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Literature DB >> 19655766

Naseseazines A and B: a new dimeric diketopiperazine framework from a marine-derived actinomycete, Streptomyces sp.

Ritesh Raju¹, Andrew M Piggott, Melissa Conte, William G L Aalbersberg, Klaus Feussner, Robert J Capon.

Abstract

Chemical analysis of a Streptomyces sp. (CMB-MQ030) isolated from a Fijian marine sediment yielded two new diketopiperazines, naseseazines A and B (1, 2), featuring a new dimeric framework. Structures were determined by detailed spectroscopic analysis and C(3) Marfey's analysis.

Entities: Chemical Species

Mesh：

Substances：

Year: 2009 PMID： 19655766 DOI： 10.1021/ol901466r

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

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Cited

19 in total

1. Concise Total Synthesis of (+)-Asperazine, (+)-Pestalazine A, and (+)-iso-Pestalazine A. Structure Revision of (+)-Pestalazine A.

Authors: Richard P Loach; Owen S Fenton; Mohammad Movassaghi
Journal: J Am Chem Soc Date: 2016-01-19 Impact factor: 15.419

2. Fijiolides A and B, inhibitors of TNF-alpha-induced NFkappaB activation, from a marine-derived sediment bacterium of the genus Nocardiopsis.

Authors: Sang-Jip Nam; Susana P Gaudêncio; Christopher A Kauffman; Paul R Jensen; Tamara P Kondratyuk; Laura E Marler; John M Pezzuto; William Fenical
Journal: J Nat Prod Date: 2010-06-25 Impact factor: 4.050

3. Straightforward Access to Hexahydropyrrolo[2,3-b]indole Core by a Regioselective C3-Azo Coupling Reaction of Arenediazonium Compounds with Tryptamines.

Authors: David E Stephens; Oleg V Larionov
Journal: European J Org Chem Date: 2014-06-01

4. Copper-catalyzed diastereoselective arylation of tryptophan derivatives: total synthesis of (+)-naseseazines A and B.

Authors: Madeleine E Kieffer; Kangway V Chuang; Sarah E Reisman
Journal: J Am Chem Soc Date: 2013-04-03 Impact factor: 15.419

5. Concise total synthesis and stereochemical revision of (+)-naseseazines A and B: regioselective arylative dimerization of diketopiperazine alkaloids.

Authors: Justin Kim; Mohammad Movassaghi
Journal: J Am Chem Soc Date: 2011-09-02 Impact factor: 15.419

Review 10. Marine Indole Alkaloids.

Authors: Natalie Netz; Till Opatz
Journal: Mar Drugs Date: 2015-08-06 Impact factor: 5.118

Naseseazines A and B: a new dimeric diketopiperazine framework from a marine-derived actinomycete, Streptomyces sp.

1. Concise Total Synthesis of (+)-Asperazine, (+)-Pestalazine A, and (+)-iso-Pestalazine A. Structure Revision of (+)-Pestalazine A.

2. Fijiolides A and B, inhibitors of TNF-alpha-induced NFkappaB activation, from a marine-derived sediment bacterium of the genus Nocardiopsis.

3. Straightforward Access to Hexahydropyrrolo[2,3-b]indole Core by a Regioselective C3-Azo Coupling Reaction of Arenediazonium Compounds with Tryptamines.

4. Copper-catalyzed diastereoselective arylation of tryptophan derivatives: total synthesis of (+)-naseseazines A and B.

5. Concise total synthesis and stereochemical revision of (+)-naseseazines A and B: regioselective arylative dimerization of diketopiperazine alkaloids.

6. A Copper-Catalyzed Arylation of Tryptamines for the Direct Synthesis of Aryl Pyrroloindolines.

7. Structure and Function of NzeB, a Versatile C-C and C-N Bond-Forming Diketopiperazine Dimerase.

8. Biogenetically-inspired total synthesis of epidithiodiketopiperazines and related alkaloids.

Review 9. An update on 2,5-diketopiperazines from marine organisms.

Review 10. Marine Indole Alkaloids.