scholarly journals Antibacterial Polyketides from Antarctica Sponge-Derived Fungus Penicillium sp. HDN151272

Marine Drugs ◽  
2020 ◽  
Vol 18 (2) ◽  
pp. 71 ◽  
Author(s):  
Mudassir Shah ◽  
Chunxiao Sun ◽  
Zichao Sun ◽  
Guojian Zhang ◽  
Qian Che ◽  
...  

Three new polyketides, ketidocillinones A–C (1–3), were discovered from the extract of an Antarctica sponge-derived fungus Penicillium sp. HDN151272. All the structures were deduced by spectroscopic data, including NMR and HRESIMS. The absolute configuration of compound 3 was established by using ECD calculation. Compounds 1−3 can be slowly oxidized to quinone form when exposed to air. Ketidocillinones B and C (2 and 3) exhibited potent antibacterial activity against Pseudomonas aeurigenosa, Mycobacterium phlei, and MRCNS (methicillin-resistant coagulase-negative staphylococci) with MIC values ranging from 1.56 to 25.00 µg/mL.

2020 ◽  
Author(s):  
Joe Bracegirdle ◽  
Z Sohail ◽  
Michael Fairhurst ◽  
Monica Gerth ◽  
Giuseppe Zuccarello ◽  
...  

© 2019 by the authors Red algae of the genus Plocamium have been a rich source of halogenated monoterpenes. Herein, a new cyclic monoterpene, costatone C (7), was isolated from the extract of P. angustum collected in New Zealand, along with the previously reported (1E,5Z)-1,6-dichloro-2-methylhepta-1,5-dien-3-ol (8). Elucidation of the planar structure of 7 was achieved through conventional NMR and (−)-HR-APCI-MS techniques, and the absolute configuration by comparison of experimental and DFT-calculated ECD spectra. The absolute configuration of 8 was determined using Mosher’s method. Compound 7 showed mild antibacterial activity against Staphylococcus aureus and S. epidermidis. The state of Plocamium taxonomy and its implications upon natural product distributions, especially across samples from specimens collected in different countries, is also discussed.


Marine Drugs ◽  
2019 ◽  
Vol 17 (7) ◽  
pp. 418 ◽  
Author(s):  
Joe Bracegirdle ◽  
Zaineb Sohail ◽  
Michael J. Fairhurst ◽  
Monica L. Gerth ◽  
Giuseppe C. Zuccarello ◽  
...  

Red algae of the genus Plocamium have been a rich source of halogenated monoterpenes. Herein, a new cyclic monoterpene, costatone C (7), was isolated from the extract of P. angustum collected in New Zealand, along with the previously reported (1E,5Z)-1,6-dichloro-2-methylhepta-1,5-dien-3-ol (8). Elucidation of the planar structure of 7 was achieved through conventional NMR and (−)-HR-APCI-MS techniques, and the absolute configuration by comparison of experimental and DFT-calculated ECD spectra. The absolute configuration of 8 was determined using Mosher’s method. Compound 7 showed mild antibacterial activity against Staphylococcus aureus and S. epidermidis. The state of Plocamium taxonomy and its implications upon natural product distributions, especially across samples from specimens collected in different countries, is also discussed.


2015 ◽  
Vol 10 (3) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Hitoshi Tanaka ◽  
Ikunori Atsumi ◽  
Motori Hasegawa ◽  
Miyuki Hirata ◽  
Tatsuko Sakai ◽  
...  

Two new isoflavanones, eryvarins Y (1) and Z (2), together with three known compounds (3–5) were isolated from the roots of Erythrina variegata. The structures of 1 and 2 were established on the basis of spectroscopic data. The new compounds are peculiar isoflavanones, possessing both a 3-methylbut-2-en-1-yl group and a 2-hydroxy-3-methylbut-3-en-1-yl group. Among the isolates, orientanol E (5) exhibited potent antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA) strains.


Marine Drugs ◽  
2019 ◽  
Vol 17 (8) ◽  
pp. 433 ◽  
Author(s):  
Meng Bai ◽  
Guo-Lei Huang ◽  
Rong-Qing Mei ◽  
Bin Wang ◽  
You-Ping Luo ◽  
...  

Three new lactones penicilactones A−C (1−3) were obtained from the mangrove-derived fungus Penicillium sp. TGM112. Their structures and absolute configurations were determined by detailed NMR, MS spectroscopic data, Mo2(OAc)4-induced electronic circular dichroism (ECD), and circular dichroism (CD) spectroscopy. Compound 1 showed antibacterial activity against Staphylococcus aureus with an MIC value of 6.25 μg/mL. Compound 2 showed insecticidal activity against newly hatched larvae of Culex quinquefasciatus with the LC50 value of 78.5 (±0.58) μg/mL.


2018 ◽  
Vol 13 (5) ◽  
pp. 1934578X1801300
Author(s):  
Jirapast Sichaem ◽  
Santi Tip-Pyang ◽  
Kiattisak Lugsanangarm ◽  
Lien Do Thi My

A new pyrrole alkaloid, strychnuxinal (1), along with ten known compounds (2–11) were isolated from the fruits of Strychnos nux-blanda. The structures of all the isolated compounds (1–11) were fully elucidated using spectroscopic data, as well as comparisons with the previous literature data. In addition, the absolute configuration of 1 at C-8 was determined by means of the ECD calculation. Moreover, all isolated compounds were evaluated for their acetylcholinesterase (AChE) inhibitory activity.


2006 ◽  
Vol 84 (12) ◽  
pp. 1593-1602 ◽  
Author(s):  
Abraham García ◽  
Teresa Ramírez-Apan ◽  
J Antonio Cogordan ◽  
Guillermo Delgado

The bioassay-guided fractionation of the moderately cytotoxic extract from Croton glabellus resulted in the isolation of bioactive compounds, which were characterized as austroinulin (2), 6-O-acetylaustroinulin (3), the acetonide artifact of 2 (4), and 3-O-methylkaempferol (9). In addition, a new natural cis-ent-clerodane lactone diterpene named marrubiagenin (1), trans-dehydrocrotonin (6), the epimeric mixture of cajucarinolide (7/8), and 5,7,3′,4′-tetrahydroxy-3-methoxyflavonoid (10) were also characterized and identified as nonbioactive compounds. The structures of all compounds were determined by analyses of their physical and spectroscopic data and by comparison with those reported in the literature. The absolute configuration assignment of 3 was carried out by means of the modified Mosher method and by the experimental and theoretical circular dichroism method establishing that 3 belongs to the ent-labdane diterpene series. Furthermore, the absolute configuration of 1 was established by analysis of its chiroptical properties concluding that 1 belongs to the cis-ent-clerodane diterpene series.Key words: Croton glabellus, ent-labdane-type diterpenes, cis-ent-clerodane-type diterpenes, circular dichroism, TD-DFT.


2014 ◽  
Vol 50 (2) ◽  
pp. 261-267 ◽  
Author(s):  
Hanna Lara da Cruz Dinéas de Oliveira ◽  
Maria Emília Castro Kling Fleming ◽  
Patrícia Vollu Silva ◽  
Geraldo Renato de Paula ◽  
Débora Omena Futuro ◽  
...  

Methicillin-resistant Staphylococcus epidermidis (MRSE) and methicillin-resistant Staphylococcus haemolyticus (MRSHa) are important coagulase-negative staphylococci. They are often isolated from bacteremia in humans mainly due to their ability to form biofilm on the surfaces of medical devices. Papain is a complex mixture of proteolytic enzymes and peroxidases extracted from the latex of Carica papaya and it is recognized by accelerating the healing process of wounds. This study aimed to evaluate the ability of the MRSE and MRSHa isolates to produce biofilms. Besides this, the ability of papain to inhibit the formation of biofilms or to disrupt the ones already formed by those bacteria was analyzed. Thirty MRSHa and 30 MRSE were isolated from bacteremia and used in this study. It was observed that papain has ability to reduce biofilms formed by MRSE (p < 0.06) and by MRSHa (p = 0.0005). In addition, papain was able to disrupt mature biofilms made by MRSE (p = 0.014). No antibacterial activity of papain was observed for any isolates of MRSE and MRSHa tested. Papain has been demonstrated as a potential product for reducing biofilm.


1999 ◽  
Vol 52 (9) ◽  
pp. 867 ◽  
Author(s):  
Catherine Elsworth ◽  
Melvyn Gill ◽  
Nives M. Milanovic

The stereochemistry in the dihydroanthracenone ring of dermocanarin 4 (1) is defined as (S) by incorporation of the gentiobioside (2) of (S)-[6-OMe- 13 C]torosachrysone into the dihydroanthracenone ring of dermocanarin 4 by fruiting bodies of Cortinarius sinapicolor. In addition, the new dermocanarins 5 (3), 6 (4), 8 (5) and 9 (6) are isolated from two other indigenous toadstools belonging to Cortinarius and their structure and stereochemistry are deduced from the respective spectroscopic data and by comparison with dermocanarin 4 (1).


Molecules ◽  
2021 ◽  
Vol 26 (18) ◽  
pp. 5611
Author(s):  
Jie-Yu Zhang ◽  
Juan He ◽  
Zheng-Hui Li ◽  
Tao Feng ◽  
Ji-Kai Liu

In our continuous search for antibacterial agents against Pseudomonas syringae pv. actinidiae (Psa) from kiwi-associated fungi, two pairs of epimeric cytochalasins, zopfiellasins A–D (1–4), were characterized from the fungus Zopfiella sp. The structures were established on the basis of spectroscopic data analysis, while the absolute configurations were determined by single-crystal X-ray diffraction. Compounds 1 and 3 exhibited antibacterial activity against Psa with MIC values of 25 and 50 μg/mL, respectively. This is the first report of anti-Psa activity of cytochalasin derivatives.


Marine Drugs ◽  
2021 ◽  
Vol 19 (9) ◽  
pp. 521
Author(s):  
Hiyoung Kim ◽  
Tae Gu Lee ◽  
Inho Yang ◽  
Weihong Wang ◽  
Jungwook Chin ◽  
...  

Five new bicyclic carboxylic acids were obtained by antibacterial activity-guided isolation from a Korean colonial tunicate Didemnum sp. Their structures were elucidated by the interpretation of NMR, MS and CD spectroscopic data. They all belong to the class of aplidic acids. Three of them were amide derivatives (1–3), and the other two were dicarboxylic derivatives (4 and 5). The absolute configurations were determined by a bisignate pattern of CD spectroscopy, which revealed that the absolute configurations of amides were opposite to those of dicarboxylates at every stereogenic centers. Compound 2 exhibited the most potent antibacterial activity (MIC, 2 μg/mL).


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