Balticolid: A New 12-Membered Macrolide with Antiviral Activity from an Ascomycetous Fungus of Marine Origin

被引:50
作者
Shushni, Muftah A. M. [1 ]
Singh, Rajinder [1 ]
Mentel, Renate [2 ]
Lindequist, Ulrike [3 ]
机构
[1] Garyounis Univ, Fac Pharm, Dept Pharmacognosy, Benghazi, Libya
[2] Ernst Moritz Arndt Univ Greifswald, Inst Pharm, D-17487 Greifswald, Germany
[3] Ernst Moritz Arndt Univ Greifswald, Friedrich Loffler Inst Med Microbiol, D-17487 Greifswald, Germany
关键词
balticolid; antiviral; herpes simplex virus; marine fungi; CLADOSPOLIDE-B;
D O I
10.3390/md9050844
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A new 12-membered macrolide, balticolid (1) was isolated from the EtOAc extract of the culture broth of fungal strain 222 belonging to the Ascomycota, which was found on driftwood collected from the coast of the Greifswalder Bodden, Baltic Sea, Germany. The structure of balticolid was determined to be (3R, 11R), (4E, 8E)-3-hydroxy-11-methyloxacyclododeca-4,8-diene-1,7-dione using extensive spectral data as well as the modified Mosher ester method. Balticolid (1) displayed anti-HSV-1 activity with an IC(50) value of 0.45 mu M.
引用
收藏
页码:844 / 851
页数:8
相关论文
共 15 条
[1]   Marine natural products [J].
Blunt, John W. ;
Copp, Brent R. ;
Munro, Murray H. G. ;
Northcote, Peter T. ;
Prinsep, Michele R. .
NATURAL PRODUCT REPORTS, 2011, 28 (02) :196-268
[2]  
*COUNC EUR, 2007, EUR PHARM, P160
[3]   NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS [J].
DALE, JA ;
MOSHER, HS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) :512-519
[4]   12-MEMBERED LACTONES PRODUCED BY CLADOSPORIUM-TENUISSIMUM AND THE PLANT-GROWTH RETARDANT ACTIVITY OF CLADOSPOLIDE-B [J].
FUJII, Y ;
FUKUDA, A ;
HAMASAKI, T ;
ICHIMOTO, I ;
NAKAJIMA, H .
PHYTOCHEMISTRY, 1995, 40 (05) :1443-1446
[5]   NEW PLANT-GROWTH REGULATORS, CLADOSPOLIDE-A AND CLADOSPOLIDE-B, MACROLIDES PRODUCED BY CLADOSPORIUM-CLADOSPORIOIDES [J].
HIROTA, A ;
SAKAI, H ;
ISOGAI, A .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1985, 49 (03) :731-735
[6]   Mosher ester analysis for the determination of absolute configuration of stereogenic (chiral) carbinol carbons [J].
Hoye, Thomas R. ;
Jeffrey, Christopher S. ;
Shao, Feng .
NATURE PROTOCOLS, 2007, 2 (10) :2451-2458
[7]   New macrolides and furan carboxylic acid derivative from the sponge-derived fungus Cladosporium herbarum [J].
Jadulco, R ;
Proksch, P ;
Wray, V ;
Sudarsono ;
Berg, A ;
Gräfe, U .
JOURNAL OF NATURAL PRODUCTS, 2001, 64 (04) :527-530
[8]   Chloriolide, a 12-membered macrolide from Chloridium wirescens var. chlamydosporum (NRRL 37636) [J].
Jiao, P ;
Swenson, DC ;
Gloer, JB ;
Wicklow, DT .
JOURNAL OF NATURAL PRODUCTS, 2006, 69 (04) :636-639
[9]  
LIBERRA K, 1995, PHARMAZIE, V50, P583
[10]  
ODPHAYA D, 1986, J ANTIBIOT, V39, P629