Calofolic acids A-F, chromanones from the bark of Calophyllum scriblitifolium with vasorelaxation activity

Alfarius Eko Nugroho; Tadahiro Sasaki; Toshio Kaneda; A Hamid A Hadi; Hiroshi Morita

doi:10.1016/j.bmcl.2017.03.071

Calofolic acids A-F, chromanones from the bark of Calophyllum scriblitifolium with vasorelaxation activity

Bioorg Med Chem Lett. 2017 May 15;27(10):2124-2128. doi: 10.1016/j.bmcl.2017.03.071. Epub 2017 Mar 24.

Authors

Alfarius Eko Nugroho¹, Tadahiro Sasaki¹, Toshio Kaneda¹, A Hamid A Hadi², Hiroshi Morita³

Affiliations

¹ Hoshi University Faculty of Pharmaceutical Sciences, Hoshi University, Shinagawa, Tokyo 142-8501, Japan.
² Department of Chemistry, Faculty of Science, University Malaya, 50603 Kuala Lumpur, Malaysia.
³ Hoshi University Faculty of Pharmaceutical Sciences, Hoshi University, Shinagawa, Tokyo 142-8501, Japan. Electronic address: moritah@hoshi.ac.jp.

PMID: 28389148
DOI: 10.1016/j.bmcl.2017.03.071

Abstract

Vasorelaxation activity guided separation of the methanol extract of Calophyllum scriblitifolium bark led to the isolation of 6 chromanones (calofolic acids A-F, 1-6). Their structures were elucidated by 1D and 2D NMR spectroscopy, and their absolute configurations were investigated by a combination of CD spectroscopy and DFT calculation. All isolated chromanones showed dose-dependent vasorelaxation activity on isolated rat aorta.

Keywords: Calofolic acids; Calophyllum scriblitifolium; Chromanones; Vasorelaxation activity.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Aorta / drug effects
Calophyllum / chemistry*
Calophyllum / metabolism
Chromones / chemistry*
Chromones / isolation & purification
Chromones / pharmacology
Circular Dichroism
Magnetic Resonance Spectroscopy
Molecular Conformation
Plant Bark / chemistry
Plant Bark / metabolism
Plant Extracts / chemistry
Rats
Vasodilator Agents / chemistry*
Vasodilator Agents / isolation & purification
Vasodilator Agents / pharmacology

Substances

Chromones
Plant Extracts
Vasodilator Agents