The first total synthesis of hunanamycin A, an antibiotic natural product with a pyrido[1,2,3-de]quinoxaline-2,3-dione core from a marine-derived Bacillus hunanensis, is disclosed. The present effort provides access to sufficient amounts of scarce hunanamycin A for further biological evaluation and confirmation of the assigned absolute configuration. In addition, four new analogues of the natural product are reported.
Read about author at
http://oneorganichemistoneday.blogspot.in/2015/02/dr-d-srinivasa-reddy.html
Dr. Srinivasa Reddy
First Total Synthesis of Hunanamycin A
CSIR-National Chemical Laboratory, Division of Organic Chemistry, Dr. Homi Bhabha Road, Pune, 411008, India
Org. Lett., 2013, 15 (17), pp 4556–4559
DOI: 10.1021/ol402110e
Publication Date (Web): August 21, 2013
Copyright © 2013 American Chemical Society
ds.reddy@ncl.res.in, †
Summer project student from Department of Chemistry, Pune University, Pune, India.
http://pubs.acs.org/doi/suppl/10.1021/ol402110e/suppl_file/ol402110e_si_001.pdf
SYNTHESIS CONSTRUCTION
NEXT
1H NMR
13C NMR
HUNANAMYCIN A, smiles..............c21cc(c(c3c1N(C(C(N2C[C@@H](C(O)[C@@H](CO)O)O)=O)=O)CC[C@@]3(C)C)C)C
see also ...........................
Hunanamycin A, the first natural product with a pyrido[1,2,3-de]quinoxaline-2,3-dione core, was isolated from a marine-derived Bacillus hunanensis. Hunanamycin A is related to a degradation product of riboflavin but has undergone an N-prenylation and subsequent cyclization. The structure, including stereochemistry, was determined by NMR and MS methods. Hunanamycin A exhibits a minimum inhibitory concentration (MIC) of 12.4 μM against the bacterial pathogen Salmonella enterica.
Hunanamycin A, an Antibiotic from a Marine-Derived Bacillus hunanensis
Department of Biochemistry, University of Texas Southwestern Medical Center at Dallas, Dallas, Texas 75390, United States
Org. Lett., 2013, 15 (2), pp 390–393
DOI: 10.1021/ol303376c
Publication Date (Web): January 10, 2013
Copyright © 2013 American Chemical Society
see
http://pubs.acs.org/doi/abs/10.1021/ol303376c
Hunanamycin A, an Antibiotic from a Marine-Derived Bacillus hunanensis. OL, 15(2):390- 393, 2013
I picked this up from
see................http://www.millersville.edu/chemistry/research/organic.php
Organic Chemistry Research
Studies Toward the Synthesis of Hunanamycin A and its Derivatives
Student Researcher: Janelle BiehlFaculty Advisor: Dr. Steven Kennedy
The goal of this research is to synthesize Hunanamycin A from commercially available chemicals. Hunanamycin A is a natural product recently isolated from Bacillus hunanensis. It can kill the pathogens Salmonella and E. coli. Test reactions will be run on model systems to explore multiple ways of synthesizing the target product. From the complete synthesis further biological testing can be done to check for other antibacterial properties.
Studies Toward the Synthesis of Hunanamycin A and its Derivatives
Student Researcher: John NoyesFaculty Advisor: Dr. Steven Kennedy
Hunanamycin A (HA) has been found to have antibacterial properties for various pathogens such as Salmonella and E. coli. The goal of this research is to synthesize HA as well as other derivatives of HA for further biological studies. Emphasis will be placed on developing an efficient route to HA and discovering new derivatives of HA.
see.................http://academic.ncl.res.in/ds.reddy/research
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Date: 3 February 2015
Main venue: Arulmigu Balathandayuthapani Waterfall Temple
Thaipusam is a three-day festival celebrated during the full moon of the 10th month in the Hindu calendar and signifies the victory of good over evil. The celebration begins with a pilgrimage procession on the eve of Thaipusam to bring the statue of Lord Muruga on a silver chariot led by more than 60 ka... See More
Date: 3 February 2015
Main venue: Arulmigu Balathandayuthapani Waterfall Temple
Thaipusam is a three-day festival celebrated during the full moon of the 10th month in the Hindu calendar and signifies the victory of good over evil. The celebration begins with a pilgrimage procession on the eve of Thaipusam to bring the statue of Lord Muruga on a silver chariot led by more than 60 ka... See More
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