Literature DB >> 18855443

Pestalazines and pestalamides, bioactive metabolites from the plant pathogenic fungus Pestalotiopsis theae.

Gang Ding1, Lihua Jiang, Liangdong Guo, Xulin Chen, Hua Zhang, Yongsheng Che.   

Abstract

Pestalazines A (1) and B (2), two new diketopiperazine heterodimers, and pestalamides A-C (3-5), three new amides, have been isolated from cultures of the plant pathogenic fungus Pestalotiopsis theae. The structures of these compounds were elucidated mainly by NMR spectroscopy. The absolute configurations of 1 and 2 were determined using Marfey's method on their acid hydrolysates and by comparison of their CD spectra with that of a model compound. Compounds 1, 3, and 6 displayed inhibitory effects on HIV-1 replication in C8166 cells. Compound 3 also showed potent antifungal activity against Aspergillus fumigatus.

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Year:  2008        PMID： 18855443     DOI： 10.1021/np800357g

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


  26 in total

1.  Scalable total syntheses of N-linked tryptamine dimers by direct indole-aniline coupling: psychotrimine and kapakahines B and F.

Authors:  Timothy Newhouse; Chad A Lewis; Kyle J Eastman; Phil S Baran
Journal:  J Am Chem Soc       Date:  2010-05-26       Impact factor: 15.419

2.  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

3.  Phylogeny, identification and nomenclature of the genus Aspergillus.

Authors:  R A Samson; C M Visagie; J Houbraken; S-B Hong; V Hubka; C H W Klaassen; G Perrone; K A Seifert; A Susca; J B Tanney; J Varga; S Kocsubé; G Szigeti; T Yaguchi; J C Frisvad
Journal:  Stud Mycol       Date:  2014-06       Impact factor: 16.097

4.  Synthesis and biological evaluation of epidithio-, epitetrathio-, and bis-(methylthio)diketopiperazines: synthetic methodology, enantioselective total synthesis of epicoccin G, 8,8'-epi-ent-rostratin B, gliotoxin, gliotoxin G, emethallicin E, and haematocin and discovery of new antiviral and antimalarial agents.

Authors:  K C Nicolaou; Min Lu; Sotirios Totokotsopoulos; Philipp Heretsch; Denis Giguère; Ya-Ping Sun; David Sarlah; Thu H Nguyen; Ian C Wolf; Donald F Smee; Craig W Day; Selina Bopp; Elizabeth A Winzeler
Journal:  J Am Chem Soc       Date:  2012-10-04       Impact factor: 15.419

5.  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

Review 6.  A brief history of antibiotics and select advances in their synthesis.

Authors:  Kyriacos C Nicolaou; Stephan Rigol
Journal:  J Antibiot (Tokyo)       Date:  2017-07-05       Impact factor: 2.649

7.  Characterization of a polyketide synthase in Aspergillus niger whose product is a precursor for both dihydroxynaphthalene (DHN) melanin and naphtho-γ-pyrone.

Authors:  Yi-Ming Chiang; Kristen M Meyer; Michael Praseuth; Scott E Baker; Kenneth S Bruno; Clay C C Wang
Journal:  Fungal Genet Biol       Date:  2010-12-19       Impact factor: 3.495

8.  Reappraising the structures and distribution of metabolites from black aspergilli containing uncommon 2-benzyl-4H-pyran-4-one and 2-benzylpyridin-4(1H)-one systems.

Authors:  Jon C Henrikson; Trevor K Ellis; Jarrod B King; Robert H Cichewicz
Journal:  J Nat Prod       Date:  2011-08-19       Impact factor: 4.050

9.  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

10.  Concise total synthesis of (+)-asperazine A and (+)-pestalazine B.

Authors:  Brandon M Nelson; Richard P Loach; Stefan Schiesser; Mohammad Movassaghi
Journal:  Org Biomol Chem       Date:  2018-01-03       Impact factor: 3.876
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