(±)-Meliviticines A and B: Rearranged prenylated acetophenone derivatives from Melicope viticina and their antimicrobial activity.

08:00 EDT 3rd July 2019 | BioPortfolio

Summary of "(±)-Meliviticines A and B: Rearranged prenylated acetophenone derivatives from Melicope viticina and their antimicrobial activity."

Two new prenylated acetophenone derivatives racemates, meliviticines A (1) and B (2) with unprecedented rearranged skeletons, were isolated from Melicope viticina. Subsequent chiral resolution led to the separation of two pairs of enantiomers, (±)-meliviticines A (1a/1b) and (±)-meliviticines B (2a/2b). Their structures including absolute configurations were elucidated by extensive spectroscopic data, electronic circular dichroism analysis, and X-ray crystallography. A plausible biosynthetic pathway of 1 and 2, involving ring cleavage and rearrangement of the prenylated acetophenone backbone was proposed. All the isolates showed moderate antimicrobial activities with MIC values of 25-50 μg/mL against several bacterial and fungal strains.


Journal Details

This article was published in the following journal.

Name: Bioorganic chemistry
ISSN: 1090-2120
Pages: 103099


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Medical and Biotech [MESH] Definitions

Derivatives of the simplest aromatic ketone acetophenone (of general formula C6H5C(O)CH3).

A plant genus of the family PIPERACEAE. Members contain prenylated quinones.

A plant genus of the family ASTERACEAE. Members contain TERPENES and achyrofuran, a prenylated dibenzofuran (BENZOFURANS).

A plant family in the order Sapindales that grows in warmer regions and has conspicuous flowers. Fagara species have been reclassified, most to ZANTHOXYLUM, some to Melicope or GLEDITSIA. The common name of stinkwood used for Zieria is also used for OCOTEA.

A plant genus of the family RUTACEAE. Most plants that are called Fagara are actually Zanthoxylum. Some members of Zanthoxylum are reclassified from ELEUTHEROCOCCUS, Melicope, and EVODIA. The twigs are used as dental brushing sticks (TOOTHBRUSHING).

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