Center for Drug Research and Development, Class III Laboratory of Modern Chinese Medicine Preparation, State Administration of Traditional Chinese Medicine of the P.R.C, Key Laboratory of Modern Chinese Medicine of Education Department of Guangdong Province, Guangdong Pharmaceutical University, Guangzhou, 510006, People's Republic of China.
Center for Drug Research and Development, Class III Laboratory of Modern Chinese Medicine Preparation, State Administration of Traditional Chinese Medicine of the P.R.C, Key Laboratory of Modern Chinese Medicine of Education Department of Guangdong Province, Guangdong Pharmaceutical University, Guangzhou, 510006, People's Republic of China.
Phytochemistry. 2021 Jan;181:112572. doi: 10.1016/j.phytochem.2020.112572. Epub 2020 Nov 6.
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.
从鸡骨草叶片中分离得到 5 个未见文献报道的化合物,包括 2 个新的獐牙菜苦苷形式(abrusamide D、H)和 3 个獐牙菜苦苷形式(abrusamide E、F、G)。通过 X 射线单晶衍射确定了 abrusamide D 的绝对构型。对 abrusamide A 进行了重新评估,确定其构型为β-獐牙菜苦苷,而不是 α 型。采用 LC-MS/MS 和 CD 光谱法测定并分析了 10 个化合物,包括 4 个獐牙菜苦苷形式(abrusamide BD 和 H)、4 个獐牙菜苦苷形式(abrusamide EG 和 A)和 2 个前体[(E)-N-(4-羟基肉桂酰基)酪氨酸,(Z)-N-(4-羟基肉桂酰基)酪氨酸]。结果表明,獐牙菜苦苷的裂解模式是对称的,而獐牙菜苦苷的裂解模式是不对称和不规则的。CD 圆二色谱效应与环丁烷构型有关。这些发现为环丁烷二聚体区分其构型提供了有力证据。此外,生物活性测定表明,这些化合物具有低毒性和抗炎作用。