New nemadectin congeners with acaricidal and nematocidal activity from Streptomyces microflavus neau3 Y-3

被引：19

作者：

Yang, Ling-Yu ^{[1
]}

Wang, Ji-Dong ^{[2
]}

Zhang, Ji ^{[1
]}

Xue, Chang-Yan ^{[1
]}

Zhang, Hui ^{[2
]}

Wang, Xiang-Jing ^{[2
]}

Xiang, Wen-Sheng ^{[1
]}

机构：

[1] Northeast Agr Univ, Sch Life Sci, Harbin 150030, Peoples R China

[2] Zhejiang Hisun Pharmaceut Co Ltd, Taizhou 318000, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2013年 / 23卷 / 20期

基金：

中国国家自然科学基金;

关键词：

Nemadectin congeners; Acaricidal activity; Nematocidal activity; Streptomyces microflavus neau3; STRUCTURE ELUCIDATION; BIOLOGICAL-ACTIVITIES; AVERMITILIS NEAU1069; NATURAL-PRODUCTS; FERMENTATION; MILBEMYCINS; IVERMECTIN; PROTECTION; FAMILY;

D O I：

10.1016/j.bmcl.2013.08.002

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Two nemadectin congeners 1 and 2 were isolated from the fermentation broth of a mutant strain (Y-3) of Streptomyces microflavus neau3. Their structures were determined on the basis of extensive spectroscopic analysis and comparison with data from the literature. Compound 2 possessed a 5-membered ring lactone that is unprecedented among known milbemycins and avermectins. Both compounds 1 and 2 exhibited potent acaricidal activity and nematocidal activity. Especially, compound 2 demonstrated impressive acaricidal activity against adult mites with an IC50 of 2.3 +/- 0.9 mu g/mL and mite eggs with an IC50 of 17.5 +/- 2.1 mu g/mL and nematocidal activity against Caenorhabditis elegans with an IC50 of 0.7 +/- 0.2 mu g/mL, which are higher than those of nemadectin and the known commercial acaricide and nematocide milbemycin A3/A4. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：5710 / 5713

页数：4

共 21 条

[1] Moxidectin: Metabolic fate and blood pharmacokinetics of C-14-labeled moxidectin in horses
Afzal, J
Burke, AB
Batten, PL
DeLay, RL
Miller, P
[J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1997, 45 (09) : 3627 - 3633
[2] Bérdy J, 2012, J ANTIBIOT, V65, P385, DOI [10.1038/ja.2012.27, 10.1038/ja.2012.54]
[3] LL-F28249 ANTIBIOTIC COMPLEX - A NEW FAMILY OF ANTIPARASITIC MACROCYCLIC LACTONES - ISOLATION, CHARACTERIZATION AND STRUCTURES OF LL-F28249 ALPHA-BETA-GAMMA-LAMBDA
CARTER, GT
NIETSCHE, JA
HERTZ, MR
WILLIAMS, DR
SIEGEL, MM
MORTON, GO
JAMES, JC
BORDERS, DB
[J]. JOURNAL OF ANTIBIOTICS, 1988, 41 (04) : 519 - 529
[4] Natural products that have been used commercially as crop protection agents
Copping, Leonard G.
Duke, Stephen O.
[J]. PEST MANAGEMENT SCIENCE, 2007, 63 (06) : 524 - 554
[5] Natural products in crop protection
Dayan, Franck E.
Cantrell, Charles L.
Duke, Stephen O.
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (12) : 4022 - 4034
[6] Microbial drug discovery: 80 years of progress
Demain, Arnold L.
Sanchez, Sergio
[J]. JOURNAL OF ANTIBIOTICS, 2009, 62 (01) : 5 - 16
[7] Ivermectin-derived leishmanicidal compounds
dos Santos, Anderson Rouge
Bandeira Falcao, Camila Alves
Muzitano, Michelle Frazao
Kaiser, Carlos Roland
Rossi-Bergmann, Bartira
Ferezou, Jean-Pierre
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (02) : 496 - 502
[8] The spinosyn family of insecticides: realizing the potential of natural products research
Kirst, Herbert A.
[J]. JOURNAL OF ANTIBIOTICS, 2010, 63 (03) : 101 - 111
[9] Development, registration and commercialization of microbial pesticides for plant protection
Montesinos, E
[J]. INTERNATIONAL MICROBIOLOGY, 2003, 6 (04) : 245 - 252
[10] New milbemycins from Streptomyces hygroscopicus subsp aureolacrimosus:: Fermentation, isolation and structure elucidation
Nonaka, K
Tsukiyama, T
Okamoto, Y
Sato, K
Kumasaka, C
Yamamoto, T
Maruyma, F
Yoshikawa, H
[J]. JOURNAL OF ANTIBIOTICS, 2000, 53 (07) : 694 - 704

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