scholarly journals Antimosquito and Antimicrobial Clerodanoids and a Chlorobenzenoid from Tessmannia species

2010 ◽  
Vol 5 (2) ◽  
pp. 1934578X1000500
Author(s):  
Charles Kihampa ◽  
Mayunga H.H. Nkunya ◽  
Cosam C. Joseph ◽  
Stephen M. Magesa ◽  
Ahmed Hassanali ◽  
...  

The clerodane diterpenoids trans-kolavenolic acid, 18-oxocleroda-3,13(E)-dien-15-oic acid, ent-(18-hydroxycarbonyl)-cleroda-3,13(E)-dien-15-oate, 2-oxo-ent-cleroda-3,13(Z)-dien-15-oic acid and trans-2-oxo-ent-cleroda-13(Z)-en-15-oic acid, and the chlorobenzenoid O-(3-hydroxy-4-hydroxycarbonyl-5-pentylphenyl)-3-chloro-4-methoxy-6-pentyl-2-oxybenzoic acid were isolated from Tessmannia martiniana var pauloi and T. martiniana var matiniana. Structures were established based on interpretation of spectroscopic data. Some of the compounds exhibited significant antimosquito, antifungal and antibacterial activities.

2020 ◽  
Vol 15 (7) ◽  
pp. 1934578X2093693
Author(s):  
William F. Feudjou ◽  
Arnaud M. Mbock ◽  
Marlyse B. W. Ouahouo ◽  
Valérie T. Sielinou ◽  
Racéline K. Gounoue ◽  
...  

A new isovaleronitrile diglycoside, named microcarposide (1), together with 6 known compounds: lupeol (2), betulinic acid (3), β-sitosterol glucoside (4), methyl gallate (5), luteolin (6), and epicatechin (7), was isolated from the methanolic extract of the fruits of Detarium microcarpum Guill. Perr. The structures of the compounds were determined by extensive analysis of 1D- and 2D-1H and 13C NMR spectroscopic data in conjunction with mass spectrometry and by comparison with data reported in the literature. Compound 1 was characterized as (2 R)-2-[(6″- O-β-l-rhamnopyranosyl-β-d-glucopyranosyl)oxy]-3-methylbutanenitrile. Some of the isolated compounds were evaluated for their antibacterial activities against several microorganisms; only compound 1 was active against Salmonella typhi, Salmonella enteritidis, and Salmonella typhimurium with minimum inhibition concentration values of 153.4, 76.7, and 76.7 μM, respectively.


Marine Drugs ◽  
2021 ◽  
Vol 19 (11) ◽  
pp. 618
Author(s):  
Min-Ji Ryu ◽  
Prima F. Hillman ◽  
Jihye Lee ◽  
Sunghoon Hwang ◽  
Eun-Young Lee ◽  
...  

Four new chlorinated meroterpenoids, merochlorins G−J (1−4), and 10, a dihydronaphthalenedione precursor, along with known merochlorins A (5) and C−F (6−9), were obtained from cultivation of the bacterium strain Streptomyces sp. CNH-189, which was isolated from marine sediment. The planar structures of compounds 1−4 and 10 were elucidated by interpretation of MS, UV, and NMR spectroscopic data. The relative configurations of compounds 1−4 were determined via analysis of nuclear Overhauser effect (NOE) spectroscopic data, after which their absolute configurations were established by comparing the experimental electronic circular dichroism (ECD) spectra of compounds 1−4 to those of previously reported possible enantiomer models and DP4 calculations. Compound 3 displayed strong antibacterial activities against Bacillus subtilis, Kocuria rhizophila, and Staphylococcus aureus, with MIC values of 1, 2, and 2 μg/mL, respectively, whereas compound 1 exhibited weak antibacterial effects on these three strains, with a 16−32 μg/mL MIC value range.


Antibiotics ◽  
2021 ◽  
Vol 10 (4) ◽  
pp. 377
Author(s):  
Fuhang Song ◽  
Rui Lin ◽  
Na Yang ◽  
Jia Jia ◽  
Shangzhu Wei ◽  
...  

Four new secondary metabolites, including one spiro[anthracenone-xanthene] derivative aspergiloxathene A (1), one penicillide analogue, Δ2′-1′-dehydropenicillide (2), and two new phthalide derivatives, 5-methyl-3-methoxyepicoccone (3) and 7-carboxy-4-hydroxy-6-methoxy-5-methylphthalide (4), together with four known compounds, yicathin C (5), dehydropenicillide (6), 3-methoxyepicoccone (7), 4-hydroxy-6-methoxy-5-methylphthalide (8), were identified from the marine-derived fungus Aspergillus sp. IMCASMF180035. Their structures were determined by spectroscopic data, including high-resolution electrospray ionization mass spectrometry (HRESIMS), 1D and 2D nuclear magnetic resonance (NMR) techniques. Compound 1 was identified as the first jointed molecule by xanthene and anthracenone moieties possessing an unprecedented carbon skeleton with spiro-ring system. All compounds were evaluated activities against Staphylococcus aureus, methicillin resistant S. aureus (MRSA), Escherichia coli, Escherichia faecium, Pseudomonas aeruginosa, and Helicobacter pylori. Compound 1 showed significant inhibitory effects against S. aureus and MRSA, with minimum inhibitory concentration (MIC) values of 5.60 and 22.40 µM. Compounds 2 and 6 exhibited potent antibacterial activities against H. pylori, with MIC values of 21.73 and 21.61 µM, respectively.


2010 ◽  
Vol 5 (6) ◽  
pp. 1934578X1000500 ◽  
Author(s):  
Francis Machumi ◽  
Volodymyr Samoylenko ◽  
Abiy Yenesew ◽  
Solomon Derese ◽  
Jacob O. Midiwo ◽  
...  

Chromatographic separation of the roots of a Kenyan medicinal plant, Clerodendrum eriophyllum, led to the isolation of ten abietane diterpenoids (1-10), one of which (1) was isolated for the first time from a natural source. Using spectroscopic data, the structure of 1 was determined to be 12-hydroxy-8,12-abietadiene-3,11,14-trione. Circular dichroism (CD) spectra showed that the stereochemistry of compounds 1, 3, and 6-8 belongs to the normal series of abietane diterpenes, which confirmed the absolute stereochemistry of the isolated compounds. Compounds 1-10 were evaluated for their in vitro antiplasmodial, antileishmanial, antifungal and antibacterial activities. Compounds 3 and 7 exhibited potent antifungal activity (IC50/MIC 0.58/1.25 and 0.96/2.5 μg/mL, respectively) against C. neoformans, whereas 3, 6 and 7 showed strong antibacterial activity against Staphylococcus aureus and methicillin-resistant S. aureus with IC50/MIC values between 1.33-1.75/2.5-5 and 0.96-1.56/2.5 μg/mL, respectively. In addition, compounds 3 and 9 exhibited potent antileishmanial activity (IC50 0.08 and 0.20 μg/mL, respectively) against L. donovani, while 3 and 7 displayed weak antimalarial activity against Plasmodium falciparum, but 9 was inactive.


Marine Drugs ◽  
2019 ◽  
Vol 17 (6) ◽  
pp. 344 ◽  
Author(s):  
Lijian Ding ◽  
Lu Ren ◽  
Shuang Li ◽  
Jingjing Song ◽  
Zhiwen Han ◽  
...  

Four 4-hydroxy-α-pyrones including three new ones named nipyrones A–C (1–3) together with one known analogue germicidin C (4) were discovered from a marine sponge-derived fungus Aspergillus niger cultivated in a solid rice culture. Their structures and absolute configurations were elucidated through a combination of spectroscopic data and electronic circular dichroism (ECD) calculations as well as comparison with literature data. Compounds 1–4 were evaluated for their antibacterial activities against five pathogenic bacteria (Staphylococcus aureus, Escherichia coli, Bacillus subtilis, methicillin-resistant Staphylococcus aureus, and Mycobacterium tuberculosis). Compound 3 showed promising activity against S. aureus and B. subtilis, with minimum inhibitory concentration (MIC) values of 8 μg/mL and 16 μg/mL, respectively, and displayed weak antitubercular activities against M. tuberculosis, with MIC value of 64 μg/mL, while compounds 1 and 2 exhibited moderate antibacterial efficacy against four pathogenic bacteria with MIC values of 32–64 μg/mL.


2011 ◽  
Vol 11 (1) ◽  
pp. 67-70 ◽  
Author(s):  
Suryati Suryati ◽  
Hazli Nurdin ◽  
Dachriyanus Dachriyanus ◽  
Md Nordin Hj Lajis

An antibacterial compound has been isolated from Ficus deltoidea Jack leaves. Based on spectroscopic data (IR, 1H-NMR, 13C NMR 1D and 2D and MS), the structure of this compound was identified as 3β-hydroksilup-20(29)-en, (lupeol), C30H50O. This compound showed antibacterial activities against E. coli, B. subtilis and S. aureus. The minimum inhibition concentration (MIC) against E. coli, B. subtilis and S. aureus are 150, 220 and 130 μg/mL respectively.


2021 ◽  
Vol 15 (3) ◽  
pp. 187-193
Author(s):  
Yan Xu ◽  
Nanyan Fu ◽  
Wanjing Ding ◽  
Pinmei Wang ◽  
Jinzhong Xu

Chemical investigation of the EtOAc extract of an insect-associated fungus Letendraea sp. 5XNZ4-2 cultured in Potato Dextrose Broth (1/2 PDB) medium lead to the isolation of three new polyketides, named letendronol D (1), phomopsiketones H-I (2-3). The structures of new compounds were elucidated by the analysis of HRESIMS and NMR spectroscopic data, and the absolute configurations were determined by modified Mosher’s method, ECD calculation and single-crystal X-ray diffraction. Cytotoxicity and antibacterial activities of 1 were assayed and regrettably 1 didn’t display any cytotoxicity and antibacterial activity. 3 was the first phomopsiketone derivative obtaining the lactone.


Molecules ◽  
2020 ◽  
Vol 25 (10) ◽  
pp. 2288 ◽  
Author(s):  
Yu-Chi Lin ◽  
Jue-Jun Lin ◽  
Shu-Rong Chen ◽  
Tsong-Long Hwang ◽  
Shu-Yen Fang ◽  
...  

Plants of the genus Callicarpa are known to possess several medicinal effects. The constituents of the Taiwan endemic plant Callicarpa hypoleucophylla have never been studied. Therefore, C. hypoleucophylla was selected for our phytochemical investigation. Two new clerodane-type diterpenoids, named callihypolins A (1) and B (2), along with seven known compounds were isolated from the leaves and twigs of the Lamiaceae plant C. hypoleucophylla and then characterized. The structures of compounds 1 and 2 were elucidated by spectroscopic data analysis, specifically, two-dimension nuclear magnetic resonance (NMR). The anti-inflammatory activity of compounds 1–9 based on the suppression of superoxide anion generation and elastase release was evaluated. Among the isolates, compounds 2–4 showed anti-inflammatory activity (9.52−32.48% inhibition at the concentration 10 μm) by suppressing superoxide anion generation and elastase release. Our findings not only expand the description of the structural diversity of the compounds present in plants of the genus Callicarpa but also highlight the possibility of developing anti-inflammatory agents from Callicarpa endemic species.


Author(s):  
Yuliar Yuliar ◽  
Yunazar Manjang ◽  
Sanusi Ibrahim ◽  
Sjamsul Arifin Achmad

Two isoprenylated xanthones, α-mangostin (1) and β-mangostin (2) were isolated from the tree barks of Garcinia cf cymosa, along with the flavanol epicatechin (3). Their structures were elucidated by analysis of spectroscopic data. Compounds 1-3 exhibited moderate in vitro antibacterial activity against Staphylococcus aureus and Bacillus sp, while in the 1,2-diphenyl-picryl-hydrazyl (DPPH) antioxidant assay system only compound 3 showed moderate free radical scavenging activity, with IC50 value of 41.8 ppm.


2011 ◽  
Vol 6 (3) ◽  
pp. 1934578X1100600
Author(s):  
Wanxia Tang ◽  
Kenichi Harada ◽  
Miwa Kubo ◽  
Hideaki Hioki ◽  
Yoshiyasu Fukuyama

Eight new clerodane type diterpenoids, named 7-oxo-kolavelool (1), 7α-hydroxykolavelool (2), 6α,7α-dihydroxykolavenol (3), 12-oxo-hardwickiic acid (4), ptycholide I (5), ptycholide II (6), ptycholide III (7), and ptycholide IV (8) were isolated from the MeOH extract of the bark of a Brazilian medicinal plant, Ptychopetalum olacoides. The structures of 1–8 were elucidated by analyzing spectroscopic data and by comparing their NMR data with those of the previously reported compounds kolavelool (1a), kolavenol (3a), hardwickiic acid (4a), and ptychonolide (5a). Compounds 5 and 6 existed as a 1:1 mixture of inseparable epimers at C-15.


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