The isolation, structure and fragmentation characteristics of natural truxillic and truxinic acid derivatives in Abrus mollis leaves.

Abstract:

:Five undescribed compounds were separated from Abrus mollis leaves, including two truxillate forms (abrusamide D, H) and three truxinate forms (abrusamide E, F, G). The absolute configuration of abrusamide D was determined by X-ray crystallography. Abrusamide A was reassessed and corrected to be β-truxinate configuration rather than α-form. LC-MS/MS and CD spectroscopy were applied to determine and analyze ten compounds, including four truxillate forms (abrusamide B ~ D and H), four truxinate forms (abrusamide E ~ G and A), and two precursors [(E)-N-(4-hydroxycinnamoyl) tyrosine, (Z)-N-(4-hydroxycinnamoyl) tyrosine]. It showed that the fragmentation pattern of truxillate was symmetric, while that of truxinate was asymmetric and irregular. The CD Cotton effect was related to cyclobutane configuration. These findings provided strong evidence for the cyclobutane dimers to discriminate their configuration. In addition, the bioactivity assay showed that the compounds had low toxicity and anti-inflammatory effect.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Yuan X,Liu Y,Zhao H,Men L,He C,Qiu Y,Yu Q,Li K,Qi L,Chen D

doi

10.1016/j.phytochem.2020.112572

subject

Has Abstract

pub_date

2021-01-01 00:00:00

pages

112572

eissn

0031-9422

issn

1873-3700

pii

S0031-9422(20)31187-0

journal_volume

181

pub_type

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