Literature DB >> 20866076

Azonazine, a novel dipeptide from a Hawaiian marine sediment-derived fungus, Aspergillus insulicola.

Quan-Xiang Wu1, Mitchell S Crews, Marija Draskovic, Johann Sohn, Tyler A Johnson, Karen Tenney, Frederick A Valeriote, Xiao-Jun Yao, Leonard F Bjeldanes, Phillip Crews.   

Abstract

Azonazine, a unique hexacyclic dipeptide, was isolated from a Hawaiian marine sediment-derived fungus eventually identified as Aspergillus insulicola. Its absolute configuration, 2R,10R,11S,19R, was established using NMR, HRESIMS, and CD data plus insights derived from molecular models. A possible route for its biogenesis is proposed, and biological properties were explored against cancer cell lines and in an NFκB inhibition assay.

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Year:  2010        PMID： 20866076      PMCID： PMC2953366          DOI： 10.1021/ol101396n

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  31 in total

1.  New diketopiperazine alkaloids from Penicillium fellutanum.

Authors:  A G Kozlovsky; N G Vinokurova; V M Adanin; G Burkhardt; H M Dahse; U Gräfe
Journal:  J Nat Prod       Date:  2000-05       Impact factor: 4.050

2.  Application of electronic circular dichroism in configurational and conformational analysis of organic compounds.

Authors:  Nina Berova; Lorenzo Di Bari; Gennaro Pescitelli
Journal:  Chem Soc Rev       Date:  2007-02-05       Impact factor: 54.564

3.  Synthesis of indolines via a domino Cu-catalyzed amidation/cyclization reaction.

Authors:  Ana Minatti; Stephen L Buchwald
Journal:  Org Lett       Date:  2008-06-04       Impact factor: 6.005

4.  Some aspects of penicillin production by Aspergillus nidulans.

Authors:  E L DULANEY
Journal:  Mycologia       Date:  1947 Sep-Oct       Impact factor: 2.696

5.  Phylogenetic analysis of Aspergillus species using DNA sequences from four loci.

Authors:  Stephen W Peterson
Journal:  Mycologia       Date:  2008 Mar-Apr       Impact factor: 2.696

6.  Genomic mining for Aspergillus natural products.

Authors:  Jin Woo Bok; Dirk Hoffmeister; Lori A Maggio-Hall; Renato Murillo; Jeremy D Glasner; Nancy P Keller
Journal:  Chem Biol       Date:  2006-01

7.  Regulation of the activity and fatty acid specificity of lecithin-cholesterol acyltransferase by sphingomyelin and its metabolites, ceramide and ceramide phosphate.

Authors:  Papasani V Subbaiah; Peter Horvath; Srinivasa B Achar
Journal:  Biochemistry       Date:  2006-04-18       Impact factor: 3.162

8.  Four Classes of Structurally Unusual Peptides from Two Marine-Derived Fungi: Structures and Bioactivities.

Authors:  Claudia M Boot; Taro Amagata; Karen Tenney; Jennifer E Compton; Halina Pietraszkiewicz; Frederick A Valeriote; Phillip Crews
Journal:  Tetrahedron       Date:  2007-09-24       Impact factor: 2.457

9.  Theoretical calculation of electronic circular dichroism of the rotationally restricted 3,8''-biflavonoid morelloflavone.

Authors:  Yuanqing Ding; Xing-Cong Li; Daneel Ferreira
Journal:  J Org Chem       Date:  2007-10-24       Impact factor: 4.354

10.  Determination of absolute configuration using concerted ab Initio DFT calculations of electronic circular dichroism and optical rotation: bicyclo[3.3.1]nonane diones.

Authors:  P J Stephens; D M McCann; E Butkus; S Stoncius; J R Cheeseman; M J Frisch
Journal:  J Org Chem       Date:  2004-03-19       Impact factor: 4.354
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  22 in total

Review 1.  Marine-derived Aspergillus species as a source of bioactive secondary metabolites.

Authors:  Yoon Mi Lee; Min Jeong Kim; Huayue Li; Ping Zhang; Baoquan Bao; Ka Jeong Lee; Jee H Jung
Journal:  Mar Biotechnol (NY)       Date:  2013-05-25       Impact factor: 3.619

2.  Unraveling the Numerous Biosynthetic Products of the Marine Sediment-Derived Fungus, Aspergillus insulicola.

Authors:  Q X Wu; X J Jin; M Draskovic; M S Crews; K Tenney; F A Valeriote; X J Yao; P Crews
Journal:  Phytochem Lett       Date:  2012-03-01       Impact factor: 1.679

3.  The biosynthetic products of Chinese insect medicine, Aspongopus chinensis.

Authors:  Xiao-Hong Luo; Xiao-Zheng Wang; Hai-Long Jiang; Jun-Li Yang; Phillip Crews; Frederick A Valeriote; Quan-Xiang Wu
Journal:  Fitoterapia       Date:  2012-03-11       Impact factor: 2.882

Review 4.  Marine natural product peptides with therapeutic potential: Chemistry, biosynthesis, and pharmacology.

Authors:  Vedanjali Gogineni; Mark T Hamann
Journal:  Biochim Biophys Acta Gen Subj       Date:  2017-08-24       Impact factor: 3.770

5.  Myxobacteria versus sponge-derived alkaloids: the bengamide family identified as potent immune modulating agents by scrutiny of LC-MS/ELSD libraries.

Authors:  Tyler A Johnson; Johann Sohn; Yvette M Vaske; Kimberly N White; Tanya L Cohen; Helene C Vervoort; Karen Tenney; Frederick A Valeriote; Leonard F Bjeldanes; Phillip Crews
Journal:  Bioorg Med Chem       Date:  2012-05-24       Impact factor: 3.641

6.  Histone deacetylase inhibitors as a tool to up-regulate new fungal biosynthetic products: isolation of EGM-556, a cyclodepsipeptide, from Microascus sp.

Authors:  Hélène C Vervoort; Marija Drašković; Phillip Crews
Journal:  Org Lett       Date:  2010-12-21       Impact factor: 6.005

7.  Natural product libraries to accelerate the high-throughput discovery of therapeutic leads.

Authors:  Tyler A Johnson; Johann Sohn; Wayne D Inman; Samarkand A Estee; Steven T Loveridge; Helene C Vervoort; Karen Tenney; Junke Liu; Kenny Kean-Hooi Ang; Joseline Ratnam; Walter M Bray; Nadine C Gassner; Young Y Shen; R Scott Lokey; James H McKerrow; Kyria Boundy-Mills; Arif Nukanto; Atit Kanti; Heddy Julistiono; Leonardus B S Kardono; Leonard F Bjeldanes; Phillip Crews
Journal:  J Nat Prod       Date:  2011-11-30       Impact factor: 4.050

8.  Anti-inflammatory effects of chicanine on murine macrophage by down-regulating LPS-induced inflammatory cytokines in IκBα/MAPK/ERK signaling pathways.

Authors:  Haixia Chen; Johann Sohn; Likang Zhang; Jingge Tian; Shuhan Chen; Leonard F Bjeldanes
Journal:  Eur J Pharmacol       Date:  2013-12-18       Impact factor: 4.432

9.  Secondary metabolites from Penicillium pinophilum SD-272, a marine sediment-derived fungus.

Authors:  Ming-Hui Wang; Xiao-Ming Li; Chun-Shun Li; Nai-Yun Ji; Bin-Gui Wang
Journal:  Mar Drugs       Date:  2013-06-21       Impact factor: 5.118

10.  Epigenetic tailoring for the production of anti-infective cytosporones from the marine fungus Leucostoma persoonii.

Authors:  Jeremy Beau; Nida Mahid; Whittney N Burda; Lacey Harrington; Lindsey N Shaw; Tina Mutka; Dennis E Kyle; Betty Barisic; Alberto Van Olphen; Bill J Baker
Journal:  Mar Drugs       Date:  2012-03-28       Impact factor: 6.085
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