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来源于夏威夷产的真菌镰孢菌( Fusarium graminearum )FM1010 的聚酮类化合物、二酮哌嗪和异色满酮。

Polyketides, diketopiperazines and an isochromanone from the marine-derived fungal strain Fusarium graminearum FM1010 from Hawaii.

机构信息

Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI, 96720, United States.

Instituto de Química Rosario (CONICET), Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario, Suipacha 531, Rosario, 2000, Argentina.

出版信息

Phytochemistry. 2022 Jun;198:113138. doi: 10.1016/j.phytochem.2022.113138. Epub 2022 Feb 25.

Abstract

The fungal strain Fusarium graminearum FM1010 was isolated from a shallow-water volcanic rock known as "live rock" at the Richardson's Beach, Hilo, Hawaii. Eleven specialised metabolites, including two undescribed diketopiperazines, three undescribed polyketides, and one undescribed isochromanone, along with five known fusarielin derivatives were obtained from F. graminearum FM1010. The structures of the six undescribed compounds were elucidated by extensive analysis of NMR spectroscopy, HRESIMS, chemical reactions, and electronic circular dichroism (ECD) data. Kaneoheoic acids G-I showed mild inhibitory activity against S. aureus with the MIC values in the range of 20-40 μg/mL when assayed in combination with chloramphenicol (half of the MIC, 1 μg/mL), an FDA approved antibiotic. Kaneoheoic acid I exhibited both anti-proliferative activity against ovarian cancer cell line A2780 and TNF-α induced NF-κB inhibitory activity with the IC values of 18.52 and 15.86 μM, respectively.

摘要

从夏威夷希洛的理查森海滩的浅水火山岩(称为“活石”)中分离到真菌菌株禾谷镰刀菌 FM1010。从禾谷镰刀菌 FM1010 中获得了 11 种特殊代谢产物,包括两种未描述的二酮哌嗪、三种未描述的聚酮化合物和一种未描述的异色满酮,以及五种已知的 Fusarielin 衍生物。通过对 NMR 光谱、HRESIMS、化学反应和电子圆二色性(ECD)数据的广泛分析,阐明了这 6 种未描述化合物的结构。Kaneoheoic 酸 G-I 对金黄色葡萄球菌表现出温和的抑制活性,当与氯苯甲酚(MIC 的一半,1 μg/mL)联合测定时,MIC 值在 20-40 μg/mL 范围内。Kaneoheoic 酸 I 对卵巢癌细胞系 A2780 具有抗增殖活性和 TNF-α 诱导的 NF-κB 抑制活性,IC 值分别为 18.52 和 15.86 μM。

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