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Anti-Inflammatory Chemical Profiling of the Australian Rainforest Tree Alphitonia petriei (Rhamnaceae).


ABSTRACT: Chronic inflammation is an important pathological condition in many human diseases, and due to the side effects of the currently used non-steroidal anti-inflammatory drugs, discovery of novel anti-inflammatory drugs is of general interest. Anti-inflammatory activity guided compound isolation from the plant Alphitonia petriei led to the isolation of the known plant sterols emmolic acid (1), alphitolic acid (2), trans- and cis-coumaroyl esters of alphitolic acid (3 and 4) and betulinic acid (5). A detailed spectroscopic analysis led to the structure elucidation of the alphitolic acid derivatives (1-5), and the semi-synthetic emmolic acid acetate (6). When tested in LPS (Lipopolysaccharides) + IFN-? (Interferon gamma) activated RAW 264.7 macrophages, all compounds except (1) exhibited potent anti-inflammatory activity (IC50 values as low as 1.7 ?M) in terms of downregulation of NO and TNF-? production, but also demonstrated some considerable cytotoxicity.

SUBMITTER: Raju R 

PROVIDER: S-EPMC6273140 | biostudies-other | 2016 Nov

REPOSITORIES: biostudies-other

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Anti-Inflammatory Chemical Profiling of the Australian Rainforest Tree Alphitonia petriei (Rhamnaceae).

Raju Ritesh R   Gunawardena Dhanushka D   Ahktar Most Afia MA   Low Mitchell M   Reddell Paul P   Münch Gerald G  

Molecules (Basel, Switzerland) 20161111 11


Chronic inflammation is an important pathological condition in many human diseases, and due to the side effects of the currently used non-steroidal anti-inflammatory drugs, discovery of novel anti-inflammatory drugs is of general interest. Anti-inflammatory activity guided compound isolation from the plant <i>Alphitonia petriei</i> led to the isolation of the known plant sterols emmolic acid (<b>1</b>), alphitolic acid (<b>2</b>), <i>trans-</i> and <i>cis</i>-coumaroyl esters of alphitolic acid  ...[more]

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