New 5-oxomilbemycins from a Genetically Engineered Strain Streptomyces bingchenggensis BCJ60

被引：5

作者：

Li, Jiansong ^{[1
]}

Zhang, Hui ^{[3
]}

Zhang, Shaoyong ^{[2
]}

Wang, Haiyan ^{[1
]}

Zhang, Ji ^{[1
]}

Chen, Anliang ^{[2
]}

Wang, Jidong ^{[2
,3
]}

Xiang, Wensheng ^{[1
]}

机构：

[1] Northeast Agr Univ, Sch Life Sci, Life Sci & Biotechnol Res Ctr, Harbin 150030, Peoples R China

[2] Zhejiang Agr & Forestry Univ, Sch Forestry & Biotechnol, Prov Joint Engn Lab Biopesticide Preparat, Linan 311300, Peoples R China

[3] Zhejiang Hisun Pharmaceut Co Ltd, Dept New Drug Screening, Taizhou 318000, Peoples R China

来源：

RECORDS OF NATURAL PRODUCTS | 2017年 / 11卷 / 05期

基金：

中国国家自然科学基金;

关键词：

New; 5-oxomilbemycins; genetically engineered strain; Streptomyces bingchenggensis BCJ60; acaricidal and nematocidal activities; MACROLIDE ANTIBIOTICS; MILBEMYCIN OXIME; MAIN COMPONENTS; FERMENTATION; DERIVATIVES; EFFICACY; FAMILY; A3/A4;

D O I：

10.25135/rnp.55.16.11.563

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Two new 5-oxomilbemycins, 27-aldehyde-5-oxomilbemycin beta(12) (1) and 2-hydroxymilbemycin K (2), were isolated from a genetically engineered strain Streptomyces bingchenggensis BCJ60. Their structures were determined by comprehensive analyses of its H-1 and C-13 NMR, COSY, HMQC, and HMBC spectroscopic, HR-ESI-MS mass spectrometric and comparison with data from the literature. Preliminary studies showed that 27-aldehyde-5-oxomilbemycin beta 12 (1) and 2-hydroxymilbemycin K (2) possessed strong acaricidal and nematocidal activities.

引用

页码：431 / 438

页数：8

共 18 条

[1] Efficacy of a single oral administration of milbemycin oxime against natural infections of Ancylostoma braziliense in dogs [J].

Bienhoff, Stephen E. ;

Kok, Dawie J. ;

Roycroft, Linda M. ;

Roberts, Elizabeth S. .

VETERINARY PARASITOLOGY, 2013, 195 (1-2) :102-105

[2] Application of Mn(III)-catalysed olefin hydration reaction to the selective functionalisation of avermectin B1 [J].

Cassayre, Jerome ;

Winkler, Tammo ;

Pitterna, Thomas ;

Quaranta, Laura .

TETRAHEDRON LETTERS, 2010, 51 (13) :1706-1709

[3] A NOVEL SERIES OF MILBEMYCIN ANTIBIOTICS FROM STREPTOMYCES STRAIN E225 .1. DISCOVERY, FERMENTATION AND ANTHELMINTIC ACTIVITY [J].

HOOD, JD ;

BANKS, RM ;

BREWER, MD ;

FISH, JP ;

MANGER, BR ;

POULTON, ME .

JOURNAL OF ANTIBIOTICS, 1989, 42 (11) :1593-1598

[4] Gene Replacement for the Generation of Designed Novel Avermectin Derivatives with Enhanced Acaricidal and Nematicidal Activities [J].

Huang, Jun ;

Chen, An-Liang ;

Zhang, Hui ;

Yu, Zhen ;

Li, Mei-Hong ;

Li, Na ;

Lin, Jia-Tan ;

Bai, Hua ;

Wang, Ji-Dong ;

Zheng, Yu-Guo .

APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 2015, 81 (16) :5326-5334

[5] TOTAL SYNTHESIS OF THE SPIROKETAL MACROLIDE (+) MILBEMYCIN ALPHA(1) [J].

LEY, SV ;

MADIN, A ;

MONCK, NJT .

TETRAHEDRON LETTERS, 1993, 34 (46) :7479-7482

[6] New milbemycin metabolites from the genetically engineered strain Streptomyces bingchenggensis BCJ60 [J].

Li, Jian-Song ;

Du, Min-Na ;

Zhang, Hui ;

Zhang, Ji ;

Zhang, Shao-Yong ;

Wang, Hai-Yan ;

Chen, An-Liang ;

Wang, Ji-Dong ;

Xiang, Wen-Sheng .

NATURAL PRODUCT RESEARCH, 2017, 31 (07) :780-784

[7] The safety-net story about macrocyclic lactone heartworm preventives: A review, an update, and recommendations [J].

McCall, JW .

VETERINARY PARASITOLOGY, 2005, 133 (2-3) :197-206

[8] MILBEMYCINS, A NEW FAMILY OF MACROLIDE ANTIBIOTICS - STRUCTURE DETERMINATION OF MILBEMYCIN-D, MILBEMYCIN-E, MILBEMYCIN-F, MILBEMYCIN-G, MILBEMYCIN-H, MILBEMYCIN-J AND MILBEMYCIN-K [J].

MISHIMA, H ;

IDE, J ;

MURAMATSU, S ;

ONO, M .

JOURNAL OF ANTIBIOTICS, 1983, 36 (08) :980-990

[9] New milbemycins from Streptomyces hygroscopicus subsp aureolacrimosus:: Fermentation, isolation and structure elucidation [J].

Nonaka, K ;

Tsukiyama, T ;

Okamoto, Y ;

Sato, K ;

Kumasaka, C ;

Yamamoto, T ;

Maruyma, F ;

Yoshikawa, H .

JOURNAL OF ANTIBIOTICS, 2000, 53 (07) :694-704

[10] Three new milbemycins from a genetically engineered strain S-avermitilis MHJ1011 [J].

Pan, Jun-jie ;

Wan, Xu ;

Zhang, Hui ;

Chen, Zhen ;

Huang, Jun ;

Yang, Bo ;

Chen, An-liang ;

Wang, Ji-dong .

JOURNAL OF ANTIBIOTICS, 2016, 69 (02) :104-107

← 1 2 →