Antibacterial sorbicillin and diketopiperazines from the endogenous fungus Penicillium sp. GD6 associated Chinese mangrove Bruguiera gymnorrhiza.
10.1016/S1875-5364(18)30068-2
- Author:
Cheng-Shi JIANG
1
,
2
;
Zhen-Fang ZHOU
3
;
Xiao-Hong YANG
4
;
Le-Fu LAN
3
;
Yu-Cheng GU
5
;
Bo-Ping YE
6
;
Yue-Wei GUO
7
Author Information
1. China State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China
2. School of Biological Science and Technology, University of Jinan, Jinan 250022, China.
3. China State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
4. School of Life Science & Technology, China Pharmaceutical University, Nanjing 210009, China.
5. Syngenta Jealott's Hill International Research Centre, Berkshire RG42 6EY, United Kingdom.
6. School of Life Science & Technology, China Pharmaceutical University, Nanjing 210009, China. Electronic address: yebp@cpu.edu.cn.
7. China State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China. Electronic address: ywguo@simm.ac.cn.
- Publication Type:Journal Article
- Keywords:
Diketopiperazine alkaloids;
Mangrove;
Penicillium sp.;
Sorbicillin derivative
- MeSH:
Alkaloids;
chemistry;
isolation & purification;
Anti-Bacterial Agents;
chemistry;
isolation & purification;
pharmacology;
China;
Circular Dichroism;
Diketopiperazines;
chemistry;
isolation & purification;
Methicillin-Resistant Staphylococcus aureus;
drug effects;
Microbial Sensitivity Tests;
Molecular Structure;
Nuclear Magnetic Resonance, Biomolecular;
Penicillium;
chemistry;
Resorcinols;
chemistry;
isolation & purification;
pharmacology;
Rhizophoraceae;
microbiology;
Wetlands
- From:
Chinese Journal of Natural Medicines (English Ed.)
2018;16(5):358-365
- CountryChina
- Language:English
-
Abstract:
One new sorbicillin derivative, 2-deoxy-sohirnone C (1), one new diketopiperazine alkaloid, 5S-hydroxynorvaline-S-Ile (2), and two naturally occurring diketopiperazines, 3S-hydroxylcyclo(S-Pro-S-Phe) (3) and cyclo(S-Phe-S-Gln) (4), together with three known compounds were isolated from the Chinese mangrove endophytic fungus Penicillium sp. GD6. Their structures were determined on the basis of extensive spectroscopic analyses and by comparison with literature data. The absolute configuration of 3-hydroxyl moiety in 3 was determined by Mosher's method, while the absolute stereochemistry of 2 and 4 was established by comparison with the CD spectra of natural and synthesized diketopiperazines. Compound 1 showed moderate antibacterial activity against Methicillin-resistant Staphylococcus aureus with a MIC value of 80 μg·mL.