Triphenylphosphonium Cations of the Diterpenoid Isosteviol: Synthesis and Antimitotic Activity in a Sea Urchin Embryo Model
Irina Yu. Strobykina
1
,
M G Belenok
1
,
Marina Semenova
2, 3
,
Victor Semenov
4
,
Vasiliy M Babaev
1
,
Vladimir E. Kataev
1
1
3
Chemical Block Ltd., 3 Kyriacou Matsi, 3723 Limassol, Cyprus
|
Тип публикации: Journal Article
Дата публикации: 2015-06-04
scimago Q1
wos Q1
БС1
SJR: 0.629
CiteScore: 6.5
Impact factor: 3.6
ISSN: 01633864, 15206025
PubMed ID:
26042548
Organic Chemistry
Drug Discovery
Pharmacology
Pharmaceutical Science
Molecular Medicine
Complementary and alternative medicine
Analytical Chemistry
Краткое описание
A series of novel triphenylphosphonium (TPP) cations of the diterpenoid isosteviol (1, 16-oxo-ent-beyeran-19-oic acid) have been synthesized and evaluated in an in vivo phenotypic sea urchin embryo assay for antimitotic activity. The TPP moiety was applied as a carrier to provide selective accumulation of a connected compound into mitochondria. When applied to fertilized eggs, the targeted isosteviol TPP conjugates induced mitotic arrest with the formation of aberrant multipolar mitotic spindles, whereas both isosteviol and the methyltriphenylphosphonium cation were inactive. The structure-activity relationship study revealed the essential role of the TPP group for the realization of the isosteviol effect, while the chemical structure and the length of the linker only slightly influenced the antimitotic potency. The results obtained using the sea urchin embryo model suggested that TPP conjugates of isosteviol induced mitotic spindle defects and mitotic arrest presumably by affecting mitochondrial DNA. Since targeting mitochondria is considered as an encouraging strategy for cancer therapy, TPP-isosteviol conjugates may represent promising candidates for further design as anticancer agents.
Найдено
Ничего не найдено, попробуйте изменить настройки фильтра.
Найдено
Ничего не найдено, попробуйте изменить настройки фильтра.
Топ-30
Журналы
|
1
2
3
4
5
6
7
8
|
|
|
Russian Journal of General Chemistry
8 публикаций, 14.55%
|
|
|
Chemistry of Natural Compounds
4 публикации, 7.27%
|
|
|
Medicinal Chemistry Research
3 публикации, 5.45%
|
|
|
Russian Chemical Bulletin
2 публикации, 3.64%
|
|
|
International Journal of Molecular Sciences
2 публикации, 3.64%
|
|
|
Bioorganic and Medicinal Chemistry
2 публикации, 3.64%
|
|
|
MedChemComm
2 публикации, 3.64%
|
|
|
Russian Journal of Bioorganic Chemistry
2 публикации, 3.64%
|
|
|
Russian Journal of Organic Chemistry
2 публикации, 3.64%
|
|
|
Reference Series in Phytochemistry
2 публикации, 3.64%
|
|
|
Mendeleev Communications
1 публикация, 1.82%
|
|
|
Tetrahedron
1 публикация, 1.82%
|
|
|
Chemistry and Biodiversity
1 публикация, 1.82%
|
|
|
Future Medicinal Chemistry
1 публикация, 1.82%
|
|
|
Molecules
1 публикация, 1.82%
|
|
|
Frontiers in Pharmacology
1 публикация, 1.82%
|
|
|
Biomedicines
1 публикация, 1.82%
|
|
|
Journal of Nanobiotechnology
1 публикация, 1.82%
|
|
|
Bioprocess and Biosystems Engineering
1 публикация, 1.82%
|
|
|
Journal of Molecular Structure
1 публикация, 1.82%
|
|
|
Journal of Experimental Marine Biology and Ecology
1 публикация, 1.82%
|
|
|
Comparative Biochemistry and Physiology Part - C: Toxicology and Pharmacology
1 публикация, 1.82%
|
|
|
European Journal of Medicinal Chemistry
1 публикация, 1.82%
|
|
|
Medicinal Research Reviews
1 публикация, 1.82%
|
|
|
Journal of the American Chemical Society
1 публикация, 1.82%
|
|
|
Chemical Reviews
1 публикация, 1.82%
|
|
|
Journal of Natural Products
1 публикация, 1.82%
|
|
|
ACS Omega
1 публикация, 1.82%
|
|
|
Natural Product Reports
1 публикация, 1.82%
|
|
|
Organic and Biomolecular Chemistry
1 публикация, 1.82%
|
|
|
1
2
3
4
5
6
7
8
|
Издатели
|
2
4
6
8
10
12
14
|
|
|
Pleiades Publishing
13 публикаций, 23.64%
|
|
|
Springer Nature
13 публикаций, 23.64%
|
|
|
Elsevier
9 публикаций, 16.36%
|
|
|
Royal Society of Chemistry (RSC)
6 публикаций, 10.91%
|
|
|
MDPI
5 публикаций, 9.09%
|
|
|
American Chemical Society (ACS)
4 публикации, 7.27%
|
|
|
Wiley
2 публикации, 3.64%
|
|
|
OOO Zhurnal "Mendeleevskie Soobshcheniya"
1 публикация, 1.82%
|
|
|
Taylor & Francis
1 публикация, 1.82%
|
|
|
Frontiers Media S.A.
1 публикация, 1.82%
|
|
|
2
4
6
8
10
12
14
|
- Мы не учитываем публикации, у которых нет DOI.
- Статистика публикаций обновляется еженедельно.
Вы ученый?
Создайте профиль, чтобы получать персональные рекомендации коллег, конференций и новых статей.
Метрики
55
Всего цитирований:
55
Цитирований c 2024:
5
(9%)
Цитировать
ГОСТ |
RIS |
BibTex |
MLA
Цитировать
ГОСТ
Скопировать
Strobykina I. Y. et al. Triphenylphosphonium Cations of the Diterpenoid Isosteviol: Synthesis and Antimitotic Activity in a Sea Urchin Embryo Model // Journal of Natural Products. 2015. Vol. 78. No. 6. pp. 1300-1308.
ГОСТ со всеми авторами (до 50)
Скопировать
Strobykina I. Y., Belenok M. G., Semenova M., Semenov V., Babaev V. M., Rizvanov I. Kh., Mironov V. L., Kataev V. E. Triphenylphosphonium Cations of the Diterpenoid Isosteviol: Synthesis and Antimitotic Activity in a Sea Urchin Embryo Model // Journal of Natural Products. 2015. Vol. 78. No. 6. pp. 1300-1308.
Цитировать
RIS
Скопировать
TY - JOUR
DO - 10.1021/acs.jnatprod.5b00124
UR - https://doi.org/10.1021/acs.jnatprod.5b00124
TI - Triphenylphosphonium Cations of the Diterpenoid Isosteviol: Synthesis and Antimitotic Activity in a Sea Urchin Embryo Model
T2 - Journal of Natural Products
AU - Strobykina, Irina Yu.
AU - Belenok, M G
AU - Semenova, Marina
AU - Semenov, Victor
AU - Babaev, Vasiliy M
AU - Rizvanov, Ildar Kh
AU - Mironov, Valery L.
AU - Kataev, Vladimir E.
PY - 2015
DA - 2015/06/04
PB - American Chemical Society (ACS)
SP - 1300-1308
IS - 6
VL - 78
PMID - 26042548
SN - 0163-3864
SN - 1520-6025
ER -
Цитировать
BibTex (до 50 авторов)
Скопировать
@article{2015_Strobykina,
author = {Irina Yu. Strobykina and M G Belenok and Marina Semenova and Victor Semenov and Vasiliy M Babaev and Ildar Kh Rizvanov and Valery L. Mironov and Vladimir E. Kataev},
title = {Triphenylphosphonium Cations of the Diterpenoid Isosteviol: Synthesis and Antimitotic Activity in a Sea Urchin Embryo Model},
journal = {Journal of Natural Products},
year = {2015},
volume = {78},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acs.jnatprod.5b00124},
number = {6},
pages = {1300--1308},
doi = {10.1021/acs.jnatprod.5b00124}
}
Цитировать
MLA
Скопировать
Strobykina, Irina Yu., et al. “Triphenylphosphonium Cations of the Diterpenoid Isosteviol: Synthesis and Antimitotic Activity in a Sea Urchin Embryo Model.” Journal of Natural Products, vol. 78, no. 6, Jun. 2015, pp. 1300-1308. https://doi.org/10.1021/acs.jnatprod.5b00124.
Профили