New Spirotetronate Antibiotics, Lobophorins H and I, from a South China Sea-Derived Streptomyces sp 12A35

被引：49

作者：

Pan, Hua-Qi ^{[1
,2
]}

Zhang, Song-Ya ^{[2
]}

Wang, Nan ^{[2
]}

Li, Zhan-Lin ^{[1
]}

Hua, Hui-Ming ^{[1
]}

Hu, Jiang-Chun ^{[2
]}

Wang, Shu-Jin ^{[2
]}

机构：

[1] Shenyang Pharmaceut Univ, Dept Nat Prod Chem, Shenyang 110016, Peoples R China

[2] Chinese Acad Sci, Inst Appl Ecol, Shenyang 110016, Peoples R China

来源：

MARINE DRUGS | 2013年 / 11卷 / 10期

基金：

美国国家科学基金会; 国家高技术研究发展计划(863计划);

关键词：

lobophorins; spirotetronate antibiotics; antimicrobial; Streptomyces; South China Sea-derived actinomycete; ABSOLUTE STEREOCHEMISTRY; KIJANIMICIN; FERMENTATION;

D O I：

10.3390/md11103891

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Strain 12A35 was isolated from a deep-sea sediment collected from the South China Sea and showed promising antibacterial activities. It was identified as Streptomyces sp. by the 16S rDNA sequence analysis. Bioassay-guided fractionation using HP20 adsorption, flash chromatography over silica gel and octadecylsilyl (ODS) and semi-preparative HPLC, led to the isolation and purification of five metabolites from the fermentation culture of 12A35. Two new spirotetronate antibiotics, lobophorins H (1) and I (2), along with three known analogues, O--kijanosyl-(117)-kijanolide (3), lobophorins B (4) and F (5) were characterized by 1D, 2D-NMR and MS data. These compounds exhibited significant inhibitory activities against Bacillus subtilis. Compounds 1 and 5 exhibited moderate activities against Staphylococcus aureus. In particular, the new compound lobophorin H (1) showed similar antibacterial activities against B. subtilis CMCC63501 to ampicillin.

引用

页码：3891 / 3901

页数：11

共 22 条

[1]

Blunt JW, 2013, NAT PROD REP, V30, P237, DOI [10.1039/c2np20112g, 10.1039/d0np00089b]

[2] Three antimycobacterial metabolites identified from a marine-derived Streptomyces sp MS100061 [J].

Chen, Caixia ;

Wang, Jian ;

Guo, Hui ;

Hou, Weiyuan ;

Yang, Na ;

Ren, Biao ;

Liu, Mei ;

Dai, Huanqin ;

Liu, Xueting ;

Song, Fuhang ;

Zhang, Lixin .

APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 2013, 97 (09) :3885-3892

[3] Production of a New Thiopeptide Antibiotic, TP-1161, by a Marine Nocardiopsis Species [J].

Engelhardt, Kerstin ;

Degnes, Kristin F. ;

Kemmler, Michael ;

Bredholt, Harald ;

Fjaervik, Espen ;

Klinkenberg, Geir ;

Sletta, Havard ;

Ellingsen, Trond E. ;

Zotchev, Sergey B. .

APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 2010, 76 (15) :4969-4976

[4] Arisostatins A and B, new members of tetrocarcin class of antibiotics from Micromonospora sp TP-A0316 -: I.: Taxonomy, fermentation, isolation and biological properties [J].

Furumai, T ;

Takagi, K ;

Igarashi, Y ;

Saito, N ;

Oki, T .

JOURNAL OF ANTIBIOTICS, 2000, 53 (03) :227-232

[5] 'Sweetening' natural products via glycorandomization [J].

Griffith, BR ;

Langenhan, JM ;

Thorson, JS .

CURRENT OPINION IN BIOTECHNOLOGY, 2005, 16 (06) :622-630

[6] A family of novel macrocyclic lactones, the saccharocarcins produced by Saccharothrix aerocolonigenes subsp antibiotica .1. Taxonomy, fermentation, isolation and biological properties [J].

Horan, AC ;

Shearer, MC ;

Hegde, V ;

Beyazova, ML ;

Brodsky, BC ;

King, A ;

Berrie, R ;

Cardaci, K ;

Nimeck, M .

JOURNAL OF ANTIBIOTICS, 1997, 50 (02) :119-125

[7] Genetic characterization of the chlorothricin gene cluster as a model for spirotetronate antibiotic biosynthesis [J].

Jia, Xin-Ying ;

Tian, Zhen-Hua ;

Shao, Lei ;

Qu, Xu-Dong ;

Zhao, Qun-Fei ;

Tang, Jian ;

Tang, Gong-Li ;

Liu, Wen .

CHEMISTRY & BIOLOGY, 2006, 13 (06) :575-585

[8] Lobophorins A and B, new antiinflammatory macrolides produced by a tropical marine bacterium [J].

Jiang, ZD ;

Jensen, PR ;

Fenical, W .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (14) :2003-2006

[9] NEW ANTIBIOTIC, ANTLERMICIN-A [J].

KOBINATA, K ;

URAMOTO, M ;

MIZUNO, T ;

ISONO, K .

JOURNAL OF ANTIBIOTICS, 1980, 33 (02) :244-246

[10] THE STRUCTURES OF QUARTROMICIN-A1, QUARTROMICIN-A2, AND QUARTROMICIN-A3 - NOVEL MACROCYCLIC ANTIVIRAL ANTIBIOTICS POSSESSING 4 TETRONIC ACID MOIETIES [J].

KUSUMI, T ;

ICHIKAWA, A ;

KAKISAWA, H ;

TSUNAKAWA, M ;

KONISHI, M ;

OKI, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (23) :8947-8948

← 1 2 3 →