Comparative in vivo evaluation of polyalkoxy substituted 4H-chromenes and oxa-podophyllotoxins as microtubule destabilizing agents in the phenotypic sea urchin embryo assay

Comparative in vivo evaluation of polyalkoxy substituted 4H-chromenes and oxa-podophyllotoxins as microtubule destabilizing agents in the phenotypic sea urchin embryo assay Full article

Journal

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

Output data

Year: 2014, Volume: 24, Number: 16, Pages: 3914-3918 Pages count : 5 DOI: 10.1016/j.bmcl.2014.06.043

Authors

Semenova Marina N. ^1,2 , Tsyganov Dmitry V. ³ , Malyshev Oleg R. ³ , Ershov Oleg V. ⁴ , Bardasov Ivan N. ⁴ , Semenov Roman V. ³ , Kiselyov Alex S. ⁵ , Semenov Victor V. ^1,3

Affiliations

1	Chemical Block Ltd, 3 Kyriacou Matsi, 3723 Limassol, Cyprus
2	Institute of Developmental Biology, RAS, Vavilov Street, 26, 119334 Moscow, Russia
3	N. D. Zelinsky Institute of Organic Chemistry, RAS, Leninsky Prospect, 47, 119991 Moscow, Russia
4	I. N. Ulyanov Chuvash State University, Moskovskiy pr., 15, 428015 Cheboksary, Russia
5	Department of Biological and Medicinal Chemistry, Moscow Institute of Physics and Technology, Institutsky Per. 9, Dolgoprudny, Moscow Region 141700, Russia

A series of polyalkoxy substituted 7-hydroxy- and 7-methoxy-4-aryl-4H-chromenes were evaluated using the sea urchin embryo model to yield several compounds exhibiting potent antimitotic microtubule destabilizing activity. Data obtained by the assay were further confirmed in the NCI60 human cancer cell screen. The replacement of methylenedioxy ring A and lactone ring D in podophyllotoxin analogues by 7-methoxy, 2-NH2, and 3-CN groups in 4-aryl-4H-chromenes resulted in potent antimitotic microtubule destabilizing agents. Feasible synthesis and high yields render 7-methoxy-4H-chromenes to be a promising series for further anticancer drug development.

Semenova M.N. , Tsyganov D.V. , Malyshev O.R. , Ershov O.V. , Bardasov I.N. , Semenov R.V. , Kiselyov A.S. , Semenov V.V.
Comparative in vivo evaluation of polyalkoxy substituted 4H-chromenes and oxa-podophyllotoxins as microtubule destabilizing agents in the phenotypic sea urchin embryo assay
Bioorganic & Medicinal Chemistry Letters. 2014. V.24. N16. P.3914-3918. DOI: 10.1016/j.bmcl.2014.06.043 WOS Scopus OpenAlex

Web of science:	WOS:000340565900046
Scopus:	2-s2.0-84905907269
OpenAlex:	W2012011324

DB	Citing
OpenAlex	19
Scopus	22
Web of science	23