Literature DB >> 33383849

Novel Macrolactams from a Deep-Sea-Derived Streptomyces Species.

Pei Wang1,2, Dongyang Wang1, Rongxin Zhang1, Yi Wang1, Fandong Kong1,2, Peng Fu1,3, Weiming Zhu1,3.   

Abstract

Four polyene macrolactams including the previously reported niizalactam C (4), and three new ones, streptolactams A-C (1-3) with a 26-membered monocyclic, [4,6,20]-fused tricyclic and 11,23-oxygen bridged [14,16]-bicyclic skeletons, respectively, were isolated from the fermentation broth of the deep-sea sediment-derived Streptomyces sp. OUCMDZ-3159. Their structures were determined based on spectroscopic analysis, X-ray diffraction analysis, and chemical methods. The abiotic formation of compounds 2 and 4 from compound 1 were confirmed by a series of chemical reactions under heat and light conditions. Compounds 1 and 3 showed a selective antifungal activity against Candida albicans ATCC 10231.

Entities:  

Keywords:  Deep-Sea-Derived Streptomyces; abiotic formation; antifungal activity; macrolactam; natural product

Mesh:

Substances:

Year:  2020        PMID: 33383849      PMCID: PMC7824713          DOI: 10.3390/md19010013

Source DB:  PubMed          Journal:  Mar Drugs        ISSN: 1660-3397            Impact factor:   5.118


  18 in total

1.  Tripartilactam, a cyclobutane-bearing tricyclic lactam from a Streptomyces sp. in a dung beetle's brood ball.

Authors:  Seon-Hui Park; Kyuho Moon; Hea-Son Bang; Seong-Hwan Kim; Dong-Gyu Kim; Ki-Bong Oh; Jongheon Shin; Dong-Chan Oh
Journal:  Org Lett       Date:  2012-02-23       Impact factor: 6.005

2.  Genome-Directed Lead Discovery: Biosynthesis, Structure Elucidation, and Biological Evaluation of Two Families of Polyene Macrolactams against Trypanosoma brucei.

Authors:  Christopher J Schulze; Mohamed S Donia; Jair L Siqueira-Neto; Debalina Ray; Jevgenij A Raskatov; Richard E Green; James H McKerrow; Michael A Fischbach; Roger G Linington
Journal:  ACS Chem Biol       Date:  2015-08-13       Impact factor: 5.100

3.  Bombyxamycins A and B, Cytotoxic Macrocyclic Lactams from an Intestinal Bacterium of the Silkworm Bombyx mori.

Authors:  Yern-Hyerk Shin; Ji Yoon Beom; Beomkoo Chung; Yoonho Shin; Woong Sub Byun; Kyuho Moon; Munhyung Bae; Sang Kook Lee; Ki-Bong Oh; Jongheon Shin; Yeo Joon Yoon; Dong-Chan Oh
Journal:  Org Lett       Date:  2019-02-25       Impact factor: 6.005

4.  Polycyclic Macrolactams Generated via Intramolecular Diels-Alder Reactions from an Antarctic Streptomyces Species.

Authors:  Jingjing Shen; Yaqin Fan; Guoliang Zhu; Hao Chen; Weiming Zhu; Peng Fu
Journal:  Org Lett       Date:  2019-06-12       Impact factor: 6.005

5.  Structure and biological activity of 8-deoxyheronamide C from a marine-derived Streptomyces sp.: heronamides target saturated hydrocarbon chains in lipid membranes.

Authors:  Ryosuke Sugiyama; Shinichi Nishimura; Nobuaki Matsumori; Yuta Tsunematsu; Akira Hattori; Hideaki Kakeya
Journal:  J Am Chem Soc       Date:  2014-03-31       Impact factor: 15.419

6.  Cyclic bipyridine glycosides from the marine-derived actinomycete Actinoalloteichus cyanogriseus WH1-2216-6.

Authors:  Peng Fu; Peipei Liu; Xia Li; Yi Wang; Shuxia Wang; Kui Hong; Weiming Zhu
Journal:  Org Lett       Date:  2011-10-25       Impact factor: 6.005

7.  Mycolic Acid Containing Bacterium Stimulates Tandem Cyclization of Polyene Macrolactam in a Lake Sediment Derived Rare Actinomycete.

Authors:  Shotaro Hoshino; Masahiro Okada; Takayoshi Awakawa; Shumpei Asamizu; Hiroyasu Onaka; Ikuro Abe
Journal:  Org Lett       Date:  2017-09-07       Impact factor: 6.005

8.  Structure Revision and the Biosynthetic Pathway of Tripartilactam.

Authors:  Sunghoon Hwang; Eunji Kim; Jeeyeon Lee; Jongheon Shin; Yeo Joon Yoon; Dong-Chan Oh
Journal:  J Nat Prod       Date:  2020-01-03       Impact factor: 4.050

9.  Sceliphrolactam, a polyene macrocyclic lactam from a wasp-associated Streptomyces sp.

Authors:  Dong-Chan Oh; Michael Poulsen; Cameron R Currie; Jon Clardy
Journal:  Org Lett       Date:  2011-01-19       Impact factor: 6.005

10.  Influence of PJ34 on the genotoxicity induced by melphalan in human multiple myeloma cells.

Authors:  Ting Xiong; Xiaoqiong Chen; Heng Wei; Hui Xiao
Journal:  Arch Med Sci       Date:  2015-04-23       Impact factor: 3.318

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  3 in total

Review 1.  Polyene Macrolactams from Marine and Terrestrial Sources: Structure, Production Strategies, Biosynthesis and Bioactivities.

Authors:  Wei Zhao; Hong Jiang; Xiao-Wan Liu; Jian Zhou; Bin Wu
Journal:  Mar Drugs       Date:  2022-05-27       Impact factor: 6.085

2.  Cytotoxic and antimicrobial activities of secondary metabolites isolated from the deep-sea-derived Actinoalloteichus cyanogriseus 12A22.

Authors:  Xiaoying Zhang; Chunfeng Song; Yan Bai; Jiangchun Hu; Huaqi Pan
Journal:  3 Biotech       Date:  2021-05-21       Impact factor: 2.893

3.  Complete Genome Sequence of Two Deep-Sea Streptomyces Isolates from Madeira Archipelago and Evaluation of Their Biosynthetic Potential.

Authors:  Pedro Albuquerque; Inês Ribeiro; Sofia Correia; Ana Paula Mucha; Paula Tamagnini; Andreia Braga-Henriques; Maria de Fátima Carvalho; Marta V Mendes
Journal:  Mar Drugs       Date:  2021-11-01       Impact factor: 5.118

  3 in total

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