scholarly journals Antimicrobial Lavandulylated Flavonoids from a Sponge-Derived Streptomyces sp. G248 in East Vietnam Sea

Marine Drugs ◽  
2019 ◽  
Vol 17 (9) ◽  
pp. 529 ◽  
Author(s):  
Cao ◽  
Trinh ◽  
Mai ◽  
Vu ◽  
Le ◽  
...  

Three new lavandulylated flavonoids, (2S,2′’S)-6-lavandulyl-7,4′-dimethoxy-5,2′-dihydroxylflavanone (1), (2S,2′’S)-6-lavandulyl-5,7,2′,4′-tetrahydroxylflavanone (2), and (2′’S)-5′-lavandulyl-2′-methoxy-2,4,4′,6′-tetrahydroxylchalcone (3), along with seven known compounds 4–10 were isolated from culture broth of Streptomyces sp. G248. Their structures were established by spectroscopic data analysis, including 1D and 2D nuclear magnetic resonance (NMR), and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). The absolute configurations of 1–3 were resolved by comparison of their experimental and calculated electronic circular dichroism spectra. Compounds 1–3 exhibited remarkable antimicrobial activity. Whereas, two known compounds 4 and 5 exhibited inhibitory activity against Mycobacterium tuberculosis H37Rv with minimum inhibitory concentration (MIC) values of 6.0 µg/mL and 11.1 µg/mL, respectively.

2019 ◽  
Vol 14 (6) ◽  
pp. 1934578X1985749
Author(s):  
Chin-Soon Phan ◽  
Takashi Kamada ◽  
Takahiro Ishii ◽  
Toshiyuki Hamada ◽  
Charles Santhanaraju Vairappan

A new sesquiterpene, capgermacrene H (1) was isolated together with 7 other compounds, capgermacrenes A-G (2-8), from a population of soft coral Capnella imbricata collected from Mantanani Island, Sabah, Malaysia. The structure of this metabolite was elucidated based on spectroscopic data such as nuclear magnetic resonance and high-resolution electrospray ionization mass spectrometry. Capgermacrene A (2) showed potent cytotoxicity against adult T-cell leukemia, S1T cells at half-maximal inhibitory concentration of 0.79 µg/mL.


2020 ◽  
Vol 44 (5-6) ◽  
pp. 322-325
Author(s):  
Lie-Feng Ma ◽  
Yue Zhang ◽  
Xuan Zhang ◽  
Meng-Jia Chen ◽  
Zha-Jun Zhan ◽  
...  

Eupholathone, a minor diterpenoid with an unusual tetracyclic skeleton, was obtained from the seeds of Euphorbia lathyris, along with two known lathyrane diterpenoids, euphorbia factors L2 and L3. The structure of eupholathone was elucidated by detailed interpretation of its spectroscopic data, especially two-dimensional nuclear magnetic resonance spectroscopy and high-resolution electrospray ionization mass spectrometry.


2020 ◽  
Vol 15 (9) ◽  
pp. 1934578X2095275
Author(s):  
Pham Hai Yen ◽  
Nguyen Thi Cuc ◽  
Phan Thi Thanh Huong ◽  
Nguyen Xuan Nhiem ◽  
Nguyen Thi Hoai ◽  
...  

From the leaves of Aralia chinensis, 3 oleanane-type triterpene glycosides have been isolated, including 1 new glycoside, 3β,23 -dihydroxyolean-12-ene-28-oic acid 3 -O-β-d-glucopyranosyl-(1→3)- α-l-arabinopyranosyl-(1→3)-β-d-glucuronopyranoside 28 -O-β-d-glucopyranosyl ester (named as araliachinoside A, 1), and 2 known ones, 3β,23 -dihydroxyolean-12-ene-28-oic acid 3 -O-α-l-arabinopyranosyl-(1→3)- β-d-glucuronopyranoside 28 -O-β-d-glucopyronosyl ester (2) and 3β-hydroxyolean-12-ene-28-oic acid 3 -O-β-d-glucurono pyranoside 28 -O-β-d-glucopyronosyl ester (3). Their chemical structures were elucidated by using a combination of high-resolution electrospray ionization-mass spectrometry, 1-dimensional and 2-dimensional nuclear magnetic resonance spectral data, and by comparison with previous literature. Compounds 1-3 displayed cytotoxic activity toward KB and HepG2 cell lines with half-maximal inhibitory concentration values ranging from 8.1 ± 0.1 to 15.7 ± 0.3 µM in in vitro assay.


2020 ◽  
Vol 44 (11-12) ◽  
pp. 695-698
Author(s):  
Guo-Li Li ◽  
Ze-Yu Xu ◽  
Nan Li ◽  
Zhe Wang ◽  
Tian Tian ◽  
...  

A new cadinane-type sesquiterpene named cornifronone is isolated from the body surface of a mason bee ( Osmia cornifrons)–derived Streptomyces sp. OC1611-8A. Its structure is identified by high-resolution electrospray ionization mass spectrometry data and nuclear magnetic resonance spectroscopic analysis. The absolute configuration of cornifronone was determined by electronic circular dichroism spectra calculations. Cornifronone inhibits hexokinase activity with a mean IC50 of 124.3 μM.


2020 ◽  
Vol 15 (8) ◽  
pp. 1934578X2094836
Author(s):  
Le Thi Hong Nhung ◽  
Phan Thi Quyen ◽  
Trinh Thi Thuy ◽  
Nguyen Thanh Tam ◽  
Nguyen Thi Hoang Anh ◽  
...  

Three dihydrostilbene derivatives (1-3) and 5 neolignans (4-8) were isolated from the ethyl acetate-soluble fraction of Pouzolzia sanguinea. Two new compounds (1 and 4) were obtained. Their structures, as well as their absolute configuration, were elucidated by means of high-resolution electrospray ionization mass spectrometry, nuclear magnetic resonance, and circular dichroism spectral data. Compounds 1-8 inhibited NO production in lipopolysaccharide-activated BV2 cells with half-maximal inhibitory concentration (IC50) values ranging from 22.7 ± 1.5 to 61.2 ± 3.1 µM. Of these, compounds 1 and 2 exhibited the most NO inhibitory activity with IC50 values of 22.7 ± 1.5 and 25.1 ± 2.1 µM, respectively, in comparison with the positive control, NG-monomethyl-L-arginine, IC50 value 22.1 ± 1.2 µM.


2020 ◽  
Vol 15 (9) ◽  
pp. 1934578X2094265
Author(s):  
Nobuhiro Koyama ◽  
Yasuhiro Otoguro ◽  
Satoshi Ohte ◽  
Takenobu Katagiri ◽  
Hiroshi Tomoda

During our screening for microbial regulators of bone metabolism, a new compound, 6-ethoxy-5,6-dihydropenillic acid (1), was isolated together with a known and structurally related penicillic acid (2) from the culture broth of the soil-derived fungus Penicillium sp. BF-0343. The structure of 1 was elucidated by various spectroscopic data including nuclear magnetic resonance experiments. Compounds 1 and 2 dose-dependently inhibited bone morphogenetic protein–induced alkaline phosphatase activity in myoblasts with half-maximal inhibitory concentration values of 19.8 and 2.1 μM, respectively.


2020 ◽  
Vol 15 (12) ◽  
pp. 1934578X2098522
Author(s):  
Xian Zhang ◽  
Fa-Lei Zhang ◽  
Xing Wu ◽  
Ke Ye ◽  
Xiao Lv ◽  
...  

A previously undescribed polyketide (1) and 3 known analogs (2-4) were obtained from cultures of the potato endophytic fungus Aspergillus carneus. The structures were elucidated on the basis of extensive nuclear magnetic resonance spectroscopic data. The absolute configuration of 1 was further determined by electronic circular dichroism and optical rotation calculations. Compounds 1-4 showed moderate antifungal activity against plant pathogens. Compounds 1, 2, and 4 inhibited nitric oxide production in lipopolysaccharide-stimulated RAW264.7 cells, with half-maximal inhibitory concentration values of 13.36, 30.16, and 51.47 µM, respectively. Compound 4 showed effective antioxidant activity.


Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2697 ◽  
Author(s):  
Birthe Sandargo ◽  
Benjarong Thongbai ◽  
Dimas Praditya ◽  
Eike Steinmann ◽  
Marc Stadler ◽  
...  

4-Hydroxypleurogrisein, a congener of the anticancer-lead compound pleurotin, as well as six further derivatives were isolated from the basidiomycete Hohenbuehelia grisea, strain MFLUCC 12-0451. The structures were elucidated utilizing high resolution electron spray ionization mass spectrometry (HRESIMS) and 1D and 2D nuclear magnetic resonance (NMR) spectral data and evaluated for their biological activities; for leucopleurotin, we provide Xray data. While most congeners showed moderate antimicrobial and cytotoxic activity, 4-hydroxypleurogrisein emerged as an inhibitor of hepatitis C virus infectivity in mammalian liver cells.


Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 3003 ◽  
Author(s):  
Seoung Rak Lee ◽  
Dahae Lee ◽  
Jae Sik Yu ◽  
René Benndorf ◽  
Sullim Lee ◽  
...  

In recent years, investigations into the biochemistry of insect-associated bacteria have increased. When combined with analytical dereplication processes, these studies provide a powerful strategy to identify structurally and/or biologically novel compounds. Non-ribosomally synthesized cyclic peptides have a broad bioactivity spectrum with high medicinal potential. Here, we report the discovery of three new cyclic tripeptides: natalenamides A–C (compounds 1–3). These compounds were identified from the culture broth of the fungus-growing termite-associated Actinomadura sp. RB99 using a liquid chromatography (LC)/ultraviolet (UV)/mass spectrometry (MS)-based dereplication method. Chemical structures of the new compounds (1–3) were established by analysis of comprehensive spectroscopic methods, including one-dimensional (1H and 13C) and two-dimensional (1H-1H-COSY, HSQC, HMBC) nuclear magnetic resonance spectroscopy (NMR), together with high-resolution electrospray ionization mass spectrometry (HR-ESIMS) data. The absolute configurations of the new compounds were elucidated using Marfey’s analysis. Through several bioactivity tests for the tripeptides, we found that compound 3 exhibited significant inhibitory effects on 3-isobutyl-1-methylxanthine (IBMX)-induced melanin production. The effect of compound 3 was similar to that of kojic acid, a compound extensively used as a cosmetic material with a skin-whitening effect.


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