Penicibrocazines A-E, Five New Sulfide Diketopiperazines from the Marine-Derived Endophytic Fungus Penicillium brocae

被引:63
作者
Meng, Ling-Hong [1 ,2 ]
Zhang, Peng [1 ,2 ]
Li, Xiao-Ming [1 ]
Wang, Bin-Gui [1 ]
机构
[1] Chinese Acad Sci, Inst Oceanol, Key Lab Expt Marine Biol, Qingdao 266071, Peoples R China
[2] Univ Chinese Acad Sci, Coll Earth Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
mangrove plant; endophytic fungus; Pencillium brocae; secondary metabolites; antimicrobial activity; EPICOCCUM-NIGRUM; THIODIKETOPIPERAZINES; METABOLITES; DERIVATIVES;
D O I
10.3390/md13010276
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Five new sulfide diketopiperazine derivatives, namely, penicibrocazines A-E (1-5), along with a known congener (6), were isolated and identified from the culture extract of Penicillium brocae MA-231, an endophytic fungus obtained from the fresh tissue of the marine mangrove plant Avicennia marina. The structures of these compounds were elucidated by detailed interpretation of NMR and mass spectroscopic data and the structures of compounds 1 and 3 were confirmed by single-crystal X-ray diffraction analysis. All these compounds were examined for cytotoxic and antimicrobial activities. Compounds 2-6 exhibited antimicrobial activity against some of the tested strains with MIC values ranging from 0.25 to 64 mu g/mL.
引用
收藏
页码:276 / 287
页数:12
相关论文
共 19 条
[1]   Chemical composition, antibacterial and antifungal activities of the essential oil of Haplophyllum tuberculatum from Oman [J].
Al-Burtamani, SKS ;
Fatope, MO ;
Marwah, RG ;
Onifade, AK ;
Al-Saidi, SH .
JOURNAL OF ETHNOPHARMACOLOGY, 2005, 96 (1-2) :107-112
[2]   4-Phenyl-3,4-dihydroquinolone Derivatives from Aspergillus nidulans MA-143, an Endophytic Fungus Isolated from the Mangrove Plant Rhizophora stylosa [J].
An, Chun-Yan ;
Li, Xiao-Ming ;
Luo, Han ;
Li, Chun-Shun ;
Wang, Ming-Hui ;
Xu, Gang-Ming ;
Wang, Bin-Gui .
JOURNAL OF NATURAL PRODUCTS, 2013, 76 (10) :1896-1901
[3]  
[Anonymous], 1997, SHELXL 97 SHELXS 97
[4]  
[Anonymous], 1996, SADABS SOFTWARE EMPI
[5]   ANTINEOPLASTIC AND ANTIHERPETIC ACTIVITY OF SPERMIDINE CATECHOLAMIDE IRON CHELATORS [J].
BERGERON, RJ ;
CAVANAUGH, PF ;
KLINE, SJ ;
HUGHES, RG ;
ELLIOTT, GT ;
PORTER, CW .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1984, 121 (03) :848-854
[6]   NEW ANTIBIOTICS FROM FUNGUS EPICOCCUM-NIGRUM .2. EPICORAZINE-A - STRUCTURE ELUCIDATION AND ABSOLUTE-CONFIGURATION [J].
DEFFIEUX, G ;
BAUTE, MA ;
BAUTE, R ;
FILLEAU, MJ .
JOURNAL OF ANTIBIOTICS, 1978, 31 (11) :1102-1105
[7]   Cyclodepsipeptides and Other O-Containing Heterocyclic Metabolites from Beauveria felina EN-135, a Marine-Derived Entomopathogenic Fungus [J].
Du, Feng-Yu ;
Li, Xiao-Ming ;
Zhang, Peng ;
Li, Chun-Shun ;
Wang, Bin-Gui .
MARINE DRUGS, 2014, 12 (05) :2816-2826
[8]   Diketopiperazines from the Cordyceps-Colonizing Fungus Epicoccum nigrum [J].
Guo, Huijuan ;
Sun, Bingda ;
Gao, Hao ;
Chen, Xulin ;
Liu, Shuchun ;
Yao, Xinsheng ;
Liu, Xingzhong ;
Che, Yongsheng .
JOURNAL OF NATURAL PRODUCTS, 2009, 72 (12) :2115-2119
[9]   Thiodiketopiperazines from the Marine-Derived Fungus Phoma sp OUCMDZ-1847 [J].
Kong, Fandong ;
Wang, Yi ;
Liu, Peipei ;
Dong, Tianhan ;
Zhu, Weiming .
JOURNAL OF NATURAL PRODUCTS, 2014, 77 (01) :132-137
[10]   Cytotoxic Anthranilic Acid Derivatives from Deep Sea Sediment-Derived Fungus Penicillium paneum SD-44 [J].
Li, Chun-Shun ;
Li, Xiao-Ming ;
Gao, Shu-Shan ;
Lu, Yan-Hua ;
Wang, Bin-Gui .
MARINE DRUGS, 2013, 11 (08) :3068-3076