scholarly journals New Abietane-type Diterpenoids from the Bark of Cryptomeria japonica

2019 ◽  
Vol 14 (1) ◽  
pp. 1934578X1901400
Author(s):  
Chi-I Chang ◽  
Jih-Jung Cheng ◽  
Chin Hsu ◽  
Cheng-Chi Chen ◽  
Wei-Yi Cheng ◽  
...  

Two new abietane-type diterpenoids, 15-hydroxy-12- O-methylsugiol (1) and 2a-hydroxy-12- O-methylsugiol (2) were isolated from the methanol extract of the bark of Cryptomeria japonica. Their structures were elucidated on the basis of spectroscopic analysis and comparison of NMR data with those of known analogues. Compounds 2 showed 13.5% inhibition towards xanthine oxidase enzyme at the concentration of 75 μM

Molecules ◽  
2019 ◽  
Vol 24 (11) ◽  
pp. 2178 ◽  
Author(s):  
Chi-I Chang ◽  
Cheng-Chi Chen ◽  
Chiy-Rong Chen ◽  
Ming-Der Wu ◽  
Ming-Jen Cheng ◽  
...  

Three new dimeric abietane-type diterpenoids, abieta-6,8,11,13-tetraen-12-yl 12-hydroxyabieta-8,11,13-trien-7α-yl peroxide (1), abieta-6,8,11,13-tetraen-12-yl 12-hydroxyabieta-8,11,13-trien-7β-yl peroxide (2), and 12-hydroxyabieta-8,11,13-trien-7β-yl 7-oxoabieta-5,8,11,13-tetraen-12-yl peroxide (3), together with four known abietane-type diterpenoids (4–7) were isolated from the methanol extract of the bark of Cryptomeria japonica. Their structures were elucidated on the basis of spectroscopic analysis and comparison of NMR data with those of known analogues. At a concentration of 50 μM, compounds 1, 2, and 3 showed 26.2%, 23.6%, and 35.7% inhibition towards xanthine oxidase enzyme, respectively. In addition, compound 3 also showed 24.9% inhibition toward angiotensin-converting enzyme (ACE).


Molecules ◽  
2022 ◽  
Vol 27 (2) ◽  
pp. 437
Author(s):  
Ming-Jen Cheng ◽  
Ming-Der Wu ◽  
Chao-Lin Chang ◽  
Hsun-Shuo Chang ◽  
Chiou-Fung Chyu ◽  
...  

Five new dimer compounds, namely Taiwaniacryptodimers A‒E (1–5), were isolated from the methanol extract of the roots of Taiwania cryptomerioides. Their structures were established by mean of spectroscopic analysis and comparison of NMR data with those of known analogues. Their antifungal activities were also evaluated. Our results indicated that metabolites 1, 2, 4, and 5 displayed moderate antifungal activities against Aspergillus niger, Penicillium italicum, Candida albicans, and Saccharomyces cerevisiae.


2015 ◽  
Vol 11 (2) ◽  
pp. 108-115 ◽  
Author(s):  
Bijo Mathew ◽  
Jerad Suresh ◽  
Githa Mathew ◽  
Sherin Rasheed ◽  
Jobin Vilapurathu ◽  
...  

2013 ◽  
Vol 9 (1) ◽  
pp. 100-103 ◽  
Author(s):  
Praveen Kumar Suryadevara ◽  
Hari Babu Tatipaka ◽  
Rama Subba Rao Vidadala ◽  
Ashok k Tiwari ◽  
Janaswamy Madhusudana Rao ◽  
...  

2020 ◽  
Author(s):  
Yu Tang ◽  
J. Brent Friesen ◽  
David C. Lankin ◽  
James McAlpine ◽  
Dejan Nikolić ◽  
...  

NMR- and MS-guided metabolomic mining for new phytoconstituents from a widely used dietary supplement, <i>Rhodiola rosea</i>, yielded two new (+)-myrtenol glycosides, <b>1</b> and <b>2</b>, and two new cuminol glycosides (<b>3</b> and <b>4</b>), along with three known analogues (<b>5</b>–<b>7</b>). The structures of the new compounds were determined by extensive spectroscopic analysis. Quantum Mechanics-driven <sup>1</sup>H iterative Full Spin Analysis (QM-HiFSA) decoded the spatial arrangement of the methyl groups in <b>1</b> and <b>2</b>, as well as other features not recognizable by conventional methods, including higher order spin-coupling effects. The application of QM-HiFSA will provide a definitive reference point for future phytochemical and biological studies of <i>R. rosea</i> as a resilience botanical. Application of a new NMR data analysis software package, CT, for QM-based iteration of NMR spectra is also discussed.


2011 ◽  
Vol 24 (1) ◽  
pp. 6-10
Author(s):  
M Anwar Habib ◽  
ASM Anisuzzaman ◽  
RK Barman ◽  
M Abdul Gafur ◽  
M Tofazzal Haque

The study was carried out to identify the compound responsible for hypolipidemic and hypoglycemic effects of Cajanus cajan (redgram). The methanol extract of redgram seeds was found to decrease fasting blood glucose and lipid profile (p<0.001) on streptozotocin-induced mice compared to control. This activity- guided fraction led to the isolation of a compound, substituted benzene containing polyhydroxy functions fused with lactone (CCA3) by analysis of 1H and 13C-NMR data. Biological studies of the isolated compound possessed prominent hypolipidemic activity. Although a number of hypoglycemic compounds are reported, yet not any hypolipidemic compound from redgram. The compound CCA3 seems to be the first report on hypolipidemic activity from methanol extract of redgram. TAJ 2011; 24(1): 6-10


2014 ◽  
Vol 115 (06) ◽  
pp. 367-371
Author(s):  
M. Namuslu ◽  
H. Kocaoglu ◽  
H. T. Celik ◽  
A. Avci ◽  
E. Devrim ◽  
...  

2011 ◽  
Vol 6 (3) ◽  
pp. 1934578X1100600
Author(s):  
Toshio Hasegawa ◽  
Kensuke Akutsu ◽  
Yasuhiro Kishi ◽  
Kouji Nakamura

Green tea ( Camellia sinensis) leaves are known to contain active ingredients such as catechins and caffeine, and are widely useful materials. Recently, green tea flowers also have been in the spotlight. However, little attention has been paid to the tea seeds. In this work, the constituents of green tea seeds and green tea leaves were compared. Caffeine was found in the seeds, whereas catechins (usually obtained from green tea leaves) were not observed. Next, we investigated the constituents of hexane extracts and methanol extracts of green tea seeds. We found that the hexane extracts contained high amounts of oleic glyceride (79.9%) in addition to linoleic glyceride (20%). We confirmed the structures of these glycerides by NMR spectroscopy and by synthesis from a fatty acid and glycerol. The methanol extract was found to contain naringenin glucosides by mass spectrometry and NMR spectroscopic analysis.


2019 ◽  
Vol 20 (11) ◽  
pp. 2681 ◽  
Author(s):  
Violetta Mohos ◽  
Attila Pánovics ◽  
Eszter Fliszár-Nyúl ◽  
Gabriella Schilli ◽  
Csaba Hetényi ◽  
...  

Quercetin is an abundant flavonoid in nature and is used in several dietary supplements. Although quercetin is extensively metabolized by human enzymes and the colonic microflora, we have only few data regarding the pharmacokinetic interactions of its metabolites. Therefore, we investigated the interaction of human and microbial metabolites of quercetin with the xanthine oxidase enzyme. Inhibitory effects of five conjugates and 23 microbial metabolites were examined with 6-mercaptopurine and xanthine substrates (both at 5 μM), employing allopurinol as a positive control. Quercetin-3′-sulfate, isorhamnetin, tamarixetin, and pyrogallol proved to be strong inhibitors of xanthine oxidase. Sulfate and methyl conjugates were similarly strong inhibitors of both 6-mercaptopurine and xanthine oxidations (IC50 = 0.2–0.7 μM); however, pyrogallol inhibited xanthine oxidation (IC50 = 1.8 μM) with higher potency vs. 6-MP oxidation (IC50 = 10.1 μM). Sulfate and methyl conjugates were approximately ten-fold stronger inhibitors (IC50 = 0.2–0.6 μM) of 6-mercaptopurine oxidation than allopurinol (IC50 = 7.0 μM), and induced more potent inhibition compared to quercetin (IC50 = 1.4 μM). These observations highlight that some quercetin metabolites can exert similar or even a stronger inhibitory effect on xanthine oxidase than the parent compound, which may lead to the development of quercetin–drug interactions (e.g., with 6-mercaptopurin or azathioprine).


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