Three unusual hybrid sorbicillinoids with anti-inflammatory activities from the deep-sea derived fungus Penicillium sp. SCSIO06868. (October 2022)

• Record Type: Journal Article
• Authors: Pang, Xiaoyan; Wang, Pei; Liao, Shengrong; Zhou, Xuefeng; Lin, Xiuping; Yang, Bin; Tian, Xinpeng; Wang, Junfeng; Liu, Yonghong
• Is Part Of: Phytochemistry. Volume 202(2022)
• Publication Date: 2022-10
• Subjects: Penicillium sp. SCSIO06868 -- Aspergillaceae -- Deep-sea derived fungus -- Sorbicillinoids -- Anti-inflammatory activities -- Molecular networking; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2022.113311
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Under the guidance of MS/MS based molecular networking, bisorbicillchaetones A–C, three undescribed hybrid sorbicillinoids, were isolated from cultures of the deep-sea derived fungus Penicillium sp. SCSIO06868. The planar structures and absolute configurations of these compounds were determined by extensive spectroscopic analyses. Bisorbicillchaetones are the first examples of hybrid sorbicillinoids containing a coniochaetone unit. Bisorbicillchaetones A and B exhibited moderate inhibitory effect on NO production in LPS activated RAW264.7 cells with the IC50 values of 80.3 ± 3.6 μM and 38.4 ± 3.3 μM, respectively, without cytotoxicity observed. Graphical abstract: Three unusual hybrid sorbicillinoids were isolated from the deep-sea derived fungus Penicillium sp. SCSIO06868 with anti-inflammatory activities. Image 1 Highlights: Three unusual hybrid sorbicillinoids were isolated from a deep-sea derived fungus. A coniochaetone unit was found in hybrid sorbicillinoids for the first time. The absolute configurations were elucidated by extensive spectroscopic analyses. Bisorbicillchaetones A and B exhibited potent anti-inflammatory activities.