C8c-C15 monoseco-analogues of the phenanthroquinolizidine alkaloids julandine and cryptopleurine exhibiting potent anti-angiogenic properties

Martin G. Banwell; Anna Bezos; Christopher Burns; Irma Kruszelnicki; Christopher R. Parish; Stephen Su; Magne O. Sydnes

doi:10.1016/j.bmcl.2005.09.032

C8c-C15 monoseco-analogues of the phenanthroquinolizidine alkaloids julandine and cryptopleurine exhibiting potent anti-angiogenic properties

Martin G. Banwell^*
, Anna Bezos
, Christopher Burns
, Irma Kruszelnicki
, Christopher R. Parish
, Stephen Su
, Magne O. Sydnes

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

56 Citations (Scopus)

Abstract

Four enantiomerically pure monoseco-analogues, 5, 7, 9, and 11, of the phenanthroquinolizidine alkaloid julandine (1) and four of congener cryptopleurine (2), viz. compounds 6, 8, 10, and 12, have been prepared and subjected to preliminary biological evaluation. These analogues show dramatically reduced cytotoxicity compared with the parent system 2 but they are, nevertheless, potent anti-angiogenic agents.

Original language	English
Pages (from-to)	181-185
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	16
Issue number	1
DOIs	https://doi.org/10.1016/j.bmcl.2005.09.032
Publication status	Published - 1 Jan 2006

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title = "C8c-C15 monoseco-analogues of the phenanthroquinolizidine alkaloids julandine and cryptopleurine exhibiting potent anti-angiogenic properties",

abstract = "Four enantiomerically pure monoseco-analogues, 5, 7, 9, and 11, of the phenanthroquinolizidine alkaloid julandine (1) and four of congener cryptopleurine (2), viz. compounds 6, 8, 10, and 12, have been prepared and subjected to preliminary biological evaluation. These analogues show dramatically reduced cytotoxicity compared with the parent system 2 but they are, nevertheless, potent anti-angiogenic agents.",

keywords = "Anti-angiogenic, Combretastatin A4, Phenanthroquinolizidine, cis-Stilbene",

author = "Banwell, \{Martin G.\} and Anna Bezos and Christopher Burns and Irma Kruszelnicki and Parish, \{Christopher R.\} and Stephen Su and Sydnes, \{Magne O.\}",

year = "2006",

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doi = "10.1016/j.bmcl.2005.09.032",

language = "English",

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journal = "Bioorganic and Medicinal Chemistry Letters",

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T1 - C8c-C15 monoseco-analogues of the phenanthroquinolizidine alkaloids julandine and cryptopleurine exhibiting potent anti-angiogenic properties

AU - Banwell, Martin G.

AU - Bezos, Anna

AU - Burns, Christopher

AU - Kruszelnicki, Irma

AU - Parish, Christopher R.

AU - Su, Stephen

AU - Sydnes, Magne O.

PY - 2006/1/1

Y1 - 2006/1/1

N2 - Four enantiomerically pure monoseco-analogues, 5, 7, 9, and 11, of the phenanthroquinolizidine alkaloid julandine (1) and four of congener cryptopleurine (2), viz. compounds 6, 8, 10, and 12, have been prepared and subjected to preliminary biological evaluation. These analogues show dramatically reduced cytotoxicity compared with the parent system 2 but they are, nevertheless, potent anti-angiogenic agents.

AB - Four enantiomerically pure monoseco-analogues, 5, 7, 9, and 11, of the phenanthroquinolizidine alkaloid julandine (1) and four of congener cryptopleurine (2), viz. compounds 6, 8, 10, and 12, have been prepared and subjected to preliminary biological evaluation. These analogues show dramatically reduced cytotoxicity compared with the parent system 2 but they are, nevertheless, potent anti-angiogenic agents.

KW - Anti-angiogenic

KW - Combretastatin A4

KW - Phenanthroquinolizidine

KW - cis-Stilbene

UR - https://www.scopus.com/pages/publications/27744523400

U2 - 10.1016/j.bmcl.2005.09.032

DO - 10.1016/j.bmcl.2005.09.032

M3 - Article

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VL - 16

SP - 181

EP - 185

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 1

ER -

C8c-C15 monoseco-analogues of the phenanthroquinolizidine alkaloids julandine and cryptopleurine exhibiting potent anti-angiogenic properties

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