Literature DB >> 17315959

Antimicrobial ambiguines from the cyanobacterium Fischerella sp. collected in Israel.

Avi Raveh1, Shmuel Carmeli.   

Abstract

Bioassay-guided fractionation of the 7:3 MeOH/water extract of a cultured cyanobacterium strain identified as Fischerella sp. yielded nine isonitrile-containing alkaloids. Three of the compounds, ambiguine H isonitrile (1), ambiguine I isonitrile (2), and ambiguine J isonitrile (3), are new, while the other six, 12-epi-hapalindole H, ambiguine A isonitrile, ambiguine B isonitrile, ambiguine D isonitrile, ambiguine E isonitrile, and ambiguine F isonitrile, have been previously isolated from Fischerella ambigua. The structures of the compounds were determined by 1D and 2D NMR techniques and mass spectrometric data. Ambiguine H isonirile and ambiguine I isonirile possess antibacterial and antimycotic activity.

Entities:  

Mesh:

Substances:

Year:  2007        PMID: 17315959     DOI: 10.1021/np060495r

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


  34 in total

1.  Synthetic Studies on the Ambiguine Family of Alkaloids: Construction of the ABCD Ring System.

Authors:  Ryan J Rafferty; Robert M Williams
Journal:  Tetrahedron Lett       Date:  2011-04-27       Impact factor: 2.415

2.  Ambiguine I Isonitrile from Fischerella ambigua Induces Caspase-Independent Cell Death in MCF-7 Hormone Dependent Breast Cancer Cells.

Authors:  Ulyana Muñoz Acuña; Jiachen Zi; Jimmy Orjala; Esperanza J Carcache de Blanco
Journal:  Int J Cancer Res (Tortola)       Date:  2015-03

3.  Enantiospecific total synthesis of the hapalindoles, fischerindoles, and welwitindolinones via a redox economic approach.

Authors:  Jeremy M Richter; Yoshihiro Ishihara; Takeshi Masuda; Brandon W Whitefield; Tomás Llamas; Antti Pohjakallio; Phil S Baran
Journal:  J Am Chem Soc       Date:  2008-12-31       Impact factor: 15.419

4.  Antimicrobial ambiguine isonitriles from the cyanobacterium Fischerella ambigua.

Authors:  Shunyan Mo; Aleksej Krunic; George Chlipala; Jimmy Orjala
Journal:  J Nat Prod       Date:  2009-05-22       Impact factor: 4.050

5.  Hapalindole H Induces Apoptosis as an Inhibitor of NF-ĸB and Affects the Intrinsic Mitochondrial Pathway in PC-3 Androgen-insensitive Prostate Cancer Cells.

Authors:  Ulyana Muñoz Acuña; Shunyan Mo; Jiachen Zi; Jimmy Orjala; Esperanza J Carcache DE Blanco
Journal:  Anticancer Res       Date:  2018-06       Impact factor: 2.480

6.  Nitrile-Containing Fischerindoles from the Cultured Cyanobacterium Fischerella sp.

Authors:  Hyunjung Kim; Aleksej Krunic; Daniel Lantvit; Qi Shen; David J Kroll; Steven M Swanson; Jimmy Orjala
Journal:  Tetrahedron       Date:  2012-04-15       Impact factor: 2.457

Review 7.  Chemodiversity in freshwater and terrestrial cyanobacteria - a source for drug discovery.

Authors:  George E Chlipala; Shunyan Mo; Jimmy Orjala
Journal:  Curr Drug Targets       Date:  2011-10       Impact factor: 3.465

8.  Identification and characterization of a welwitindolinone alkaloid biosynthetic gene cluster in the stigonematalean Cyanobacterium Hapalosiphon welwitschii.

Authors:  Matthew L Hillwig; Heather A Fuhrman; Kuljira Ittiamornkul; Tyler J Sevco; Daniel H Kwak; Xinyu Liu
Journal:  Chembiochem       Date:  2014-03-21       Impact factor: 3.164

9.  Total Synthesis of Pentacyclic (-)-Ambiguine P Using Sequential Indole Functionalizations.

Authors:  Rebecca E Johnson; Hwisoo Ree; Marco Hartmann; Laura Lang; Shota Sawano; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2019-02-04       Impact factor: 15.419

10.  FORMAL SYNTHESIS OF HAPALINDOLE O AND SYNTHETIC EFFORTS TOWARDS HAPALINDOLE K AND AMBIGUINE A.

Authors:  Ryan J Rafferty; Robert M Williams
Journal:  Heterocycles       Date:  2012-05-01       Impact factor: 0.831

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.