Literature DB >> 11922791

Somocystinamide A, a novel cytotoxic disulfide dimer from a Fijian marine cyanobacterial mixed assemblage.

Lisa M Nogle1, William H Gerwick.   

Abstract

[reaction: see text] Bioassay-guided investigation of the extract from a Lyngbya majuscula/Schizothrix sp. assemblage of marine cyanobacteria led to the discovery of somocystinamide A (1), an extraordinary disulfide dimer of mixed PKS/NRPS biosynthetic origin. Somocystinamide A (1) was highly acid-sensitive, rapidly and completely converting to a characterizable derivative (2). Compound 1 exhibits significant cytotoxicity against mouse neuro-2a neuroblastoma cells (IC50 = 1.4 microg/mL), whereas 2 has no activity.

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Year:  2002        PMID: 11922791     DOI: 10.1021/ol017275j

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


  13 in total

Review 1.  Biologically active secondary metabolites from marine cyanobacteria.

Authors:  Joshawna K Nunnery; Emily Mevers; William H Gerwick
Journal:  Curr Opin Biotechnol       Date:  2010-10-26       Impact factor: 9.740

2.  Asymmetric total synthesis and absolute stereochemistry of the neuroactive marine macrolide palmyrolide A.

Authors:  Rodolfo Tello-Aburto; Emily M Johnson; Cheyenne K Valdez; William A Maio
Journal:  Org Lett       Date:  2012-04-04       Impact factor: 6.005

3.  Pharmacology and toxicology of pahayokolide A, a bioactive metabolite from a freshwater species of Lyngbya isolated from the Florida Everglades.

Authors:  John P Berry; Miroslav Gantar; Robert E Gawley; Minglei Wang; Kathleen S Rein
Journal:  Comp Biochem Physiol C Toxicol Pharmacol       Date:  2004-12       Impact factor: 3.228

4.  Investigation of antimicrobial and protease-inhibitory activity from cultured cyanobacteria.

Authors:  George Chlipala; Shunyan Mo; Esperanza J Carcache de Blanco; Aiko Ito; Stanley Bazarek; Jimmy Orjala
Journal:  Pharm Biol       Date:  2009-01       Impact factor: 3.503

5.  Stereospecific total synthesis of somocystinamide A.

Authors:  Takashi L Suyama; William H Gerwick
Journal:  Org Lett       Date:  2008-09-13       Impact factor: 6.005

6.  Metabolites from an endophytic fungus sphaceloma sp. LN-15 isolated from the leaves of Melia azedarach.

Authors:  An-Ling Zhang; Li-Ying He; Jin-Ming Gao; Xu Xu; Shi-Qing Li; Ming-Sheng Bai; Jian-Chun Qin
Journal:  Lipids       Date:  2009-06-20       Impact factor: 1.880

7.  The marine lipopeptide somocystinamide A triggers apoptosis via caspase 8.

Authors:  Wolf Wrasidlo; Ainhoa Mielgo; Vicente A Torres; Simone Barbero; Konstantin Stoletov; Takashi L Suyama; Richard L Klemke; William H Gerwick; Dennis A Carson; Dwayne G Stupack
Journal:  Proc Natl Acad Sci U S A       Date:  2008-02-11       Impact factor: 11.205

Review 8.  Antitumor peptides from marine organisms.

Authors:  Lan-Hong Zheng; Yue-Jun Wang; Jun Sheng; Fang Wang; Yuan Zheng; Xiu-Kun Lin; Mi Sun
Journal:  Mar Drugs       Date:  2011-10-10       Impact factor: 6.085

9.  Detailed analysis of (-)-palmyrolide a and some synthetic derivatives as voltage-gated sodium channel antagonists.

Authors:  Suneet Mehrotra; Brendan M Duggan; Rodolfo Tello-Aburto; Tara D Newar; William H Gerwick; Thomas F Murray; William A Maio
Journal:  J Nat Prod       Date:  2014-10-24       Impact factor: 4.050

10.  Chemoecological screening reveals high bioactivity in diverse culturable Portuguese marine cyanobacteria.

Authors:  Pedro N Leão; Vitor Ramos; Patrício B Gonçalves; Flávia Viana; Olga M Lage; William H Gerwick; Vitor M Vasconcelos
Journal:  Mar Drugs       Date:  2013-04-22       Impact factor: 5.118

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