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Open AccessCommunication
Mar. Drugs 2018, 16(12), 464; https://doi.org/10.3390/md16120464

Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus Geosmithia pallida FS140

1
State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, China
2
Guangdong Provincial Key Laboratory of New Drug, Development and Research of Chinese Medicine, Mathematical Engineering Academy of Chinese Medicine, Guangzhou University of Chinese Medicine, Guangzhou 510006, China
3
The Second Institute of Clinical Medicine, Guangzhou University of Chinese Medicine, Guangzhou 510006, China
4
School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou 510006, China
These authors contributed equally to this work.
*
Author to whom correspondence should be addressed.
Received: 23 October 2018 / Revised: 16 November 2018 / Accepted: 19 November 2018 / Published: 23 November 2018
(This article belongs to the Special Issue Marine Microbial Diversity as Source of Bioactive Natural Products)
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Abstract

Three new thiodiketopiperazines, geospallins A–C (13), together with nine known analogues (412), were isolated from the culture of the deep-sea sediment-derived fungus Geosmithia pallida FS140. Among them, geospallins A and B (1 and 2) represent rare examples of thiodiketopiperazines featuring an S-methyl group at C-10 and a tertiary hydroxyl group at C-11. Their structures were determined by high-resolution electrospray mass spectrometry (HRESIMS), spectroscopic analyses, and electronic circular dichroism (ECD) calculations. Their angiotensin-converting enzyme (ACE) inhibitory activity was reported, and geospallins A–C (13) showed inhibitory activity with IC50 values of 29–35 µM. View Full-Text
Keywords: thiodiketopiperazines; Geosmithia pallida; deep-sea-derived fungus thiodiketopiperazines; Geosmithia pallida; deep-sea-derived fungus
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Sun, Z.-H.; Gu, J.; Ye, W.; Wen, L.-X.; Lin, Q.-B.; Li, S.-N.; Chen, Y.-C.; Li, H.-H.; Zhang, W.-M. Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus Geosmithia pallida FS140. Mar. Drugs 2018, 16, 464.

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