Literature DB >> 18198837

Semisynthetic studies on the manzamine alkaloids.

Khalid A El Sayed1, Ashraf A Khalil, Muhammad Yousaf, Guillermo Labadie, Gundluru M Kumar, Scott G Franzblau, Alejandro M S Mayer, Mitchell A Avery, Mark T Hamann.   

Abstract

Chemical transformation studies were conducted on (-)-8-hydroxymanzamine A ( 1), (-)-manzamine F ( 2), manzamine A ( 3), and (+)-8-hydroxymanzamine A ( 4), isolated from Indo-Pacific Acanthostrongylophora sponges. Thirteen new semisynthetic manzamine derivatives, including four Delta (34,35) manzamines ( 5, 6, 8, and 9) and the unprecedented manzamine derivative 17, are reported. The potent in vitro activities of the obtained semisynthetic manzamines against activated brain microglia and the AIDS opportunistic infection pathogen Mycobacterium tuberculosis are presented.

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Year:  2008        PMID： 18198837      PMCID： PMC4895205          DOI： 10.1021/np0703702

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


  9 in total

Review 1.  The manzamine alkaloids.

Authors:  Jin-Feng Hu; Mark T Hamann; Russell Hill; Michelle Kelly
Journal:  Alkaloids Chem Biol       Date:  2003

2.  Microplate alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobacterium tuberculosis and Mycobacterium avium.

Authors:  L Collins; S G Franzblau
Journal:  Antimicrob Agents Chemother       Date:  1997-05       Impact factor: 5.191

3.  Escherichia coli lipopolysaccharide potentiation and inhibition of rat neonatal microglia superoxide anion generation: correlation with prior lactic dehydrogenase, nitric oxide, tumor necrosis factor-alpha, thromboxane B2, and metalloprotease release.

Authors:  A M Mayer; S Oh; K H Ramsey; P B Jacobson; K B Glaser; A M Romanic
Journal:  Shock       Date:  1999-03       Impact factor: 3.454

4.  New manzamine alkaloids with potent activity against infectious diseases.

Authors:  K A El Sayed; M Kelly; U A Kara; K K Ang; I Katsuyama; D C Dunbar; A A Khan; M T Hamann
Journal:  J Am Chem Soc       Date:  2001-03-07       Impact factor: 15.419

5.  Four new bioactive manzamine-type alkaloids from the Philippine marine sponge Xestospongia ashmorica.

Authors:  R A Edrada; P Proksch; V Wray; L Witte; W E Müller; R W Van Soest
Journal:  J Nat Prod       Date:  1996-11       Impact factor: 4.050

6.  The First Total Syntheses of Ircinol A, Ircinal A, and Manzamines A and D.

Authors:  Jeffrey D Winkler; Jeffrey M Axten
Journal:  J Am Chem Soc       Date:  1998       Impact factor: 15.419

7.  New manzamine alkaloids with activity against infectious and tropical parasitic diseases from an Indonesian sponge.

Authors:  Karumanchi V Rao; Bernard D Santarsiero; Andrew D Mesecar; Raymond F Schinazi; Babu L Tekwani; Mark T Hamann
Journal:  J Nat Prod       Date:  2003-06       Impact factor: 4.050

Review 8.  Therapeutic implications of microglia activation by lipopolysaccharide and reactive oxygen species generation in septic shock and central nervous system pathologies: a review.

Authors:  A M Mayer
Journal:  Medicina (B Aires)       Date:  1998       Impact factor: 0.653

9.  Manadomanzamines A and B: a novel alkaloid ring system with potent activity against mycobacteria and HIV-1.

Authors:  Jiangnan Peng; Jin-Feng Hu; Abul B Kazi; Ze Li; Mitchell Avery; Olivier Peraud; Russell T Hill; Scott G Franzblau; Fangqiu Zhang; Raymond F Schinazi; Susan S Wirtz; Phillip Tharnish; Michelle Kelly; Subagus Wahyuono; Mark T Hamann
Journal:  J Am Chem Soc       Date:  2003-11-05       Impact factor: 15.419
  9 in total
  4 in total

1.  Reductive N-alkylation of nitroarenes: a green approach for the N-alkylation of natural products.

Authors:  Amir E Wahba; Mark T Hamann
Journal:  J Org Chem       Date:  2012-04-30       Impact factor: 4.354

Review 2.  New one-pot methodologies for the modification or synthesis of alkaloid scaffolds.

Authors:  Amir E Wahba; Mark T Hamann
Journal:  Mar Drugs       Date:  2010-08-24       Impact factor: 5.118

Review 3.  Marine invertebrate natural products for anti-inflammatory and chronic diseases.

Authors:  Kalimuthu Senthilkumar; Se-Kwon Kim
Journal:  Evid Based Complement Alternat Med       Date:  2013-12-31       Impact factor: 2.629

Review 4.  Marine pharmacology in 2007-8: Marine compounds with antibacterial, anticoagulant, antifungal, anti-inflammatory, antimalarial, antiprotozoal, antituberculosis, and antiviral activities; affecting the immune and nervous system, and other miscellaneous mechanisms of action.

Authors:  Alejandro M S Mayer; Abimael D Rodríguez; Roberto G S Berlinck; Nobuhiro Fusetani
Journal:  Comp Biochem Physiol C Toxicol Pharmacol       Date:  2010-09-15       Impact factor: 3.228
  4 in total

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