New nor-ent-halimane and nor-clerodane diterpenes from Callicarpa integerrima with anti-MRSA activity

IF 4 2区医学 Q1 INTEGRATIVE & COMPLEMENTARY MEDICINE

Chinese Journal of Natural Medicines Pub Date : 2024-11-01 DOI:10.1016/S1875-5364(24)60575-3

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引用次数: 0

Abstract

Two new nor-ent-halimane diterpenes and three previously unreported nor-clerodane diterpenes, designated callicaintides A−E (1−5), were isolated from Callicarpa integerrima. Compounds 1 and 2 feature a distinctive 5/6-membered ring system, while compounds 3−5 are characterized by progressively truncated carbon skeletons, containing 18, 17, and 16 carbons, respectively. In addition, four known compounds 6−9 were also identified. Their structures were elucidated using advanced spectroscopic techniques, including nuclear magnetic resonance (NMR), high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), ultraviolet (UV), infrared radiation (IR), optical rotatory dispersion (ORD), DP4⁺ analysis and electronic circular dichroism (ECD), supported by quantum chemical calculations. Compounds 1−9 were evaluated for their anti-MRSA activity. Among them, compound 6 demonstrated significant anti-MRSA activity, with a minimum inhibitory concentration (MIC) of 16 μg·mL⁻¹.

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从具有抗 MRSA 活性的 Callicarpa integerrima 中提取的新的 nor-ent-halimane 和 nor-clerodane 二萜类化合物

从 Callicarpa integerrima 中分离出了两种新的正-烯-卤代二萜烯和三种以前未报道过的正-氯代二萜烯，命名为 Callicaintides A-E（1-5）。化合物 1 和 2 具有独特的 5/6 元环系统，而化合物 3-5 的特点是碳骨架逐渐截短，分别含有 18、17 和 16 个碳原子。此外，还发现了四种已知化合物 6-9。利用先进的光谱技术，包括核磁共振 (NMR)、高分辨率电喷雾离子化质谱 (HR-ESI-MS)、紫外线 (UV)、红外线 (IR)、光学旋转色散 (ORD)、DP4+ 分析和电子圆二色性 (ECD)，并辅以量子化学计算，阐明了这些化合物的结构。对化合物 1-9 的抗 MRSA 活性进行了评估。其中，化合物 6 具有显著的抗 MRSA 活性，最低抑制浓度（MIC）为 16 μg-mL-1。

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来源期刊

Chinese Journal of Natural Medicines INTEGRATIVE & COMPLEMENTARY MEDICINE-PHARMACOLOGY & PHARMACY

CiteScore

7.50

自引率

4.30%

发文量

2235

期刊介绍： The Chinese Journal of Natural Medicines (CJNM), founded and sponsored in May 2003 by China Pharmaceutical University and the Chinese Pharmaceutical Association, is devoted to communication among pharmaceutical and medical scientists interested in the advancement of Traditional Chinese Medicines (TCM). CJNM publishes articles relating to a broad spectrum of bioactive natural products, leading compounds and medicines derived from Traditional Chinese Medicines (TCM). Topics covered by the journal are: Resources of Traditional Chinese Medicines; Interaction and complexity of prescription; Natural Products Chemistry (including structure modification, semi-and total synthesis, bio-transformation); Pharmacology of natural products and prescription (including pharmacokinetics and toxicology); Pharmaceutics and Analytical Methods of natural products.