The Australian National University

Martin Gerhardt Banwell

Bernard Luke Flynn

Christopher Richard Parish

Craig Geoffrey Freeman

Ligong Liu

A method for the preparation of a compound of general Formula: or pharmaceutically acceptable derivatives and salts, racemates, isomers and/or tautomers thereof comprising cyclizing an azomethine ylide of general Formula: wherein,

Preparation of fused polycyclic alkaloids by ring closure of azomethine ylides, novel compounds thereof and their use as chemotherapeutic agents

The invention relates to compounds of the following formula (I). In these compounds, R, R, Rand Rare each independently a substituted or unsubstituted cyclitol with a ring comprising six carbon atoms, or hydrogen, substituted or unsubstituted alkyl, cycloalkyl, aryl, acyl, alkyloxycarbonyl, or alkylaminocarbonyl. At least two of R, R, Rand Rcomprise the substituted or unsubstituted cyclitol. The linker can be any one of the following: &#x2014;(CH)&#x2014;, &#x2014;(CH)&#x2014;CH&#x2014;(CH)&#x2014;, &#x2014;(CH)&#x2014;NR&#x2014;(CH)&#x2014;, and &#x2014;(CH)&#x2014;HCR&#x2014;(CH)&#x2014;; wherein: w, x, y and z are independently an integer having a value of 0&#x2013;10; Ris a substituted or unsubstituted cyclitol with a ring comprising six carbon atoms; and, Ris &#x2014;OH, &#x2014;OSONa, &#x2014;OSONa substituted with alkyl, cycloalkyl or aryl, or substituted or unsubstituted alkyl, cycloalkyl or aryl. The compounds can also include substituted or unsubstituted cyclitol carbamides with the linker bond at the carbamide nitrogen. In other embodiments, the invention provides pharmaceutical compositions which include the compounds, and use of the compounds in the prevention or treatment in a mammalian subject of a disorder resulting from angiogenesis, metastasis, inflammation and/or coagulation/thrombosis 

Linked cyclitols and their polysulfated derivatives

A method for the preparation of a compound of general Formula: or pharmaceutically acceptable derivatives and salts, racemates, isomers and/or tautomers thereof comprising cyclizing an azomethine ylide of general Formula: wherein, A is a cyclic or non-cyclic group; Z is a carbon or a heteroatom; n is selected from 0, 1, 2 or 3; W, X and Y may be the same or different and each are selected from hydrogen; optionally substituted alkyl, alkenyl, alkynyl, amino, alkoxy, alkenoxy, alkynoxy, aryl, alkylthio, heterocyclyl; carboxy, carboxy ester, carboxamido, acyl, acyloxy, mercapto, halogen, nitro, sulfate, phosphate, cyano and optionally protected hydroxy; or W and X, together with the nitrogen and carbon atoms to which they are attached, form a saturated or unsaturated nitrogen containing heterocyclic group which may be optionally substituted or optionally fused to a saturated or unsaturated carbocyclic group, aryl group or heterocyclic group is provided.

The present invention relates to methods for preparing a variety of Lamellarin compounds and analogues via a synthetic intermediate, which methods involved the step of performing an intramolecular cyclization of a compound of Formula (I) to produce compounds of Formula(II), wherein the variables are given in the specification.

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Aranda, Australia

Martin Gerhardt Banwell