scholarly journals A new tetracyclic diterpenoid from the seeds of Euphorbia lathyris

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.

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.


2019 ◽  
Vol 14 (8) ◽  
pp. 1934578X1986837
Author(s):  
Kazuki Tani ◽  
Takashi Kamada ◽  
Chin-Soon Phan ◽  
Charles S. Vairappan

A new cembranolide diterpene, sarcophytonolide V (1), along with 6 known compounds, isosarcophytonolide D (2), (4 Z,8 S*,9 R*,12 E,14 E)-9-hydroxy-1-(prop-1-en-2-yl)-8,12-dimethyl-oxabicyclo[9.3.2]-hexadeca-4,12,14-trien-18-one (3), (7 E,11 E)-3,4-epoxy-7,11,15-cembratriene (4), (1 S*,3 S*,4 S*,7 E,11 E)-3,4-epoxy-13-oxo-7,11,15-cembratriene (5), (-)-eunicenone (6), and 2-[( E, E, E)-7′,8′-epoxy-4′,8′,12′-trimethylcyclotetradeca-1′,3′,11′-trienyl]propan-2-ol (7) were isolated from the Bornean soft coral Sarcophyton sp. Their structures were elucidated based on spectroscopic data, such as nuclear magnetic resonance (NMR) and high resolution electron spray ionization mass spectroscopy (HRESIMS). These compounds were evaluated for their biological activity against marine pathogenic fungi.


2021 ◽  
Vol 16 (11) ◽  
pp. 1934578X2110561
Author(s):  
Do Thi Trang ◽  
Phan Thi Thanh Huong ◽  
Nguyen Thi Cuc ◽  
Duong Thi Dung ◽  
Bui Thi Thu Trang ◽  
...  

Four new acyclic diterpenes, siegetalises A-D (1-4), were isolated from the aerial parts of Siegesbeckia orientalis. Their chemical structures were elucidated by extensive analysis of high-resolution electrospray ionization mass spectrometry and nuclear magnetic resonance spectral data. The effects of the isolated compounds on the activity of xanthine oxidase were evaluated by the oxidative reaction with xanthine as a substrate. At a concentration of 50 µM, compounds 1-4 exhibited xanthine oxidase inhibitory activity at levels of 13.59% ± 0.51%, 19.64% ± 1.54%, 17.45% ± 1.26%, and 21.36% ± 1.40%, respectively.


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.


2020 ◽  
pp. 174751982093225
Author(s):  
Mingguang Zhang ◽  
Zhongbao Bi ◽  
Yunyun Wang ◽  
Yuxun Zhao ◽  
Yang Yang ◽  
...  

A new and practical synthesis of 3-chloro-2,4-difluoro-5-hydroxybenzoic acid, a key intermediate for preparing antimicrobial 3-quinolinecarboxylic acid drugs, is synthesized from 2,4-difluoro-3-chlororobenzoic acid. The protocol involves nitration, esterification, reduction of NO2, diazotization, and hydrolysis with a 70% overall yield. The structures of the synthesized compounds are determined by infrared spectroscopy, nuclear magnetic resonance spectroscopy, and high-resolution electrospray ionization mass spectrometry. The advantages of this developed synthetic strategy include an improved overall yield and readily controllable reaction conditions.


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.


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