Thiodiketopiperazines Produced by Penicillium crustosum and Their Activities to Promote Gastrointestinal Motility

被引:10
作者
He, Xin [1 ]
Yang, Jing [2 ]
Qiu, Ling [1 ]
Feng, Dan [1 ]
Ju, Feng [1 ]
Tan, Lu [1 ]
Li, Yu-Zhi [1 ]
Gu, Yu-Cheng [3 ]
Zhang, Zhen [1 ]
Guo, Da-Le [1 ]
Deng, Yun [1 ]
机构
[1] Chengdu Univ Tradit Chinese Med, Breeding Base Systemat Res Dev & Utilizat Chinese, Key Lab Standardizat Chinese Herbal Med, Minist Educ,State Key Lab,Sch Pharm, Chengdu 611137, Sichuan, Peoples R China
[2] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
[3] Syngenta Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England
基金
中国博士后科学基金;
关键词
Penicillium crustosum; Isaria cicadae; thiodiketopiperazines; Mosher analysis; ECD calculation; gastrointestinal motility; DIKETOPIPERAZINES; POLYKETIDES;
D O I
10.3390/molecules24020299
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Three new thiodiketopiperazines (1-3), along with two known analogues (4 and 5), were isolated from the fermentation broth of Penicillium crustosum. Their structures were elucidated through extensive spectroscopic analysis and the absolute configurations of new compounds were determined by Mosher ester analysis and calculated ECD spectra. Compound 4 and 5 have the activity to promote the gastrointestinal motility of zebrafish via acting on the cholinergic nervous system.
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页数:8
相关论文
共 14 条
[1]  
[Anonymous], 2013, SPECDIS VERSION 1 61
[2]   Citromycetins and bilains A-C:: New aromatic polyketides and diketopiperazines from Australian marine-derived and terrestrial Penicillium spp. [J].
Capon, Robert J. ;
Stewart, Michael ;
Ratnayake, Ranjala ;
Lacey, Ernest ;
Gill, Jennifer H. .
JOURNAL OF NATURAL PRODUCTS, 2007, 70 (11) :1746-1752
[3]   A high-throughput method for predicting drug effects on gut transit time using larval zebrafish [J].
Cassar, Steven ;
Huang, Xin ;
Cole, Todd .
JOURNAL OF PHARMACOLOGICAL AND TOXICOLOGICAL METHODS, 2015, 76 :72-75
[4]   In Vivo Analysis of Gut Function and Disease Changes in a Zebrafish Larvae Model of Inflammatory Bowel Disease: A Feasibility Study [J].
Fleming, Angeleen ;
Jankowski, Janusz ;
Goldsmith, Paul .
INFLAMMATORY BOWEL DISEASES, 2010, 16 (07) :1162-1172
[5]  
Frisch M. J., 2010, GAUSSIAN 09 REVISION
[6]   Diketopiperazines produced by endophytic fungi found in association with two Asteraceae species [J].
Guimaraes, Denise O. ;
Borges, Warley S. ;
Vieira, Noemi J. ;
de Oliveira, Laiani F. ;
da Silva, Carlos H. T. P. ;
Lopes, Norberto P. ;
Dias, Luis G. ;
Duran-Patron, Rosa ;
Collado, Isidro G. ;
Pupo, Monica T. .
PHYTOCHEMISTRY, 2010, 71 (11-12) :1423-1429
[7]   Anticancer compounds derived from fungal endophytes: their importance and future challenges [J].
Kharwar, Ravindra N. ;
Mishra, Ashish ;
Gond, Surendra K. ;
Stierle, Andrea ;
Stierle, Donald .
NATURAL PRODUCT REPORTS, 2011, 28 (07) :1208-1228
[8]   Fungi of the genus Penicillium as producers of physiologically active compounds (Review) [J].
Kozlovskii, A. G. ;
Zhelifonova, V. P. ;
Antipova, T. V. .
APPLIED BIOCHEMISTRY AND MICROBIOLOGY, 2013, 49 (01) :1-10
[9]   Two new compounds from the fungus Penicillium crustosum YN-HT-15 [J].
Liu, Yan-Ping ;
Chen, Gang ;
Wang, Hai-Feng ;
Zhang, Xiao-Li ;
Pei, Yue-Hu .
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2014, 16 (03) :281-284
[10]   Development of the Zebrafish Enteric Nervous System [J].
Shepherd, Iain ;
Eisen, Judith .
ZEBRAFISH: CELLULAR AND DEVELOPMENTAL BIOLOGY, PT B, THIRD EDITION, 2011, 101 :143-160