КФУ. Карточка публикации. Design, synthesis, and cancer cell growth inhibitory activity of triphenylphosphonium derivatives of the triterpenoid betulin.

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DESIGN, SYNTHESIS, AND CANCER CELL GROWTH INHIBITORY ACTIVITY OF TRIPHENYLPHOSPHONIUM DERIVATIVES OF THE TRITERPENOID BETULIN.

Форма представления

Статьи в зарубежных журналах и сборниках

Год публикации

2017

Язык

английский

Авторы, сотрудники КФУ

Миронов Владимир Федорович, автор

Библиографическое описание на языке оригинала

O.V.Tsepaeva, A.V.Nemtarev, T.I.Abdullin, L.R.Grigor'eva, E.V.Kuznetsova, R.A.Akhmadishina, L.E.Ziganshina, H.H.Cong, V.F.Mironov. Design, synthesis, and cancer cell growth inhibitory activity of triphenylphosphonium derivatives of the triterpenoid betulin. // J. Nat. Prod. 2017. Vol. 80. No 8. P. 2232-2239. Doi 10.1021/acs.jnatprod.7b00105.

Аннотация

A series of new triphenylphosphonium (TPP) derivatives of the triterpenoid betulin (1, 3-lup-20(29)-ene-3β,28-diol) have been synthesized and evaluated for cytotoxic effects against human breast cancer (MCF-7), prostate adenocarcinoma (PC-3), vinblastine-resistant human breast cancer (MCF-7/Vinb), and human skin fibroblast (HSF) cells. The TPP moiety was applied as a carrier group through the acyl linker at the 28- or 3- and 28-positions of betulin to promote cellular and mitochondrial accumulation of the resultant compounds. A structure−activity relationship study has revealed the essential role of the TPP group in the biological properties of the betulin derivatives produced. The present results showed that a conjugate of betulin with TPP (3) enhanced antiproliferative activity toward vinblastine-resistant MCF-7 cells, with an IC50 value as low as 0.045 μM.

Ключевые слова

triphenylphosphonium, betulin, anticancer drug

Название журнала

J Nat Prod

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https://repository.kpfu.ru/?p_id=174851

Полная запись метаданных

Поле DC	Значение	Язык
dc.contributor.author	Миронов Владимир Федорович	ru_RU
dc.date.accessioned	2017-01-01T00:00:00Z	ru_RU
dc.date.available	2017-01-01T00:00:00Z	ru_RU
dc.date.issued	2017	ru_RU
dc.identifier.citation	O.V.Tsepaeva, A.V.Nemtarev, T.I.Abdullin, L.R.Grigor'eva, E.V.Kuznetsova, R.A.Akhmadishina, L.E.Ziganshina, H.H.Cong, V.F.Mironov. Design, synthesis, and cancer cell growth inhibitory activity of triphenylphosphonium derivatives of the triterpenoid betulin. // J. Nat. Prod. 2017. Vol. 80. No 8. P. 2232-2239. Doi 10.1021/acs.jnatprod.7b00105.	ru_RU
dc.identifier.uri	https://repository.kpfu.ru/?p_id=174851	ru_RU
dc.description.abstract	J Nat Prod	ru_RU
dc.description.abstract	A series of new triphenylphosphonium (TPP) derivatives of the triterpenoid betulin (1, 3-lup-20(29)-ene-3β,28-diol) have been synthesized and evaluated for cytotoxic effects against human breast cancer (MCF-7), prostate adenocarcinoma (PC-3), vinblastine-resistant human breast cancer (MCF-7/Vinb), and human skin fibroblast (HSF) cells. The TPP moiety was applied as a carrier group through the acyl linker at the 28- or 3- and 28-positions of betulin to promote cellular and mitochondrial accumulation of the resultant compounds. A structure−activity relationship study has revealed the essential role of the TPP group in the biological properties of the betulin derivatives produced. The present results showed that a conjugate of betulin with TPP (3) enhanced antiproliferative activity toward vinblastine-resistant MCF-7 cells, with an IC50 value as low as 0.045 μM.	ru_RU
dc.language.iso	ru	ru_RU
dc.subject	triphenylphosphonium	ru_RU
dc.subject	betulin	ru_RU
dc.subject	anticancer drug	ru_RU
dc.title	Design, synthesis, and cancer cell growth inhibitory activity of triphenylphosphonium derivatives of the triterpenoid betulin.	ru_RU
dc.type	Статьи в зарубежных журналах и сборниках	ru_RU