Bioorganic and Medicinal Chemistry, volume 23, issue 7, pages 1472-1480

The short way to chiral compounds with hexahydrofluoreno[9,1-bc]furan framework: synthesis and cytotoxic activity.

Svetlana Yu Kurbakova ¹

Irina V Ilina ^{2, 3}

Oksana S Mikhalchenko ¹

Mikhail A Pokrovsky ⁴

Dina V. Korchagina ¹

Konstantin P. Volcho ^{2, 3}

Andrey Pokrovsky ⁴

Nariman F. Salakhutdinov ^{2, 3}

Hide authors affiliations Show authors affiliations: 4 affiliations

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Lavrentjev Avenue 9, 630090 Novosibirsk, Russian Federation |

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Lavrentjev Avenue, 9, 630090 Novosibirsk, Russian Federation |

Novosibirsk State University, Pirogova St. 2, 630090 Novosibirsk, Russian Federation |

⁴

Novosibirsk State University, Pirogova St. 2, 630090 Novosibirsk, Russian Federation. |

Publication type: Journal Article

Publication date: 2015-04-01

Elsevier

Journal: Bioorganic and Medicinal Chemistry

Quartile SCImago

Quartile WOS

Impact factor: 3.5

ISSN: 09680896, 14643391

DOI: 10.1016/j.bmc.2015.02.013

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Organic Chemistry

Drug Discovery

Biochemistry

Molecular Biology

Pharmaceutical Science

Clinical Biochemistry

Molecular Medicine

Abstract

A simple and efficient method for synthesizing chiral heterocyclic compounds with the hexahydrofluoreno[9,1-bc]furan framework via interaction between trans-4-hydroxymethyl-2-carene and aromatic aldehydes containing methoxy and hydroxyl moieties in the presence of montmorillonite clay was found. One of the synthesized compounds exhibited a high cytotoxic activity against lymphoblastoid cell line MT-4 (CTD50 0.9μM), which was higher than that of the comparative drug Doxorubicin. Death of cancer cells in this case substantially occurs via induction of apoptosis.

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GOST |

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GOST Copy

Kurbakova S. Yu. et al. The short way to chiral compounds with hexahydrofluoreno[9,1-bc]furan framework: synthesis and cytotoxic activity. // Bioorganic and Medicinal Chemistry. 2015. Vol. 23. No. 7. pp. 1472-1480.

GOST all authors (up to 50) Copy

Kurbakova S. Yu., Ilina I. V., Mikhalchenko O. S., Pokrovsky M. A., Korchagina D. V., Volcho K. P., Pokrovsky A., Salakhutdinov N. F. The short way to chiral compounds with hexahydrofluoreno[9,1-bc]furan framework: synthesis and cytotoxic activity. // Bioorganic and Medicinal Chemistry. 2015. Vol. 23. No. 7. pp. 1472-1480.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1016/j.bmc.2015.02.013

UR - https://doi.org/10.1016/j.bmc.2015.02.013

TI - The short way to chiral compounds with hexahydrofluoreno[9,1-bc]furan framework: synthesis and cytotoxic activity.

T2 - Bioorganic and Medicinal Chemistry

AU - Kurbakova, Svetlana Yu

AU - Ilina, Irina V

AU - Mikhalchenko, Oksana S

AU - Pokrovsky, Mikhail A

AU - Korchagina, Dina V.

AU - Volcho, Konstantin P.

AU - Pokrovsky, Andrey

AU - Salakhutdinov, Nariman F.

PY - 2015

DA - 2015/04/01 00:00:00

PB - Elsevier

SP - 1472-1480

IS - 7

VL - 23

SN - 0968-0896

SN - 1464-3391

ER -

BibTex |

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BibTex Copy

@article{2015_Kurbakova,

author = {Svetlana Yu Kurbakova and Irina V Ilina and Oksana S Mikhalchenko and Mikhail A Pokrovsky and Dina V. Korchagina and Konstantin P. Volcho and Andrey Pokrovsky and Nariman F. Salakhutdinov},

title = {The short way to chiral compounds with hexahydrofluoreno[9,1-bc]furan framework: synthesis and cytotoxic activity.},

journal = {Bioorganic and Medicinal Chemistry},

year = {2015},

volume = {23},

publisher = {Elsevier},

month = {apr},

url = {https://doi.org/10.1016/j.bmc.2015.02.013},

number = {7},

pages = {1472--1480},

doi = {10.1016/j.bmc.2015.02.013}

}

MLA

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MLA Copy

Kurbakova, Svetlana Yu., et al. “The short way to chiral compounds with hexahydrofluoreno[9,1-bc]furan framework: synthesis and cytotoxic activity..” Bioorganic and Medicinal Chemistry, vol. 23, no. 7, Apr. 2015, pp. 1472-1480. https://doi.org/10.1016/j.bmc.2015.02.013.

Found error?

Publisher

Elsevier

Journal

Bioorganic and Medicinal Chemistry

Quartile SCImago

Quartile WOS

Impact factor

3.5

ISSN

09680896 (Print)
14643391 (Electronic)