Literature DB >> 20369841

Oridamycins A and B, anti-Saprolegnia parasitica indolosesquiterpenes isolated from Streptomyces sp. KS84.

Kentaro Takada1, Hisatsugu Kajiwara, Nobutaka Imamura.   

Abstract

Oridamycins A (1) and B (2) were isolated from the fermentation broth of Streptomyces sp. strain KS84 as selective anti-Saprolegnia parasitica antibiotics. Their structures were elucidated as pentacyclic indolosesquiterpenes by the combination of NMR and spectroscopic analyses. The absolute configuration of 1 was determined by ROESY analyses after the advanced Mosher analysis. Compound 1 exhibited anti-S. parasitica activity with an MIC value of 3.0 microg/mL, but was much less active against the phytopathogenic fungus Phoma sp. and the yeast Saccharomyces cerevisiae.

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Year:  2010        PMID： 20369841     DOI： 10.1021/np1000522

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  14 in total

1.  Modular Terpenoid Construction via Catalytic Enantioselective Formation of All-Carbon Quaternary Centers: Total Synthesis of Oridamycin A, Triptoquinones B and C, and Isoiresin.

Authors:  Jiajie Feng; Florian Noack; Michael J Krische
Journal:  J Am Chem Soc       Date:  2016-09-15       Impact factor: 15.419

2.  Cladomarine, a new anti-saprolegniasis compound isolated from the deep-sea fungus, Penicillium coralligerum YK-247.

Authors:  Konami Takahashi; Kazunari Sakai; Yuriko Nagano; Sakiko Orui Sakaguchi; Andre O Lima; Vivian H Pellizari; Masato Iwatsuki; Kiyotaka Takishita; Kenichi Nonaka; Katsunori Fujikura; Satoshi Ōmura
Journal:  J Antibiot (Tokyo)       Date:  2017-05-31       Impact factor: 2.649

3.  Total Synthesis of Oridamycins A and B.

Authors:  Adam H Trotta
Journal:  Org Lett       Date:  2015-06-12       Impact factor: 6.005

4.  Total Syntheses of Xiamycins A, C, F, H and Oridamycin A and Preliminary Evaluation of their Anti-Fungal Properties.

Authors:  Magnus Pfaffenbach; Ian Bakanas; Nicholas R O'Connor; Jessica L Herrick; Richmond Sarpong
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-12       Impact factor: 15.336

5.  Clotrimazole as a potent agent for treating the oomycete fish pathogen Saprolegnia parasitica through inhibition of sterol 14α-demethylase (CYP51).

Authors:  Andrew G S Warrilow; Claire M Hull; Nicola J Rolley; Josie E Parker; W David Nes; Stephen N Smith; Diane E Kelly; Steven L Kelly
Journal:  Appl Environ Microbiol       Date:  2014-08-01       Impact factor: 4.792

Review 6.  Terpene synthases in disguise: enzymology, structure, and opportunities of non-canonical terpene synthases.

Authors:  Jeffrey D Rudolf; Chin-Yuan Chang
Journal:  Nat Prod Rep       Date:  2020-03-25       Impact factor: 13.423

Review 7.  Bacterial terpenome.

Authors:  Jeffrey D Rudolf; Tyler A Alsup; Baofu Xu; Zining Li
Journal:  Nat Prod Rep       Date:  2021-05-26       Impact factor: 15.111

8.  Total synthesis and antiviral activity of indolosesquiterpenoids from the xiamycin and oridamycin families.

Authors:  Zhanchao Meng; Haixin Yu; Li Li; Wanyin Tao; Hao Chen; Ming Wan; Peng Yang; David J Edmonds; Jin Zhong; Ang Li
Journal:  Nat Commun       Date:  2015-02-04       Impact factor: 14.919

9.  Cryptic indole hydroxylation by a non-canonical terpenoid cyclase parallels bacterial xenobiotic detoxification.

Authors:  Susann Kugel; Martin Baunach; Philipp Baer; Mie Ishida-Ito; Srividhya Sundaram; Zhongli Xu; Michael Groll; Christian Hertweck
Journal:  Nat Commun       Date:  2017-06-15       Impact factor: 14.919

10.  Enantioselective Total Synthesis of Andrographolide and 14-Hydroxy-Colladonin: Carbonyl Reductive Coupling and trans-Decalin Formation by Hydrogen Transfer.

Authors:  Lin Yang; Thomas Wurm; Binit Sharma Poudel; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2020-10-15       Impact factor: 15.336
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