Application of plant allylpolyalkoxybenzenes in synthesis of antimitotic phenstatin analogues

Application of plant allylpolyalkoxybenzenes in synthesis of antimitotic phenstatin analogues Full article

Journal

Bioorganic & Medicinal Chemistry Letters
ISSN: 1464-3405 , E-ISSN: 0960-894X

Output data

Year: 2011, Volume: 21, Number: 6, Pages: 1578-1581 Pages count : 4 DOI: 10.1016/j.bmcl.2011.01.124

Authors

Titov Ilia Y. ¹ , Sagamanova Irina K. ¹ , Gritsenko Roman T. ¹ , Karmanova Irina B. ¹ , Atamanenko Olga P. ¹ , Semenova Marina N. ^2,3 , Semenov Victor V. ^3,1

Affiliations

1	Zelinsky Institute of Organic Chemistry RAS, 47 Leninsky Prospect, 119991 Moscow, Russia
2	Chemical Block Ltd, 3 Kyriacou Matsi, 3723 Limassol, Cyprus
3	Institute of Developmental Biology RAS, 26 Vavilov Str., 119334 Moscow, Russia

Phenstatin and its derivatives with the modified ring A have been synthesized, using plant allylpolyalkoxybenzenes as a starting material. The targeted molecules were evaluated in a phenotypic sea urchin embryo assay for antiproliferative activity. It was found that phenstatin ring A modifications yielded antimitotic compounds. The most effective myristicin derivative 7d (combretastatin A-2 analogue) was determined to be ca. 10 times more potent than phenstatin, displaying antimitotic tubulin-destabilizing activity at the same concentration range as combretastatins. In contrast to combretastatins, 7d featured the steric stability with potential for further design as anticancer agent.

Titov I.Y. , Sagamanova I.K. , Gritsenko R.T. , Karmanova I.B. , Atamanenko O.P. , Semenova M.N. , Semenov V.V.
Application of plant allylpolyalkoxybenzenes in synthesis of antimitotic phenstatin analogues
Bioorganic & Medicinal Chemistry Letters. 2011. V.21. N6. P.1578-1581. DOI: 10.1016/j.bmcl.2011.01.124 WOS Scopus OpenAlex

Web of science:	WOS:000288012800001
Scopus:	2-s2.0-79952362850
OpenAlex:	W2031268606

DB	Citing
OpenAlex	14
Scopus	16
Web of science	15