Literature DB >> 15987164

Oceanalin A, a hybrid alpha,omega-bifunctionalized sphingoid tetrahydroisoquinoline beta-glycoside from the marine sponge Oceanapia sp.

Tatyana N Makarieva1, Vladimir A Denisenko, Pavel S Dmitrenok, Alla G Guzii, Elena A Santalova, Valentin A Stonik, John B Macmillan, Tadeusz F Molinski.   

Abstract

[reaction: see text] The novel antifungal compound oceanalin A, an unprecedented "hybrid sphingolipid", was isolated from the marine sponge Oceanapia sp. The structure was elucidated using NMR and MS spectral analysis and chemical degradation. Oceanalin A exhibits in vitro antifungal activity against Candida glabrata with an MIC of 30 mug/mL.

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Year:  2005        PMID: 15987164     DOI: 10.1021/ol050796c

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


  12 in total

1.  Isorhizochalin: a minor unprecedented bipolar sphingolipid of stereodivergent biogenesis from the Rhizochalina incrustata.

Authors:  Tatyana N Makarieva; Alexander M Zakharenko; Pavel S Dmitrenok; Alla G Guzii; Vladimir A Denisenko; Alexandra S Savina; Doralyn S Dalisay; Tadeusz F Molinski; Valentin A Stonik
Journal:  Lipids       Date:  2009-10-30       Impact factor: 1.880

2.  Zwittermicin A: synthesis of analogs and structure-activity studies.

Authors:  Evan W Rogers; Doralyn S Dalisay; Tadeusz F Molinski
Journal:  Bioorg Med Chem Lett       Date:  2010-02-11       Impact factor: 2.823

Review 3.  Tetrazoles via Multicomponent Reactions.

Authors:  Constantinos G Neochoritis; Ting Zhao; Alexander Dömling
Journal:  Chem Rev       Date:  2019-02-01       Impact factor: 60.622

4.  Marine two-headed sphingolipid-like compound rhizochalin inhibits EGF-induced transformation of JB6 P+ Cl41 cells.

Authors:  Sergey N Fedorov; Tatyana N Makarieva; Alla G Guzii; Larisa K Shubina; Jong Y Kwak; Valentin A Stonik
Journal:  Lipids       Date:  2009-07-05       Impact factor: 1.880

5.  Absolute configuration of the alpha,omega-bifunctionalized sphingolipid leucettamol A from Leucetta microrhaphis by deconvoluted exciton coupled CD.

Authors:  Doralyn S Dalisay; Sachiko Tsukamoto; Tadeusz F Molinski
Journal:  J Nat Prod       Date:  2009-03-27       Impact factor: 4.050

Review 6.  Marine pharmacology in 2005-6: Marine compounds with anthelmintic, antibacterial, anticoagulant, antifungal, anti-inflammatory, antimalarial, antiprotozoal, antituberculosis, and antiviral activities; affecting the cardiovascular, immune and nervous systems, and other miscellaneous mechanisms of action.

Authors:  Alejandro M S Mayer; Abimael D Rodríguez; Roberto G S Berlinck; Mark T Hamann
Journal:  Biochim Biophys Acta       Date:  2009-03-19

Review 7.  Glycosides from marine sponges (Porifera, Demospongiae): structures, taxonomical distribution, biological activities and biological roles.

Authors:  Vladimir I Kalinin; Natalia V Ivanchina; Vladimir B Krasokhin; Tatyana N Makarieva; Valentin A Stonik
Journal:  Mar Drugs       Date:  2012-08-10       Impact factor: 6.085

Review 8.  Biodiversity of sphingoid bases ("sphingosines") and related amino alcohols.

Authors:  Sarah T Pruett; Anatoliy Bushnev; Kerri Hagedorn; Madhura Adiga; Christopher A Haynes; M Cameron Sullards; Dennis C Liotta; Alfred H Merrill
Journal:  J Lipid Res       Date:  2008-05-21       Impact factor: 5.922

9.  Anticancer activity evaluation of kuanoniamines A and C isolated from the marine sponge Oceanapia sagittaria, collected from the Gulf of Thailand.

Authors:  Anake Kijjoa; Rawiwan Wattanadilok; Nair Campos; Maria São José Nascimento; Madalena Pinto; Werner Herz
Journal:  Mar Drugs       Date:  2007-04-17       Impact factor: 5.118

10.  Marine bifunctional sphingolipids from the sponge Oceanapia ramsayi.

Authors:  Julia Bensemhoun; Isabelle Bombarda; Maurice Aknin; Robert Faure; Jean Vacelet; Emile M Gaydou
Journal:  Molecules       Date:  2008-04-01       Impact factor: 4.411

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