895644a1098ec44ba132523fc,

title = "Synthesis, hypolipidemic and antifungal activity of tetrahydroberberrubine sulfonates",

abstract = "The paper describes the synthesis of new tetrahydroberberrubine derivatives containing polyfl uorophenyl- or alkylsulfonate groups at the O(9) position as well as those containing or not containing a bromine atom at the C(12) position. In a model of acute Triton-induced hyperlipidemia, tetrahydroberberrubine 9-O-(heptafluoro-4{\textquoteright}-toluene)sulfonate was shown to reduce the cholesterol level by 23.5%, which is comparable with the eff ect of Simvastatin. At a concentration of 32 μg mL−1, tetrahydroberberrubine 9-O-pentafluorobenzenesulfonate inhibits the growth of the fungus Cryptococcus neoformans by 81.3±3.5%.",

keywords = "activity, antifungal, berberine, berberrubine, cholesterol, Cryptococcus neoformans, cytotoxicity, hyperlipidemia, sulfonate, BERBERINE, ANTIMICROBIAL ACTIVITY",

author = "Nechepurenko, {I. V.} and Shirokova, {E. D.} and Khvostov, {M. V.} and Frolova, {T. S.} and Sinitsyna, {O. I.} and Maksimov, {A. M.} and Bredikhin, {R. A.} and Komarova, {N. I.} and Fadeev, {D. S.} and Luzina, {O. A.} and Tolstikova, {T. G.} and Salakhutdinova, {N. F.}",

year = "2019",

month = may,

day = "1",

doi = "10.1007/s11172-019-2519-y",

language = "English",

volume = "68",

pages = "1052--1060",

journal = "Russian Chemical Bulletin",

issn = "1066-5285",

publisher = "Springer Nature",

number = "5",

}

RIS

TY - JOUR

T1 - Synthesis, hypolipidemic and antifungal activity of tetrahydroberberrubine sulfonates

AU - Nechepurenko, I. V.

AU - Shirokova, E. D.

AU - Khvostov, M. V.

AU - Frolova, T. S.

AU - Sinitsyna, O. I.

AU - Maksimov, A. M.

AU - Bredikhin, R. A.

AU - Komarova, N. I.

AU - Fadeev, D. S.

AU - Luzina, O. A.

AU - Tolstikova, T. G.

AU - Salakhutdinova, N. F.

PY - 2019/5/1

Y1 - 2019/5/1

N2 - The paper describes the synthesis of new tetrahydroberberrubine derivatives containing polyfl uorophenyl- or alkylsulfonate groups at the O(9) position as well as those containing or not containing a bromine atom at the C(12) position. In a model of acute Triton-induced hyperlipidemia, tetrahydroberberrubine 9-O-(heptafluoro-4’-toluene)sulfonate was shown to reduce the cholesterol level by 23.5%, which is comparable with the eff ect of Simvastatin. At a concentration of 32 μg mL−1, tetrahydroberberrubine 9-O-pentafluorobenzenesulfonate inhibits the growth of the fungus Cryptococcus neoformans by 81.3±3.5%.

AB - The paper describes the synthesis of new tetrahydroberberrubine derivatives containing polyfl uorophenyl- or alkylsulfonate groups at the O(9) position as well as those containing or not containing a bromine atom at the C(12) position. In a model of acute Triton-induced hyperlipidemia, tetrahydroberberrubine 9-O-(heptafluoro-4’-toluene)sulfonate was shown to reduce the cholesterol level by 23.5%, which is comparable with the eff ect of Simvastatin. At a concentration of 32 μg mL−1, tetrahydroberberrubine 9-O-pentafluorobenzenesulfonate inhibits the growth of the fungus Cryptococcus neoformans by 81.3±3.5%.

KW - activity

KW - antifungal

KW - berberine

KW - berberrubine

KW - cholesterol

KW - Cryptococcus neoformans

KW - cytotoxicity

KW - hyperlipidemia

KW - sulfonate

KW - BERBERINE

KW - ANTIMICROBIAL ACTIVITY

UR - http://www.scopus.com/inward/record.url?scp=85067051044&partnerID=8YFLogxK

U2 - 10.1007/s11172-019-2519-y

DO - 10.1007/s11172-019-2519-y

M3 - Article

AN - SCOPUS:85067051044

VL - 68

SP - 1052

EP - 1060

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

SN - 1066-5285

IS - 5

ER -

ID: 20583679