2-Methylthio-N7-methyl-cis-zeatin, a new antimalarial natural product isolated from a Streptomyces culture

2021 ◽  
Author(s):  
Julius Adam V Lopez ◽  
Toshihiko Nogawa ◽  
Kazuko Yoshida ◽  
Yushi Futamura ◽  
Hiroyuki Osada
Keyword(s):  
Plasmodium Falciparum ◽  
Natural Product ◽  
Structure Elucidation ◽  
Culture Broth ◽  
Purine Derivatives ◽  
Streptomyces Sp ◽  
First Report

Abstract 2-Methylthio-N7-methyl-cis-zeatin (1) was isolated from the culture broth of Streptomyces sp. 80H647 along with two known purine derivatives, 5'-methylthioinosine (2) and AT-265 (dealanylascamycin, 3). The structure elucidation of compound 1 was accomplished by HRMS and NMR analyses. It inhibited the growth of Plasmodium falciparum 3D7 with a GI50 of 2.4 μM and had no effect on the growth of Arabidopsis at 2 μM. This is the first report of an N7-methylated zeatin-type natural product from Streptomyces and as an antimalarial compound.

Isolation, Structure Elucidation and Activity of Anthracycline Acetates from a Terrestrial Streptomyces sp.

2003 ◽  
Vol 58 (12) ◽  
pp. 1242-1246 ◽  
Author(s):  
Serge Fotso ◽  
Rajendra P. Maskey ◽  
Iris Grün-Wollny ◽  
Hartmut Laatsch
Keyword(s):  
Molecular Weight ◽  
Natural Product ◽  
Structure Elucidation ◽  
Ethyl Acetate Extract ◽  
2D Nmr ◽  
Streptomyces Sp ◽  
Naturally Occurring ◽  
Nmr Data ◽  
New Antibiotics ◽  
First Time

The red coloured ethyl acetate extract of the Streptomyces sp. isolate GW37/3236 delivered the two new antibiotics 13-O-acetyl-bisanhydro-13-dihydrodaunomycinone (3c) and 4,13-O-diacetylbisanhydro- 4-O-demethyl-13-dihydrodaunomycinone (3d) and additionally several known compounds. The quinones 3c and 3d are the first naturally occurring quinone acetates. Their structures were derived by comparison of the NMR data with those of bisanhydro-13-dihydrodaunomycinone (3b) and by interpretation of the 2D NMR data accompanied by the molecular weight and formula. 2-Acetamido-3-hydroxybenzamide (5) was also isolated from the extract and was identified by comparison of the NMR data with those of 2-acetamidobenzamide and by 2D NMR correlations. 6,9,11- Trihydroxy-4-methoxy-5,12-naphthacenedione (4) is isolated for the first time as a natural product.

scholarly journals The Bis(Indolyl)Imidazole Alkaloid Nortopsentin A Exhibits Antiplasmodial Activity

2013 ◽  
Vol 57 (5) ◽  
pp. 2362-2364 ◽  
Author(s):  
Stephenie Alvarado ◽  
Bracken F. Roberts ◽  
Amy E. Wright ◽  
Debopam Chakrabarti
Keyword(s):  
Plasmodium Falciparum ◽  
Natural Product ◽  
Parasite Growth ◽  
Sybr Green I ◽  
Antiplasmodial Activity ◽  
Marine Natural Product ◽  
Trophozoite Stage ◽  
Content Type ◽  
First Report ◽  
Potent Inhibition

ABSTRACTA library of enriched marine natural product fractions was screened for their antiplasmodial activity using a SYBR green I fluorescence-based assay. Fractions derived from a sponge of the genusSpongosoritesexhibited potent inhibition ofPlasmodium falciparumgrowth. This genus of sponge has been reported to contain the nortopsentin and topsentin class of bis-indole imidazole alkaloids. This is the first report of nortopsentin A inhibiting parasite growth at the trophozoite stage at submicromolar 50% inhibitory concentrations (IC50).

scholarly journals 5,7-Dihydroxy-5,6,7,8-tetrahydro-1H-azocin-2-one from a Marine-derived Streptomyces sp.

2006 ◽  
Vol 1 (1) ◽  
pp. 1934578X0600100
Author(s):  
Serge Fotso ◽  
Shao Jie Wu ◽  
Song Qin ◽  
Hartmut Laatsch
Keyword(s):  
Natural Product ◽  
Structure Elucidation ◽  
Screening Program ◽  
Streptomyces Sp ◽  
Acid Catalyzed ◽  
Molecular Reactions

In the course of a screening program, we have isolated the new natural product, 5,7-dihydroxy-5,6,7,8-tetrahydroazocin-2( 1H)-one (1), from the staurosporine producing marine-derived Streptomyces sp. strain QD518. Here we report the isolation and structure elucidation of 1 and the artifacts 3 and 4 resulting from 1 by acid catalyzed intra- and inter-molecular reactions.

Structure elucidation of a proton-deficient natural product using LR-HSQMBC supported by DFT calculations

Planta Medica ◽  
2015 ◽  
Vol 81 (11) ◽  
Author(s):  
J Saurí ◽  
STS Chan ◽  
AV Buevich ◽  
KR Gustafson ◽  
RT Williamson ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Natural Product ◽  
Structure Elucidation

Isolation, structure elucidation, and antibacterial evaluation of the metabolites produced by the marine-sourced Streptomyces sp. ZZ820

Tetrahedron ◽  
2019 ◽  
Vol 75 (9) ◽  
pp. 1186-1193 ◽  
Author(s):  
Wenwen Yi ◽  
Qiao Li ◽  
Tengfei Song ◽  
Lei Chen ◽  
Xing-Cong Li ◽  
...  
Keyword(s):  
Structure Elucidation ◽  
Streptomyces Sp ◽  
Antibacterial Evaluation

Val-Geninthiocin: Structure Elucidation and MSn Fragmentation of Thiopeptide Antibiotics Produced by Streptomyces sp. RSF18

2008 ◽  
Vol 63 (10) ◽  
pp. 1223-1230 ◽  
Author(s):  
Imran Sajid ◽  
Khaled A. Shaaban ◽  
Holm Frauendorf ◽  
Shahida Hasnain ◽  
Hartmut Laatscha
Keyword(s):  
Amino Acids ◽  
Biological Activity ◽  
Antifungal Activity ◽  
Structure Elucidation ◽  
Gram Negative Bacteria ◽  
Gram Negative ◽  
Unusual Amino Acids ◽  
Streptomyces Sp ◽  
Gram Positive Bacteria ◽  
Thiopeptide Antibiotics

AbstractVal-Geninthiocin (2), a new member of thiopeptide antibiotics, was isolated from the mycelium of Streptomyces sp. RSF18, along with the closely related geninthiocin (1) and the macrolide, chalcomycin. By intensive NMR and MS studies, Val-geninthiocin (2) was identified as desoxygeninthiocin, a thiopeptide, containing several oxazole and thiazole units and a number of unusual amino acids. Compound 2 shows potent activity against Gram-positive bacteria and minor antifungal activity, while it is not effective against Gram-negative bacteria or microalgae. Here we describe the fermentation, isolation and structure elucidation as well as the biological activity of 2.

scholarly journals Draft Genome Sequence of Streptomyces sp. Strain JV178, a Producer of Clifednamide-Type Polycyclic Tetramate Macrolactams

2018 ◽  
Vol 6 (1) ◽  
Author(s):  
Yunci Qi ◽  
John M. D’Alessandro ◽  
Joshua A. V. Blodgett
Keyword(s):  
Natural Product ◽  
Genome Sequence ◽  
Draft Genome ◽  
Draft Genome Sequence ◽  
Garden Soil ◽  
Protein Coding ◽  
Coding Sequences ◽  
Streptomyces Sp

ABSTRACT Here, we report the draft genome sequence of Streptomyces sp. JV178, a strain originating from Connecticut (USA) garden soil. This strain produces the polycyclic tetramate macrolactam compounds clifednamides A and B. The draft genome contains 10.65 Mb, 9,045 predicted protein coding sequences, and several natural product biosynthetic loci.

scholarly journals IN VITRO POTENCY AND TOXICITY OF STREPTOMYCES SP. FERMENTATION PRODUCT AS AN ANTIMALARIAL THERAPY AGAINST PLASMODIUM FALCIPARUM

2019 ◽  
pp. 251-255
Author(s):  
YUNI SETYANINGSIH ◽  
ABDUL LATIF ◽  
HENDRI ASTUTY ◽  
DIN SYAFRUDDIN ◽  
PUJI BUDI SETIA ASIH
Keyword(s):  
Plasmodium Falciparum ◽  
Inhibitory Concentration ◽  
Toxicity Tests ◽  
Streptomyces Sp ◽  
No Formation ◽  
Fermentation Product ◽  
Transmission Electron ◽  
In Vitro Technique ◽  
Antimalarial Therapy

Objective: This research aims to study the activity of a Streptomyces sp. fermentation product as an antimalarial modality in HepG2 cells.Methods: The effects of the product against Plasmodium falciparum 3D7 were examined using an in vitro technique parasite. The potency of theStreptomyces sp. fermentation product was examined by determining the half maximal inhibitory concentration (IC50), and the mechanism wasstudied using transmission electron microscopy (TEM). Toxicity tests were also conducted.Results: The Streptomyces sp. fermentation product had an IC50 of 0.001 μg/ml against the parasite, versus values of 0.054 and 0.022 μg/ml forquinidine and prodigiosin, respectively. TEM revealed no formation of hemozoin. The Streptomyces sp. fermentation product was non-toxic in HepG2cells based on its cytotoxicity concentration 50% of 1.380 μg/ml.Conclusion: The Streptomyces sp. fermentation product has potential as a potent and non-toxic antimalarial therapy.

Sign in / Sign up

Export Citation Format

Share Document