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瑞香科沉香属中桉烷型和琼脂螺旋烷型倍半萜。

Eudesmane-type and agarospirane-type sesquiterpenes from agarwood of Aquilaria agallocha.

机构信息

The MOE Key Laboratory of Standardization of Chinese Medicines and the SATCM Key Laboratory of New Resources and Quality Evaluation of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, 201203, China.

School of Life Science, Zhengzhou Normal University, Henan Province, Zhengzhou, 450044, China.

出版信息

Phytochemistry. 2021 Dec;192:112920. doi: 10.1016/j.phytochem.2021.112920. Epub 2021 Sep 3.

DOI:10.1016/j.phytochem.2021.112920
PMID:34487980
Abstract

Eleven previously unreported sesquiterpenes, including nine eudesmane-type (agalleudesmanol A-I) and two agarospirane-type sesquiterpenes (agarospiranic aldehyde A-B), together with eight known sesquiterpenes, were isolated from the agarwood of Aquilaria agallocha Roxb. The structures were established based on extensive spectroscopic analyses, including infrared (IR), high-resolution electrospray ionisation mass spectrometry (HRESIMS), nuclear magnetic resonance (NMR), X-ray diffraction, quantum chemical calculations based on empirical electronic circular dichroism (ECD) data, and DP4+ probability analysis. The bioactivity of these undescribed compounds against lipopolysaccharide (LPS)-induced NO production in RAW 264.7 cells was evaluated. Compounds 1 and 2 exhibited significant anti-inflammatory activities, with IC values of 5.46-14.07 μM (aminoguanidine as positive control, IC 20.33 ± 1.08 μM).

摘要

从白木香 Aquilaria agallocha Roxb. 中分离得到 11 个未报道的倍半萜,包括 9 个艾里烷型(agalleudesmanol A-I)和 2 个琼脂螺旋烷型倍半萜(agarospiranic aldehyde A-B),以及 8 个已知倍半萜。根据广泛的光谱分析,包括红外(IR)、高分辨电喷雾电离质谱(HRESIMS)、核磁共振(NMR)、X 射线衍射、基于经验电子圆二色性(ECD)数据的量子化学计算和 DP4+概率分析,确定了这些未描述化合物的结构。评估了这些描述性化合物对 RAW 264.7 细胞中脂多糖(LPS)诱导的 NO 产生的生物活性。化合物 1 和 2 表现出显著的抗炎活性,IC 值为 5.46-14.07 μM(氨胍作为阳性对照,IC 20.33±1.08 μM)。

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