Salternamide E from a Saltern-derived Marine ActinomyceteStreptomycessp.

Kim, Seong-Hwan; Shin, Yeong Gil; Lee, Sang Kook; Shin, Jongheon; Oh, Dong‐Chan

doi:10.20307/nps.2015.21.4.273

Cited by 11 publications

(11 citation statements)

References 10 publications

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“…Compound 2 (10 mg) was purified from subfraction H54 (120 mg) by semi-preparative normal-phase HPLC (Apollo Silica column, 250×10.0 mm, 5 µm, flow rate: 2 mL/min) with an isocratic solvent system of CHCl 3 Cytotoxicity Assay A sulforhodamine B (SRB) bioassay was used to determine the cytotoxicity of each isolated compound against four cultured human tumor cell lines. [21][22][23][24][25][26] The cell lines used were A549, SK-OV-3, SK-MEL-2, and HCT-15. Doxorubicin was used as a positive control.…”

Section: Methodsmentioning

confidence: 99%

New Triterpenoids from the Stems of Cornus walteri

2017

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A new 28-norlupane triterpenoid, 3-acetate-28-norlup-20(29)-en-3β-hydroxy-17β-hydroperoxide (1) and a new tirucallane triterpenoid, cornusalterin M (2), together with one known triterpenoid, 3-acetate-28-norlup-20(29)-en-3β,17β-diol (3), were isolated from a MeOH extract of the stems of Cornus walteri. The chemical structures of the new compounds (1 and 2) were elucidated based on comprehensive one- and two-dimensional (1D and 2D) NMR spectroscopic experiments and high resolution-electrospray ionization (HR-ESI)-MS. Among the isolates, compound 1 was a relatively rare triterpenoid identified as a 28-norlupane-type triterpene with a 17β-hydroperoxide group and compound 3 was previously reported but only as a synthetic product. The cytotoxic activities of the isolated compounds 1-3 were evaluated by determining their inhibitory effects on human tumor cell lines (A549 (non-small cell lung carcinoma), SK-OV-3 (ovary malignant ascites), SK-MEL-2 (skin melanoma), and HCT-15 (colon adenocarcinoma)).

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Section: Methodsmentioning

confidence: 99%

New Triterpenoids from the Stems of Cornus walteri

2017

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“…However, the chemistry of actinobacteria in these hypersaline environments had been mostly neglected until our report of the salternamides as the first secondary metabolites from a saltern-derived actinomycete ( Streptomyces sp.) in 2015 [ 5 , 6 ]. A subsequent biological study of salternamide A revealed that this chlorinated metabolite suppresses the hypoxia-induced accumulation of HIF-1 α and induces apoptosis in human cancer cells [ 7 ].…”

Section: Introductionmentioning

confidence: 99%

Borrelidins C–E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp.

et al. 2017

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Chemical investigation of a halophilic actinomycete strain belonging to the genus Nocardiopsis inhabiting a hypersaline saltern led to the discovery of new 18-membered macrolides with nitrile functionality, borrelidins C-E (1-3), along with a previously reported borrelidin (4). The planar structures of borrelidins C-E, which are new members of the rare borrelidin class of antibiotics, were elucidated by NMR, mass, IR, and UV spectroscopic analyses. The configurations of borrelidines C-E were determined by the interpretation of ROESY NMR spectra, J-based configuration analysis, a modified Mosher's method, and CD spectroscopic analysis. Borrelidins C and D displayed inhibitory activity, particularly against the Gram-negative pathogen Salmonella enterica, and moderate cytotoxicity against the SNU638 and K562 carcinoma cell lines.

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“…As part of our efforts to discover new bioactive natural products, we have been investigating the chemistry of actinobacteria derived from marine and saline environments including salterns [5,6,7], intertidal zones [8,9,10,11], and deep-sea sediments [12]. In our previous reports, novel bioactive secondary metabolites were mainly identified through the chemical profiling of bacterial secondary metabolites by LC/MS analysis.…”

Section: Introductionmentioning

confidence: 99%

“…Similar to the importance of using combinations of chemical and computational analyses, it is critical to focus on prolific sources of structurally and biologically novel compounds because of the constant clinical need for new chemical entities with pharmaceutical potential [ 4 ]. As part of our efforts to discover new bioactive natural products, we have been investigating the chemistry of actinobacteria derived from marine and saline environments including salterns [ 5 , 6 , 7 ], intertidal zones [ 8 , 9 , 10 , 11 ], and deep-sea sediments [ 12 ]. In our previous reports, novel bioactive secondary metabolites were mainly identified through the chemical profiling of bacterial secondary metabolites by LC/MS analysis.…”

Section: Introductionmentioning

confidence: 99%

QM-HiFSA-Aided Structure Determination of Succinilenes A–D, New Triene Polyols from a Marine-Derived Streptomyces sp.

et al. 2017

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Based on profiles of secondary metabolites produced by marine bacteria obtained using LC/MS, succinilenes A–D (1–4), new triene polyols, were discovered from a culture of a Streptomyces strain SAK1, which was collected in the southern area of Jeju Island, Republic of Korea. The gross structures of 1–4 were primarily determined through analysis of NMR spectra. The double bond geometries of the succinilenes, which could not be established from conventional 1H NMR spectra because of the highly overlapped olefinic signals, were successfully deciphered using the recently developed quantum-mechanics-driven 1H iterative full spin analysis (QM-HiFSA). Succinilenes A–C (1–3) displayed inhibitory effects against lipopolysaccharide (LPS)-induced nitric oxide (NO) production, indicating their anti-inflammatory significance. These three compounds (1–3) commonly bear a succinic acid moiety, although succinilene D (4), which did not inhibit NO production, does not have this moiety in its structure. The absolute configurations of succinilenes A–D (1–4) were established through J-based configuration analysis, the modified Mosher’s method following methanolysis, and CD spectral analysis.

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Salternamide E from a Saltern-derived Marine ActinomyceteStreptomycessp.

Cited by 11 publications

References 10 publications

New Triterpenoids from the Stems of <i>Cornus walteri</i>

New Triterpenoids from the Stems of <i>Cornus walteri</i>

Borrelidins C–E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp.

QM-HiFSA-Aided Structure Determination of Succinilenes A–D, New Triene Polyols from a Marine-Derived Streptomyces sp.

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